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Life Changes
By Kathi Jo Daniels – KathiJo25
Part 1 – Into the Abyss of Debauchery
Chapter 1 – Justin Goes to Colorado
This year has already been challenging, and it’s only halfway through.
In February, my dad, Colin Harrison, my uncle Clay Travis, and my cousin Renee Travis died in a tragic traffic accident while returning from a ski trip in Breckenridge, Colorado. My mother Michelle, my sister Ashley, and I gathered in Lyons with Aunt Brenda for the funeral services to bury my uncle and cousin. Mom, Ashley, and I returned to Cincinnati to bury my dad.
After my graduation ceremony, I packed and drove from Cincinnati to Lyons, with a mid-trip overnight stop in Salina, Kansas. I arrived at the farm mid-afternoon on Tuesday, tired but happy to see my all-time favorite aunt. Aunt Brenda, in her mid-40s, stood about five feet six inches, with auburn hair tucked under a sun hat, wearing a sleeveless button-front blouse, denim skirt, and work boots. Her bosom was straining the buttons. What terrible thoughts from her nephew!
Aunt Brenda greeted me as I climbed out of my SUV with a big hug and kiss on my lips. "Justin. I'm so happy to see you. Yes, it’s been a tough adjustment to lose both Clay and Renee, and for you to lose your father, but we’ll carry on." I returned her hug and kiss. "Yes, Aunt Brenda, it’s been a challenge, but life continues. I'm happy to be here to help you in any way I can."
"Well, come on in and relax. We should have a drink to celebrate."
I unloaded my travel duffel and computer bag and followed Aunt Brenda into the house.
"You know where the guest bedroom and office are located. Meet me on the patio for an adult beverage."
I dropped my duffel on the bed and left my laptop bag in the office. I brought my cell phone with me to the patio. "I’ll can call Mom to let her know I’ve arrived."
"Great idea. I'm having a martini. What would you like to drink?"
"I could go for a martini as well."
While the drinks were being shaken, I contacted my mother and put the call on speaker.
"Hey, Justin! How are you doing? Did you get to Brenda's, okay?"
"Yes, Mom. I'm here waiting on my welcome martini!"
"Oh, for crying out loud. Here's your martini! How are you doing, Michelle?"
"Hey, Brenda. Good to hear from you. Ashley is at summer volleyball practice. How are you doing? What do you have planned for Justin this summer?"
"I’m doing fine. It’s been hard to adjust to both Clay and Renee not being here. Many in town have become closer friends than before. I’ve gotten involved with the community theatre and their upcoming Celtic Festival. We might also involve Justin.”
"Okay. I'm happy that Justin arrived safely. It’s time for me to start cooking dinner. Ashley will be starving when she gets home. Love you both.
Keep me posted on your activities. Bye."
"Bye, Mom."
"Bye, Michelle. Give Ashley my love."
I disconnected the call, picked up my martini glass, and touched rims with my aunt. "Cheers! Here's to a wonderful summer!"
As we were relaxing with our martinis, an SUV pulled into the driveway and parked beside mine.
"Oh, this is Morgan. She has become a close friend after the funeral. I invited her to meet you and join us for dinner."
"Morgan! Come on through to the patio. What would you like to drink?"
"Thanks, Brenda. Whatever you're drinking will be fine."
Aunt Brenda retrieved the pitcher of martinis and poured another glass. Morgan came through the house and out to the patio.
Okay, I told you my aunt looks incredible with her deep red hair and stunning figure. Morgan could easily pass for a Sports Illustrated Swimsuit model! She looks to be mid-thirties, about five feet six, with a short shag blonde hairstyle. Her bosom is trying to escape from a strapless, form-fitting, black-and-white striped knit bodycon tube sundress and white sandals. As the saying goes, "All the standard equipment, all the optional extras, and packaged well."

Keep in mind, I’m a twenty-three-year-old guy looking at a mid-thirties sexpot. Yes, I had a raging hard-on! I stood to greet her and tried to maintain my composure. Making a subtle effort to appear calm, I dropped my left arm down to cover my crotch.
"Morgan, this is my nephew, Justin Harrison. Justin, this is Morgan Vance. She works at the library and is the Director of the Lyons Celtic Festival. Justin will be here for a few weeks, helping me update all the finance records after Clay and Renee died. We’re relaxing with martinis."
I extended my hand. "Very nice to meet you, Morgan."
Morgan let her eyes dart to my left wrist, smiled, and shook my hand. "Thanks, Justin. Nice to meet you as well."
"Have a seat. Here’s a martini."
We all sat, which was a relief for me, and touched the rims of our martini glasses. “Cheers!”
"I saw you with your mother and sister at the funeral service, but didn't get a chance to meet and talk with you."
"Maybe. I honestly don't remember. My mind was in a fog. If I hadn’t been in a swim meet that week, I would have come with Dad and gone skiing with them. Of course, had they been five minutes earlier or later, they would have missed the wreck. Hopefully, we can get to know each other while I'm here."
Chapter 2 – Now It Begins
“How are things progressing for the Celtic Festival?” Asked Aunt Brenda.
"We might need another pitcher of martinis. Tiffany Martin was supposed to be a lady-in-waiting at the summer Celtic festival. Her daughter was in an accident and broke her leg. Tiffany told me today that she would be spending time in Gunnison with her daughter and taking care of her grandchildren. The festival is on Saturday. We already have her costume, and now I need to find a replacement."
"Well, that’s a problem. I'm already working the festival. What size is Tiffany?"
"Justin, please don't be offended. I just met you, but you’re about the same size as Tiffany. With your shoulder-length hair, you could be her twin."
"Are you suggesting that Justin stand in for Tiffany? Wearing a peasant dress?"
"Justin. I'm desperate. I promise no one will ever know. You won't have to say anything. I'll do anything. What’s your favorite drink? I'll buy you a bottle. Please!"
"Holy shit! We just met, and you want me to put on a dress for a festival. Aunt Brenda, I think I need another martini. Wow! Before I answer, what are our plans for dinner? I'm starving."
"We’re having a sheet pan dinner with kielbasa. Morgan, please help me in the kitchen. You can make the citrus-and-avocado salad. Justin, you can open a bottle of wine and set the table."
It didn't take long for Aunt Brenda and Morgan to prepare and serve dinner. I filled glasses with ice and water, and poured wine. While we were eating, the discussion turned to what it would take to get me in a dress.
"Did you ever play dress-up with your sister?" Asked Aunt Brenda.
"No."
"Did you know your mother used to dress your uncle Clay when they were kids?"
"No."
"She used him as her own Barbie doll, calling him Carla. He admitted this to me while we were dating. We played dress-up from time to time, even allowing Renee to participate. She thought it was wonderful that her dad expressed a feminine persona."
"Wow. I never heard any of this."
"Have any of your girlfriends managed to get you to wear panties or a nightie?" Asked Morgan.
"Once or twice, but nothing more than that."
"How did it make you feel? Was it exciting? How did you respond?" Morgan continued.
"It was very intense. And the sex we had was mind-blowing!"
"Would you allow Morgan and me to dress you up to see if you could be the lady-in-waiting?"
"Why do I have a feeling I really don't have much of a choice? What do you want me to do?"
"While you clean the kitchen, Morgan and I will gather some clothes from Renee's closet and meet you upstairs. Renee was about the same size as you, so her clothes should fit. It doesn't appear that you have much body hair, but what you have will need to be removed."
"I was on the swim team, so we kept our bodies hairless. What am I getting myself into? Okay. Go get started, and I’ll clean the kitchen."
After cleaning the kitchen and starting the dishwasher, I went upstairs to meet Aunt Brenda and Morgan. They were in Renee’s room picking out an outfit for me to model.
Aunt Brenda led me into the guest bedroom with a pair of lace panties and a half-slip. “Just relax. No one else is going to see you. Get undressed and put these on.”
“Are we sure we need to do this? Couldn’t I be another character?”
“Don’t be silly. We need to see what you look like as a girl. If you aren’t passible, we’ll have to do something different.” She left me with the half-slip and panties.
I sat on the bed to remove my shoes and socks, then my shirt and shorts, and finally my briefs. I pulled on the panties, which caused me to become very aroused. I moved my penis to one side, so it wasn’t peeking out of the waistband. The half-slip helped to hide the bulge. I went to Renee’s room, where Aunt Brenda and Morgan had laid out several different outfits on the bed.
“Lie down on your back.” Morgan smeared some clear fluid on a pair of breast forms and positioned them on my chest.
“Hold these for a minute to let the glue set.” She instructed.
“Glue? How long does this stuff last?”
“Not to worry, we can use adhesive remover, or not.” She giggled.
After a few minutes, Aunt Brenda came to me with a bra.
“Sit up and hold out your arms.” She pulled the bra to my shoulders, fitted it to the breast forms, and fastened it in the back. “We’re in luck. You’re the same size as Renee. For future reference, you wear a 38-C bra. Those breasts look appropriate for your body size. Have a seat at the vanity.”
The breast forms gave me a lifelike bosom.
Morgan started painting my toenails, then fingernails with a shimmering pink polish. When she finished with the nail polish, she began working with my shoulder-length hair. Aunt Brenda started applying makeup.
“Hold still so you don’t smudge your polish. Your nails look perfect. Close your eyes so I can color your lids. Morgan, that hairdo is wonderful.”
When they completed their tasks, I was handed a green sweater dress to wear. The buttons were backward, so Morgan helped. Aunt Brenda put a pair of low heels for me to step into.
“You look fabulous. Look in the mirror. Even though we just transformed you, I can’t see anything that would give you away. How do you feel?” Asked Aunt Brenda.
“This is certainly a new experience for me. I don’t even recognize myself. I need a drink and a minute to think about this.”
“Very well. Take short steps. Walk slowly, especially when going down the stairs. What would you like to drink? A martini, wine, or Bourbon?”
“This calls for Bourbon.”
Morgan led me down the stairs and out to the patio. Aunt Brenda brought out an ice bucket, a bottle of Bourbon, and highball glasses. She poured three drinks.
“For our first time, I think Morgan and I did a marvelous job. We can work on walking and mannerisms later. You really do look quite fabulous. Cheers!”
We sipped our drinks. Looking at my glass with lipstick on the rim caused me to smile.
“We can’t call you Justin. How about Jessica? Would that be acceptable?” Asked Morgan.
“I can’t think of any reason to object. I’m still very confused about all of this.”
“Please stand over here by the wall. I want to get a picture.” Aunt Brenda requested.
“You aren’t going to post that on social media, are you?”
“No. This is to document where we started.”
“I certainly hope you’ll help me by standing in for Tiffany. I have no idea what I’ll do if you don’t do this. Rest assured that I’ll never betray who you are. If there is anything I can do to repay you, just let me know.” Added Morgan.
Anything? I can think of a few “payments” I would enjoy. I said nothing!
“I’m still processing this. I feel very comfortable. It does feel very erotic.”
“Walk around a little to get used to the heels. Once you’re comfortable, we’ll try higher ones.”
I walked back and forth, getting used to the heels as well as my bosom bouncing.
“You’re doing fine. Stand up straight, head back. Lead with those boobs. Take small steps. Put one foot in front of the other.” Suggested Morgan.
Aunt Brenda went back into the house while I continued my exercise. She returned with a pair of pumps. “Try these on and see how they fit.”
I switched to three-inch heels and started walking again. These took a little more practice.
“Those look great on you.” Added Morgan.
I walked around the patio a couple of times, then returned to the table for my drink.
“You’re doing a great job walking in heels. Don’t try to elongate your stride.” Suggested Aunt Brenda.
It’s now eight in the evening. After a long day of driving and a stressful afternoon of being dressed, I’m exhausted. “I think I’ve had enough excitement for today. What else do you have planned?”
“In the morning, I’ll bring the costume to see if it fits. We can go over what you’re supposed to do as a lady in waiting.”
We finished our drinks. Morgan gave me a big hug, meshing her breasts with my breast forms, and kissed me on the lips. As she hugged me, I knew she felt my erection. I returned both the hug and the kiss. “Thank you. That felt wonderful.”
“Thank you. I hope you’ll enjoy being Jessica.” Morgan smiled and left.
Aunt Brenda and I went back upstairs to the bathroom. She helped me remove makeup and undress. She went to Renee’s room and returned with a powder pink nightie. “You can wear this, Jessica.”

The nightie had an underwire bra. I slipped the nightie on, fitting my new boobs into the cups.
“That fits you perfectly. Good night, sweetie. See you in the morning. And you don’t have to call me Aunt anymore, just Brenda. There are several outfits on Renee’s bed for you to wear tomorrow.” She kissed me and left, closing the door behind her.
I crawled under the covers and, surprisingly, went to sleep almost immediately.
Chapter 3 – I’m Now Jessica
I woke as the sunlight lit up the room, confused about where I was and why I was wearing a nightie with breast forms. Then I remembered everything from yesterday. What has happened? How will my relationship with my aunt change?
I got out of bed and went to the bathroom. I started to take a shower, then remembered I would need clothes. With the attached breast forms, I would need a bra. I went to Renee’s bedroom and saw several bra-and-panty sets, along with multiple dresses, skirts, and blouses, on the bed. I selected a matching white lace bra and panties. I decided to wear the same green sweater dress and three-inch heels from yesterday.
After a shower, I shaved and dressed. Brenda would need to do my hair and makeup. Smelling coffee and bacon, I went down to the kitchen, where Brenda was fixing breakfast. She was wearing a form-fitting purple knit top that accentuated her amazing breasts, with a denim skirt.
“Good morning, Miss Jessica. Hope you slept comfortably. You look great. I’ll do your makeup and style your hair after we eat.”
“Thanks, Aunt, er, Brenda. With these attached breast forms, I might as well wear a dress.”
“Yes. I think a dress looks good on you.”
We sat at the kitchen table for breakfast. When we finished, I cleaned the kitchen. Brenda had me sit at the vanity in the master bedroom while she brushed my hair and applied makeup. “Go look in the mirror and see what you think.”
Looking in the mirror, there’s no way anyone would see Justin. Jessica is very beautiful.
“Thanks. You did a wonderful job. No one would ever know I’m Justin.”
“You make such a pretty young lady. I’ll teach you to apply your own makeup. Morgan will be here in a few minutes. I hope the costume fits.”
I practiced walking in three-inch heels around the house. Brenda watched and complimented my progress. Morgan arrived, bringing a clothing bag. As yesterday, she was a picture of beauty. Today she was wearing a blue sleeveless top with a deep V-neck, showing lots of cleavage. Her white walking shorts fit very well. Yes, I was excited to see her!
“Good morning, Morgan. Come on in. Would you like some coffee?”
“Good morning, Brenda and Jessica. Sure, I’ll take a cup. Jessica, you look beautiful. How are you doing walking in heels?”
“Good morning, Morgan. Thanks. Brenda did my hair and makeup, and she’s been helping me adjust to walking in heels. I’m feeling somewhat comfortable.”
“I brought the peasant dress, a push-up corset, an outer corset, a flower headdress, and stockings. Come over to the sofa and get undressed.”
I’m not sure I can get undressed in front of Morgan without embarrassing myself. This dress has a full skirt, which hides my erection. I slipped off my heels and unbuttoned the dress. When I took it off and draped it across the sofa, my panties were tented.
“Well! Are you happy to see me?” Giggled Morgan.
“Actually, yes, I’m very happy to see you.”
“We need to get you into your costume. Take off your bra, and I’ll help you into this push-up corset to put your boobs on display. There are attached garters to hold up stockings.”
Morgan helped me into the corset, lacing the back until I could barely breathe. She handed me the stockings. “Bunch the stockings and roll them up your leg.”
I sat in a chair and rolled each stocking up to my thigh. “You might want to pull your panties down before attaching the garters. It will be much easier to go to the bathroom.”
“I don’t think I can pull my panties down with you standing there.”
“Oh, you silly boy. I’ve seen naked men before. I’ll go get my coffee while you attach the garters.” Morgan went back to the kitchen.
I pulled my panties to my knees, attached the garters, and pulled my panties back on.
“Okay. I’m somewhat decent again.”
“That’s a relief.” She laughed. “Step into your pumps.” She pulled the peasant dress over my head. The fitted bosom was low cut, off the shoulder, and my boobs were on display. She fitted an outer under-bust leather corset and tied it tight, then placed a headdress of flowers on my head. Luckily, the skirt was full, so I didn’t need to worry about having an erection.
“You look fantastic. This dress fits you perfectly. Go take a look in the mirror.”
As yesterday, when I was first dressed, you would never know Justin was in the picture.
“I’m amazed. I don’t even recognize myself. I doubt my own mother would recognize me.”

“Stay right there. Let me take a picture.” Brenda took a couple of pictures, added Morgan to the setting, and took some more. “I’m going to send these to your mother.” Brenda sent a text message to Michelle with the attached pictures and a message, “Justin is going to be in the Celtic Festival as Jessica. Morgan is the Festival Director and helped with the transformation.”
A few minutes later, her phone rang. It was Mom. Brenda put her phone on speaker. “Jessica is beautiful. I love the flower headdress. You two did a great job dressing Justin. Did he object much?”
Brenda replied, “We think Jessica will be wonderful at the festival. Justin’s more confused than anything, but Morgan coerced him into cooperating.”
“Keep me posted on her progress. I’m sure Ashley will be excited.”
“I’m doomed. Thanks, Aunt Brenda. I thought you weren’t going to tell anyone. Now my mother and sister are never going to let me live this down.”
“Just take it easy, Miss Jessica. You might even come to enjoy this.” Replied Mom.
“You girls have a good day. I’m off to the office. Keep me posted on your progress.”
“Bye, Mom.”
“Bye, Michelle.” Brenda hung up the call.
“Practice walking. The corset will force you to have an upright posture. Take small steps. Don’t get in a hurry.” Instructed Brenda.
I walked around the house, out to the patio, and back. Morgan and Brenda were monitoring and complimenting my adjustment. It felt good to have a bosom. I’m glad the dress hid my erection. Mentally, I’m completely confused and conflicted. I shouldn’t feel this way. I could learn to like being Jessica.
“Time for me to get to work. Jessica, you look beautiful, as I knew you would. Let me see your phone, and I’ll add my phone number.”
Morgan and I swapped phones to exchange numbers.
“Today is Wednesday. The festival is on Saturday. Here’s the script for the play with your part highlighted. Don’t hesitate to call if you have any questions.” As yesterday, Morgan gave me a big hug, pressing our breasts together, and I knew she again felt my erection with her hip. She smiled knowingly and kissed me deeply. I returned the hug and the kiss.
“Wearing this dress, I can’t do any outside work. I’ll get started on the financial files.”
“That’ll be fine. I can handle feeding the chickens and collecting the eggs. A neighbor now owns the cows, so they graze on their own. You look beautiful. Go upstairs and get started.” Brenda gave me a big hug, also meshing our breasts. She also felt my erection and smiled, giving me a big kiss.
I picked up the dress and bra I had worn earlier and returned them to Renee’s room. In years past, I had helped Uncle Clay with some of the financial records, so I knew where to find everything. After working for about three hours, Brenda came upstairs to tell me that lunch was ready.
We sat on the patio and dined on tuna fish sandwiches, potato chips, and iced tea.
“You look great in that dress. How do you feel?”
“I’m comfortable wearing the dress and walking in the pumps. It’s erotic having a bosom. Thank you for doing such a wonderful job with my hair and makeup. I could get used to being Jessica.”
“I do hope you’ll enjoy being Jessica. How are you doing with the financials? Is there anything I need to help you find?”
“Uncle Clay had everything very well organized. Nothing out of the ordinary. Very similar to the reports I’ve been doing for Dad in years past.”
I returned to the office and continued working on the financial records, bringing them up to date since February. Late afternoon, Brenda came upstairs and suggested it was time for dinner.
“You should take off the costume and corset, put on a dress, and we’ll go out for dinner.”
“I’m not sure I’ll be comfortable in public.”
“No one looking at you will have any idea you’re not Jessica. Get changed, and I’ll freshen your makeup. I’ll call Morgan to see if she wants to join us.”
I went into Renee’s room, removed the headdress, three-inch heels, peasant dress, stockings, and corset. I put on a bra, a navy V-neck floral dress, and two-inch-heeled sandals.
Brenda brushed my hair and let me freshen my lips. She drove us to La Mariposa Mexican Restaurant in downtown Lyons. Morgan pulled into the parking area behind us.
“Hello, Miss Jessica. You certainly look lovely this afternoon.” She gave me a soft kiss on my lips.
“Thank you, Miss Morgan.”
“And how is Miss Brenda?”
“We’re doing fine. Jessica has been practicing walking in pumps and working on the financial records. She was hesitant to come out in public, but I assured her no one would know.”
“Absolutely. You have no reason to be concerned. Just relax and enjoy dinner.”
We went inside, were seated in a booth, ordered a pitcher of margaritas, and dinner.
A mid-forties lady came to our booth. “Hello, Morgan. Hi Brenda. Great to see you both. We’re looking forward to the Celtic Festival on Saturday. Very sorry to hear that Tiffany won’t be able to participate.”
“Great to see you, Teri. This is Brenda’s niece, Jessica. She’ll be standing in for Tiffany.”
“That’s wonderful. Such a pretty young lady. Where do you live, Jessica? What brings you to Lyons?”
“I’m from Cincinnati. Here for a few weeks to help Aunt Brenda clean up the financials after Uncle Clay and Renee died.”
“Yes. That was horrible. It’s great that you can fill in for Tiffany. Nice to meet you. Look forward to seeing you on Saturday.” Teri left.
“See. She had no clue.” Stated Brenda.
“Thank you. I’m still a little nervous.”
We enjoyed an uneventful dinner and returned home. Brenda made a pitcher of martinis, and we sat on the patio watching the sunset. After we finished the martinis, we went in and cleaned the kitchen.
Chapter 4 – Relationship Changes
Brenda hugged me and asked. “Would you like to sleep with me tonight?”
I was flabbergasted. “Okay. Let me get undressed, and I’ll come to your bedroom.”
I had to rationalize that Brenda is not a blood relative. Her husband was my mother’s brother. She’s an incredibly attractive recent widow, in her mid-forties. Having lost both her husband and only child, she’s probably awfully lonely.
I went upstairs, removed my dress and bra. Scrubbed off makeup and slipped on the powder pink nightie from last night. Downstairs to the master bedroom. Brenda was already in bed, with the covers on one side folded open for me to join her.
She immediately began kissing and fondling me. I began exploring, first her breasts, then working my way to her crotch. She wasn’t wearing any panties, so I began playing with her clit. She responded by caressing my penis. I slid down and began licking her clit until she convulsed with a massive orgasm. She pulled me up into a hug, quivering.
“Thank you. Thank you. It’s been too long since I’ve had an orgasm that intense. Please. Just hold me for a minute.”
We cuddled. Brenda drifted to sleep. I relaxed and drifted to sleep as well.
The next morning, I woke and snuggled with Brenda. Oh, my goodness. What has happened? How will I reconcile my relationship with my aunt?
Brenda stirred and hugged me. “Thank you. Last night was wonderful. I didn’t do anything to satisfy you. Stay here. I’ll be right back.”
Brenda got out of bed, went to the bathroom, and returned. “Now, I’ll take care of you.”
She flipped my nightie out of the way, pulled off my panties, and started giving me a blowjob. Once I was rigid, she stopped, mounted me, and began pumping until I exploded. “How was that, Miss Jessica?”
“That was wonderful. Will I be sleeping with you from now on?”
“I would like that. No one else needs to know. Will you be okay with that?”
“No problem that I can think of right now. I’m still totally confused about being Jessica, but I think I like it. Oddly enough, it feels good to have a bosom.”
“You look beautiful as Jessica. I think I like her better than Justin. Go get dressed. I’ll show you how to do your hair and makeup. After breakfast, we can work on your part in the festival.”
I retrieved my panties and went upstairs to Renee’s room to select my lingerie and dress for the day. I chose a grey empire-waist A-line dress. After a shower, I shaved and got dressed. Down in the kitchen, Brenda was wearing a deep-V-neck pink knit top that showed lots of cleavage, paired with white mid-thigh walking shorts.
“That top is fabulous. Really displaying your boobs.”
“Thanks, Jessica. You’re welcome to enjoy the scenery. That dress looks great on you.”
We ate breakfast, cleaned the kitchen, and Brenda sat me at her vanity. She started with a brush and showed me how to shape my hair. Next was a lesson in applying makeup, starting with a very light coat of foundation, mascara, powder, and blush. I closed one eye while she applied eye shadow, then the other, followed by eyeliner. My lips were outlined with lip liner and filled with lip gloss. When she was done, a very beautiful young lady looked back from the mirror.
“Wow. As before, I don’t even recognize myself. It’s amazing what you do with a little makeup.”
“Yes, sweetie. These are some of the tricks of being female. You’ll learn to do your own. With the V-neck on that dress, you need a necklace. Renee had a complete collection. Let’s go find something for you to wear.”
We went upstairs, and Brenda selected a necklace. “You’ll also need to get your ears pierced so you can wear earrings. We can take care of that tomorrow.”
We went back to the kitchen table and started reading through the script for the play. Morgan had highlighted my parts. They mostly involve movement around the stage, with just a few lines of dialogue in response to a question from another cast member. This shouldn’t be too difficult. It mainly means standing and looking like a peasant girl.
After we read through the script a couple of times, I went upstairs to continue updating the financials. Brenda came upstairs to tell me lunch was served. We sat on the patio with ham and cheese sandwiches, chips, and iced tea.
“How are you doing with the financials?”
“Did Uncle Clay discuss any investment details with you?”
“No. He told me we were financially secure. I have a checkbook and debit card for grocery shopping. Clay monitored the balance and transferred money when needed. I deposited both life insurance policy payments into that checking account, so it should be well-funded. Renee paid more attention to the details. She mirrored some of his stock trades in her own portfolio.”
“Did they ever mention a Barrick Mining Corporation?”
“Not that I remember. Why?”
“Barrick is a Canadian gold mining corporation. Uncle Clay had a sizeable investment in the stock for several years. The price of gold is now near an all-time high. With the dividends being reinvested, the value of that holding has grown significantly. You’re a millionaire. Renee also invested in the same stock. Her portfolio is nearing a million dollars. You need to see a lawyer to get her portfolio transferred to your name.”
“Are you certain? I’m in shock. I had no idea.”
“Yes. I’m positive the investment in Barrick is worth over a million dollars today. Other investments have also done quite well. I’ll put together a summary when I finish.”
“Wow. Oh, my goodness, that reminds me. I need to meet with our lawyer to rewrite our trust and will paperwork. I don’t have any siblings. Renee was to get everything. Michelle, you and Ashley are now my only relatives.”
I went back to the office and continued working. Brenda went to the kitchen and started preparing dinner. Late afternoon, I went downstairs to the kitchen. Brenda was chopping a salad. I hugged her from behind, nuzzled her neck, and caressed her breasts.
“Oh, Jessica. That feels wonderful. You’d better stop, or we won’t have dinner. Set the table and open a bottle of wine. We’re having a salad, meatloaf with sauteed mushrooms, mashed potatoes, and green beans. After dinner, martinis on the patio.”
I gave one more squeeze and started setting the table. When that was completed, I made a pitcher of martinis and put it in the refrigerator.
We dined, cleaned the kitchen, and headed to the patio. I brought the pitcher and two glasses. “Cheers! It’s been a great day. Here’s to a wonderful evening.” We clicked our glasses.
“Oh, sweetie. The evening has only just begun. We’re going to have a wonderful time.”
We finished the pitcher of martinis, rinsed the pitcher and glasses, and prepared for bed. I went upstairs to undress, scrub off my makeup, and put on my nightie. I went to the master bedroom, where Brenda was already in bed.
We were both aroused. Her nipples were distended, and my penis was rigid. I began caressing her clitoris while suckling her nipples. She fondled my penis and rotated to give me a blowjob. I shifted and began eating her pussy. We climaxed at the same time.
Brenda gave me a deep kiss, feeding me a full load of cum. I swallowed.
“You’re wonderful. You’re getting good at swallowing cum. Maybe one day you’ll give someone a blowjob and get cum from the source.”
“Are you saying I should give some guy a blowjob? I’m not sure I’m ready for that.”
“Sweetie. As beautiful as you are, you’ll certainly find yourself pleasuring a man.”
“Wow. How things have progressed in the last two days. First was getting me into a dress for a festival, and then having sex with you. Now you think Jessica should give some guy a blowjob.”
“I think it could happen.” Brenda began caressing my penis again. I became aroused. When she felt I was rigid, she mounted and rode me to another climax. “How was that, Miss Jessica?”
“Brenda, you’re fantastic. Maybe I should stay here instead of going back to Cincinnati.”
“Oh, I doubt your mother would allow that. I don’t think she would approve of us sleeping together, either.”
We snuggled and drifted to sleep.
Chapter 5 – Festival Preparation
We woke together. She hugged me. “I enjoyed last night. I hope you did as well.”
“Absolutely. You’re wonderful. I was certainly satisfied.”
We got out of bed. I went upstairs to select an outfit for today. I found a cute mauve shirt-dress that went well with three-inch pumps. I wanted to practice with the higher heels today. After a shower and shave, I dressed and returned to the master bedroom. Brenda was at her vanity doing her hair and makeup.
“Just a minute. I’ll let you do your hair and makeup today.”
When Brenda finished, I sat at the vanity and started brushing my hair. Brenda suggested parting down the middle with clips above my ears. I did a decent job applying makeup. Brenda only added a little more color to my eye shadow.
“You did a fantastic job with your hair and your makeup. One thing we’ve missed. You need earrings. We can go to Snyder Jewelers in Longmont. Carissa can pierce your ears.”
We fixed breakfast and cleaned the kitchen. Brenda led me up to Renee’s bedroom and found a purse that matched my pumps. “Put your wallet in here with this lip gloss.”
She drove us to the jewelry store in Longmont.
“Hello, Brenda. Great to see you. How are you doing today? And who is this beautiful young lady?” We were greeted by a mid-forties-looking lady with a name tag reading: “Carissa.”
“Good morning, Carissa. We’re doing great. This is my niece, Jessica. She needs her ears pierced. She’s going to participate in the Lyons Celtic Festival tomorrow.”
“No problem. Welcome, Jessica. Please come over and have a seat. While I get my tool, Brenda can pick out a pair of earrings for you.”
I sat as instructed. Brenda looked through the collection of earrings.
“I think you need some dangly earrings for the festival.” She picked out a pair as Carissa returned.
“Yes. Those will be beautiful.” Carissa punched holes in my earlobes and inserted the earrings.
She rang up the sale. I presented my credit card. She looked at the name and smiled. “Well, that explains why a beautiful young lady your age didn’t already have her ears pierced.” She chuckled. “You look lovely. Please come back if you need any more jewelry.”
“Thanks,” I responded.
She processed the transaction, and we left.
“She had no clue until you gave her your credit card. You’re a beautiful young lady, and there’s no reason for anyone to think otherwise.”
We returned to Lyons. Brenda took us to the library. We went in and found Morgan.
“Hello, Morgan. How are you doing today?”
“Hey, Brenda and Jessica. Great to see you. Jessica, you look stunning. I love your dress. You’d better not walk down the street. You’ll get propositioned in nothing flat!”
“Thanks. You look pretty good yourself!”
“We went to Longmont to get her ears pierced. I told Jessica she might get approached.”
“I love those dangles. They’ll look great with the costume. Of course, any guy who sees her would be interested. I see you’re wearing three-inch heels. Are you having any issues?”
“No. I’m getting pretty comfortable walking in them. I think I’ll be okay tomorrow.”
“I forgot to tell you. After the festival tomorrow, the cast and crew will be celebrating at my house. There will be burgers, brats, beer, and wine. All paid for by the Festival Committee.”
“I’m not sure I’m ready for a group meeting. What if someone discovers I’m not really Jessica?”
“One more time. You have nothing to worry about. No one will have any idea that you aren’t as advertised. Besides, this is Boulder County, the most liberal area in the state.”
“Okay, if you insist. We’ll see you tomorrow at ten o’clock.”
Morgan hugged Brenda and me. We returned home for leftover meatloaf and after-dinner martinis. After we cleaned the kitchen, we undressed, scrubbed off makeup, and went to bed. When I entered the master bedroom, Brenda was already in bed.
“I have a surprise for you tonight.” She announced.
“Really? What would that be?”
She flipped the covers off to show a realistic-looking strap-on dildo. “I think you’ll enjoy this.”
“What do you want me to do?”
“Start by giving me a blowjob. Suck gently and use your tongue.”
I kissed her and moved down to take the dildo in my mouth. I swirled my tongue around the head, then began slowly taking a little more into my mouth with each downward motion. “You’re doing great.” After pumping back and forth for a few moments, Brenda began to buck her hips, driving the dildo even deeper down my throat. I continued sucking until Brenda pushed me off. “Are you sure you never gave a blowjob before?”
“No. This is another experience you’ve introduced me to. What’s next?”
“Take off your panties and get on all fours.”
I obeyed. Brenda lubed her fingers with KY jelly and probed my anus. Another first!
“How does that feel?”
“I’m okay. Never been down this road before.”
She gently pushed the dildo into my anus. It was uncomfortable at first, but it actually became pleasant after the initial penetration. Brenda pumped in and out, gently at first, then more aggressively. It didn’t take long before I climaxed and collapsed with the dildo still inside me.
“How was that, Miss Jessica? Do you feel like a woman now?”
“That was intense. After the initial penetration, yes, it felt good.”
“I’m glad you liked it. We can do this again. I’ll bet you would enjoy the real thing sometime.”
“You think I should give a blowjob and get fucked by a man?”
“Yes, dear. You’re way too beautiful not to attract men.”
Oh, my goodness. What have we done? Where will all this lead? I thought to myself.
Brenda removed the dildo and strap-on harness. I went to the bathroom and brought a damp cloth to wipe the cum off the sheets. We snuggled together, kissing before drifting to sleep.
Chapter 6 – Festival Time
We woke still cuddling together. Brenda began fondling my penis as we kissed. When I was rigid, she rolled me onto my back and mounted me, riding until I climaxed.
“Good morning, Miss Jessica. Was that good for you?”
“Waking with you is a dream come true, Miss Brenda.”
“Did you enjoy last night?”
“Yes. As you said, we can do that again.”
“Good. I’m glad you liked it. Time to get moving. We have to be at the park before ten.”
We kissed. I went up to the bathroom, took a shower, and shaved very closely. I put on panties and took the under corset down to have Brenda lace me up. “Go ahead and get dressed. I’ll help you with your hair and makeup. We want you to look perfect today.” I kissed her again.
Back upstairs, I rolled the stockings up my legs, removed my panties, attached the garters, and pulled my panties back up. I slipped on the costume dress, stepped into three-inch heels, and inserted dangle earrings. Downstairs, Brenda was making breakfast. After we ate and cleaned the kitchen, Brenda sat me at her vanity.
“I’m going to braid your hair to look more like a peasant woman. Your makeup will be a little more dramatic, with rouge on your cheekbones, and plump lips.”
When Brenda finished with my hair and makeup, she wrapped the leather outer corset in place and tied it tight, then she pinned the flower headdress to my hair. We drove to the Planet Bluegrass facility. Morgan looked fabulous in a low-cut peasant dress, showing plenty of cleavage. She was getting everything organized. “Good morning, Miss Morgan. You look gorgeous in that dress. Is there anything I can do to help?”
“Thanks, and good morning, Jessica and Brenda. You both look beautiful. Brenda, your ticket station is set up, so you can start collecting money. Jessica, you can go backstage and meet the other cast members.”
I went behind the stage area and met ten others. One man was wearing a crown, so I guessed he was the king. I introduced myself. “Hi. I’m Jessica, Brenda’s niece. I’m standing in for Tiffany. Morgan gave me a copy of the script.”
“Welcome, Jessica. I’m Robert, and the lead in this play. You’ll be eye candy, and you’re doing a fine job already. You can wait here until your cue. Morgan will be back here directing. She’ll tell you when to go onstage.”
Morgan came backstage. The play started. When it was time for me to go onstage, Morgan gave me a wave. I went onstage and answered when I was asked a question. The play lasted for about an hour. The entire cast went to take a bow. Brenda was standing in front of the stage, taking pictures of everyone. She took a couple extras of just me. Morgan thanked everyone and reminded us to meet at her house for burgers and brats.
Chapter 7 – Jessica Has a Date
Brenda drove us to Morgan’s house. The food and drinks were under a tent in the backyard. We helped ourselves and sat at a picnic table.
Robert had changed out of his costume and was wearing a golf shirt, shorts, and sandals. He sat with Brenda and me. “Jessica, you did a fine job. Thanks for standing in for Tiffany. I know Morgan was stressed when Tiffany had to cancel. Where are you from?”
“Thanks, Robert. I’m here from Cincinnati. My mother was Uncle Clay’s big sister.”
“The entire community was devastated when Clay and Renee were killed. Was your dad also in the wreck?”
“Yes. The three were returning from Breckenridge. It was pretty ugly. I’m here to help Aunt Brenda get all the financial reports up to date.”
“How long will you be here? Maybe we could go to dinner or something.”
I knew this was coming, and Brenda was smiling. “I planned to be here for about six weeks. When would you like to get together?”
“This is just lunch. Do you have any dinner plans this evening?”
“I don’t know. Brenda, do we have any plans for this evening?”
“No, sweetie. We can get you home and changed. What time do you want her to be ready?”
“How about five o’clock? Would that work?”
“Certainly. We can have cocktails when you arrive.”
“That sounds great. See you at five.” Robert stood and left.
Morgan came over and sat with us. “Jessica has a date with Robert this evening.”
“That will be fun. What are you going to do?”
“Just dinner. I’m already nervous.”
“Don’t worry. I know Robert. He’ll be a perfect gentleman.”
“Easy for you to say. You’re not a guy wearing a dress.”
Brenda chuckled.
“Maybe Jessica will give her first blowjob? I introduced her to my strap-on last night.”
“Oh, Brenda! Did you enjoy that, Jessica? What else have you two been doing?”
“My goodness, Brenda! I didn’t expect you to tell anyone about that. Did you tell Morgan that we’ve been having sex?”
“Wow! Brenda, you shameless hussy. Corrupting your niece. Did you enjoy the strap-on?”
“Yes. After the initial penetration, it felt wonderful. She pumped me until I came. We had regular sex this morning.”
“I’m in shock. Well, not really. If I were your aunt, I would certainly want to have sex with you. We’ll find a time to get together. Brenda, you’re incorrigible!”
“We need to get Jessica home and changed for her date.”
“I can bring the costume and everything back tomorrow if that would be convenient.”
“That would be great. See you tomorrow. Thanks again for being in the play. You did a wonderful job.” She gave me a hug and a kiss.
We returned home. I undressed, showered, shaved again, and dressed. I found a button-front floral sundress and sandals. I went downstairs to have Brenda do my hair and makeup.
“That’s a cute dress.”
“You want me to give him a blowjob and let him fuck me, so I chose a dress that would be easy to take off.”
“Only if you want to. I do think you would enjoy the experience.”
“Please fix my hair and do my makeup. You can make me look like the slut you want me to be.”
Brenda braided my hair again. My makeup was toned down, but my lips were plumped. When she finished, I made a pitcher of martinis. Right at five o’clock, Robert pulled into the driveway. I answered the door and led him to the patio. Brenda joined us for martinis. I poured three glasses. We touched rims.
“Cheers! Hope you two have a great time tonight. Where are you going?” Asked Brenda.
“I thought we could go to Smokin’ Dave’s BBQ restaurant. Nothing too exciting.”
“That should be good. They have a variety of choices.”
We finished our martinis. “Are you ready to go?” Asked Robert.
“Certainly.” I grabbed my purse with my wallet and lip gloss.
Robert was a gentleman, opening the door and helping me into his pickup. We drove into town to the restaurant. During dinner, we chatted. I told him I had just graduated and was here to help Aunt Brenda get all the financial reports up to date. Robert has lived in Lyons his adult life and works as a fireman, literally across the street from the restaurant.
We finished dinner and walked over to the fire station. There was a complete shift of firefighters on duty. Robert is a fire captain. From there, we walked across the street to his house. Once inside, he hugged me and kissed me. I returned the hug and kiss.
“Morgan told me you aren’t as advertised. Not a problem for me. Are you okay with me? Would you like to do anything more?”
I unbuttoned my dress and let it fall to the floor.
“I take that as a yes.” Robert removed his shorts and briefs; he was aroused. I sat him on the sofa and knelt to give my first ever blowjob. It only took a few moments for him to come. I swallowed and swallowed, proud of myself for containing his entire load.
“How was that, Mr. Robert?”
“That was fantastic, Miss Jessica.”
He pulled me onto the sofa, pulled my panties down, and began stroking my penis.
“You’d better be careful. I’m about to come.” He slid to the floor and took me in his mouth, giving me a blowjob. I came quickly. He swallowed and gave me a deep kiss. I swirled my tongue around his mouth to capture the remaining cum.
“How was that, Miss Jessica?”
“Fantastic. We could do that again.”
I started fondling his penis. Once it became rigid, I sat on his lap, allowing him to penetrate me. I pumped several times until he came. I relaxed and lay against his chest.
“How was that?” I asked.
“Wonderful. That could happen again.”
“It was my first time. You were my first blowjob as well.”
“You certainly know how to give a blowjob and fuck. Ready, willing, and able. I like it.”
I rolled off, picked up my panties, dress, and purse, and went to the bathroom. Unbeknownst to me, Brenda had put a tampon in my purse. I chuckled, and inserted it up my butt, put on my panties, refreshed my lip gloss, and put on my dress.
“This has been an eventful evening. Would you like to take me home, or are you going to keep me overnight?”
“I would love to keep you overnight, but I have to be on duty tomorrow morning at seven. We’ll get together again soon.”
We hugged and kissed, then walked back across the street to his pickup. He drove me home and walked me to the door. I gave him a passionate kiss and thanked him for the evening.
Brenda was sitting in the family room with a glass of wine. “You’re home already? How was your evening?”
“Let me get a glass of wine, and I’ll tell you all the sordid details.”
I poured a glass of wine and brought the bottle into the family room. After removing my sandals, I curled my feet under me and sat on the sofa with Brenda. “Thanks for putting the tampon in my purse. I used it after Robert fucked me.”
Brenda chuckled. “Oh, my goodness. I thought you might get intimate with him. I certainly would.”
“We went to dinner. He’s a captain with the fire department, which is across the street from the restaurant. He lives across the street from the fire station. He told me that Morgan had given him a heads-up that I wasn’t as advertised. He said it wasn’t a problem and asked if I wanted to do anything. So, I unbuttoned my dress and let it fall to the floor.”
“He took that as a yes and dropped his shorts and briefs. I gave him a blowjob and swallowed his entire load. He gave me a blowjob and swallowed some. I kissed him and cleaned the remaining cum out of his mouth. I started giving him another blowjob. When he was rigid, I sat on his lap and let him penetrate me.”
“After he came, I went to the bathroom. When I looked into my purse for lip gloss, I found the tampon you provided, so I inserted it to contain any drips. I got dressed, we walked back to the restaurant parking area, and he brought me home. We agreed to get together again.”
“Wow. That’s wonderful. So, you enjoyed giving a blowjob and being fucked?”
“Yes, to both. That’s what you expected, wasn’t it?”
“Yes. And both are addictive. Do you still want to have sex with me?”
“Certainly. Let me get undressed, and we can go to bed.”
I went upstairs, undressed, removed my makeup, and put on my nightie. I left the tampon inserted and went back to the master bedroom. Brenda was already in bed. I slid down between her legs and buried my face in her pussy, swirling my tongue around her sensitive clit. Her breath became short and rapid. She pulled me deeper into the warmth between her thighs. “You’re wonderful,” she moaned, her back slightly lifting off the mattress as she pressed herself into my face. I alternated between long, slow licks and quick, pointed thrusts of my tongue, finding a rhythm that left her writhing beneath me.
Finally, she came with a loud cry, her legs trembled and shook, the muscles in her thighs contracting and releasing in an uncontrollable rhythm. I continued to lap at her, teasing her through the orgasm until she gently pushed me away, completely spent.
"Oh, my goodness, that was fantastic! I’m exhausted. What a wonderful experience! Thank you." She pulled me into a big hug and a passionate kiss. “You’re incredible.”
“Thank you for preparing me to give a blowjob and get fucked tonight. That was amazing.”
Brenda took me into her mouth, pumping me until I finally convulsed. She took my entire load, came up, gave me a deep kiss, and fed me my cum. I swallowed and kissed her.
Chapter 8 – Jessica Discovers a Secret
We lazed in bed this morning. I started fingering Brenda. She began fondling my penis as we kissed. When I was rigid, she pulled me on top and let me penetrate her. I pumped until I climaxed. “I certainly love waking up with you. This is the best way to start the day.”
“I enjoy this as well. It could become addictive.”
“Yes. A very nice addiction.”
We rolled out of bed. For a change, we showered together. Some parts of our bodies are squeaky clean! I went upstairs to get dressed. From Renee’s closet, I selected a red poppy festival dress and strappy two-inch sandals. After a shave, I dressed and went back downstairs to do my hair and makeup. Brenda was wearing a coral, crinkled-top, short-sleeve blouse with black capris.
“You look really sexy in that top and those capris.”
“Thanks. You look great in that cute dress.”
I sat at the vanity and brushed my hair, finishing with a barrette in the back. My makeup was very simple, nothing extravagant like yesterday.
“You did a wonderful job with your hair and makeup. You look fabulous.”
“Thanks. I feel sexy as well.”
“Go back upstairs and find some stud or small hoop earrings.”
I went upstairs to Renee’s room and looked through her jewelry for a pair of earrings.
Back downstairs. “Yes. Those make a difference. You look beautiful.”
It was mid-morning, so we had brunch with mimosas.
“I told Morgan I would bring the costume and everything to her house today. I’ll call her to see if she’s home, and if this would be a convenient time.”
I called Morgan. She was expecting me. I packed the costume and everything in a shopping bag.
It was my first time driving while wearing heels, so I took my time.
Morgan greeted me at her door with a hug and a kiss. I handed her the costume package. She invited me in. “Would you like a glass of wine?” She was wearing a bright green knit top and tight white mid-thigh shorts. Luckily, my full skirt hid my raging erection.
“Yes, to the wine.” We walked to the kitchen. Morgan poured two glasses of Chardonnay, and we returned to the living room and sat on the sofa. I unstrapped my heels and curled my feet under me. “Cheers!” We touched our wine glasses.
“Okay, tell me. How did your date with Robert go? And I want all the disgusting details, please!” She chuckled.
“He came to the house at five. We had a martini with Brenda. Dinner was at Smokin’ Dave’s BBQ. We walked to the firehouse, then across the street to his house. He told me that you had given him a heads-up that I wasn’t as advertised. He said he had no problem with that and asked if I wanted to do anything. I unbuttoned and dropped my dress to the floor. That gave him an answer!”
“I gave him a blowjob. My very first. I swallowed. He gave me a blowjob and fed me my cum. My very first from a guy. I let him fuck me. My very first. I went to the bathroom to get cleaned up and repair my makeup, where I discovered Brenda had put a tampon in my purse, so I put it in.”
Morgan chuckled.
“Robert and I agreed to meet again. He had to go to work this morning at seven, otherwise he would’ve kept me overnight!”
“Oh, my goodness. You did way more than just kiss on your first date! Girl, you're going to get a reputation! I can tell that you enjoyed yourself and would do it again!”
“Yes. And yes. I’ve come so far in the past week. It all started because you needed a stand-in for Tiffany, and quickly spiraled out of control. You noticed I was aroused when you came out to the patio, but didn’t say anything. Next, you and Brenda dressed me. The next day, you had me get undressed in front of you, which aroused me again. That night, Brenda and I slept together. On Friday, she introduced me to her strap-on, and I liked it. I got here on Tuesday. It’s been less than a week. How much farther will things go? How will I adjust after I go home?”
“Yes. It’s been a series of major events in a very short time. I do want to thank you for standing in for Tiffany. I had no idea things would go this far. You make a beautiful young lady. Are you comfortable now?”
“I like being Jessica. Thank you for introducing me to my feminine persona. I’m much more relaxed. I like having a bosom. I’m comfortable walking in heels. Brenda has helped me learn how to do my hair and makeup. I like feeling and looking pretty.”
“Would you like me to properly thank you for becoming Jessica?”
“What do you mean?”
“Come with me.” Morgan took my hand and led me to her bedroom. We set our wine glasses on the bedside table. She pulled me into a hug, which meshed our breasts together, and pushed my erection against her hip. She smiled. “I thought you might be aroused. Would you like me to take care of that?”
“You know I find you sexually arousing. I would love for us to get undressed and go as far as we feel comfortable.”
“Wonderful. Let’s get undressed and see what happens.” Morgan peeled off her top, dropped her shorts, removed her bra and panties, and lay on the bed. She has a penis and is aroused!
I slipped my dress over my head, removed my bra and panties, and joined her on the bed. I had a raging hard-on. We started kissing and fondling each other.
I was totally surprised she wasn’t a she. At this point, I didn’t care. I slid down and licked a broad stroke up the underside of her shaft. She let out a low moan at the sensation. Encouraged, I swirled my tongue around the head, lapping at the bead of precum that had formed at the tip.
Doing the best I could, I wrapped my lips around her cockhead, giving it a soft suck. I swirled my tongue, eliciting another moan from her. Slowly, I began moving my head, taking a little more of her into my mouth with each downward motion.
After pumping back and forth for a few moments, Morgan began to convulse, shooting her cum into my throat. I swallowed and swallowed, but there was more than I could manage, and the overflow dribbled out onto my chin. Morgan finally pulled back, and I sat up straight. She took a finger and wiped the cum off my chin, and fed it to me.
I scooted up and gave her a passionate kiss. “How was that, Miss Morgan?”
“That was fantastic. I would enjoy that again.” We both took a sip of wine.
“Yes. I was totally surprised you have a penis. I’m okay with that.”
“I’m glad. I was pretty sure you didn’t know, unless Brenda had told you. I thought if you gave Robert a blowjob, you wouldn’t have any problem with me having a penis.”
“Brenda knows you aren’t a genetic female?”
“Yes. We’ve been together a few times. We became close after the funeral.”
“Have you been with Robert?”
“Yes. He was the first date I had after moving here. When I undressed, he was surprised, but it didn’t faze him. We’ve been together several times since.”
Morgan began to fondle me. “Would you like to fuck me? Or, would you like me to fuck you?”
“I’ve never fucked anyone up the ass. If you don’t mind, I’d like to see how that feels.”
“Not at all. I enjoy being fucked, as you said you did. Let me get you a condom.”
Morgan retrieved a condom from her bedside table, opened the package, and rolled it on my rigid shaft. She lay back, raising her legs over my shoulders to give me easy access to her anus. It was a different sensation than fucking a pussy. It didn’t take too many thrusts before I came. Morgan came onto her belly at the same time. I withdrew and leaned down to lap up her cum.
“That was wonderful. I’m glad we both came.”
“You can come back and take me to bed any time. You’re wonderful. I really enjoy you as Jessica. I’m glad you’re comfortable as a female.”
We hugged and kissed. I nuzzled her breasts. “Did you have implant surgery, or use hormones?”
“These are implants. My ex didn’t accept me crossdressing, so after the divorce, I had them done before moving to Lyons. With few exceptions,
everyone here thinks I’m a genetic female.”
“You’re stunning. Again, I thank you for introducing me to my female persona. If you don’t mind my asking, what’s your bra size?”
“These are D-cups. I wear a 34-D bra.”
“They’re wonderful. I’m wearing a 36-C bra. I’m happy with my bosom.”
“It’s a lot of fun being the girl. As cute as you are, you won’t have any problems getting a guy. If you enjoy giving a blowjob and getting fucked, you can have all the fun you want.”
“Where are you from? What was your male name?”
“I was born Marcus Vance and raised in a little town of Middletown, Ohio. To get away from there, I joined the Navy for four years. I was trained as a Personnel Specialist and spent my enlistment at the Navy base in Norfolk, Virginia. I met a girl at a party, and we got married. For a costume party, she dressed me as an Oktoberfest Fräulein beer girl. I enjoyed the evening and began dressing from time to time. When I completed my enlistment, we moved to Denver, and I worked in the personnel department at a bank. We were together for eight years. She finally decided she couldn’t deal with my crossdressing. After we divorced, she moved back to Virginia to be near her family. I quit my job, got these implants, had laser hair removal, and moved here. When I applied at the library, the lady in personnel didn’t even flinch when I gave her my male name and social security number. She told me Morgan was too pretty to be Marcus.”
“Wow! You were just north of where I live in eastern Cincinnati.”
We hugged and kissed some more. I finally got up, retrieved my clothes, and went to the bathroom to repair my makeup and get dressed. Morgan put on a dressing gown. I stopped in the living room to put on my sandals, and Morgan escorted me to the door. “Thanks again for standing in for Tiffany. I hope we see each other soon.” She hugged and kissed me again.
“You’ll have to come for dinner, and maybe spend the night.”
“That sounds like a good idea. Have a great afternoon.”
I left and returned home. Brenda was again on the sofa with a glass of wine. “Did you and Morgan get to know each other?”
“Let me get a glass of wine, and I’ll join you.” I took a wine glass and a bottle of Chardonnay to the living room, poured a glass, refilled Brenda’s glass, and sat on the sofa with her.
“I was surprised she isn’t a genetic female. You didn’t give any hints. She said you two have been intimate as well. I invited her to come for dinner and spend the night with both of us.”
“That would be a wonderful way to spend an evening! What did you two do?”
“We gave each other blowjobs, and then I fucked her. We both came, and I licked her cum off her belly.”
“You’re becoming quite the cum slut. Are you enjoying yourself?”
“Yes. As I told Morgan, I enjoy being Jessica. I like wearing pretty clothes and wearing makeup. I like having a bosom. I like fucking and being fucked. I like eating pussy and giving blowjobs. I guess I’ve become a total slut.”
“That may be, but you’re a beautiful young lady.”
Chapter 9 – Mother’s Acceptance
“I need to send your mother the pictures from yesterday. She’ll be impressed.”
Brenda picked up her phone and drafted a text message to Michelle with the attached pictures. “This is the cast and crew from the festival yesterday. Here’s a picture of Jessica in her costume.”
A few minutes later, Brenda’s phone rang. It was Mom. Brenda put the phone on speaker. “Jessica is absolutely adorable. Love her hair and makeup. The floral headdress is a nice touch. She has nice boobs as well.”
“I think Morgan and I did a good job dressing her. She was in dire straits, needing a stand-in for a girl who had to go out of town. Justin was the right height and size, so the costume fit.”
“That’s wonderful. How was the play? Is everything else okay?”
“The play was a complete success. I like having Jessica. Luckily, she’s the same size Renee was, so there’s a complete wardrobe for her to wear. I used the breast forms Clay wore for Jessica.”
“Oh, my goodness. I used to dress Clay when we were kids. I know he liked it and continued dressing with you. I hope Justin will be very comfortable as Jessica.”
“Thanks, Mom. I wasn’t sure how you would react to me being dressed up.”
“Oh, sweetie. I don’t mind at all. And you do look lovely. Relax and enjoy.”
“On another subject. Ashley has a BIG-12 Conference summer series volleyball tournament in Boulder in a couple of weeks. I’m planning to come out with the team. We’ll be staying at the Hotel Boulderado. Please plan to come down for dinner. I’ll send you the schedule. I hope to meet Jessica. I’m sure Ashley will be excited as well.”
“That’ll be wonderful. Look forward to seeing you both. I’ll make sure Jessica looks beautiful.”
“Thanks, Brenda. I’m looking forward to meeting her. Bye now. Love you both.”
“Bye, Mom. Love you.”
“Bye, Michelle. Love you too.” Brenda disconnected the call.
“It’s wonderful that your mom is so accepting. We have a few days to decide what to wear.”
We finished the leftover meatloaf for dinner. I went upstairs, undressed, scrubbed off my makeup, put on a nightie, and joined Brenda in bed. We just cuddled and drifted to sleep.
We started the morning, kissing and fondling each other. When I was rigid, Brenda pulled me on top and into her. I pumped until I climaxed. “I could get used to waking up with you. What a fantastic way to start the day.”
“I enjoy waking up with you, too. What do we have planned for today?”
“Nothing that I’m aware of. I have just a few more hours of work on the financials. Then I’ll prepare a summary report for you.”
“I’ll call my lawyer and arrange to have my trust and will documents updated.”
Again, we showered together. I went upstairs, dressed, and went back down to the vanity to fix my hair and apply makeup. Very casual today, a knee-length denim dress with sandals.
After breakfast, I went back to the office to finish the financial reports. Brenda called her lawyer, Chelsea Victor, in Lyons, and arranged to meet tomorrow afternoon. She asked if I would have a summary report ready by then and for me to accompany her to the law office.
“Should I go as Justin, or Jessica?”
“It might be better for you to go as Justin. She might be confused if I introduced you as my niece, but didn’t name you in any of the documents.”
“Okay. I’ve been wearing these breast forms for a week now. That’ll be a good time to remove them and take a break.”
Brenda prepared a chopped salad and shrimp scampi for dinner. We had martinis on the patio to supervise the sunset. After cleaning the kitchen, we snuggled in bed and drifted to sleep.
The next morning started with our regular sexual escapades. After satisfying each other, I went upstairs, showered, and put on “Justin clothes”, briefs, golf shorts, and sandals. I took a golf shirt and went down to the vanity. Brenda used some adhesive remover to gently remove the breast forms. She had me rub aloe gel on my chest to soothe it from the glue. “It feels weird not having a bosom.”
“Your skin needs to relax for today. You can go back to being Jessica tomorrow. You should probably call me Aunt Brenda when you’re Justin.”
I went to the office and finished preparing a summary report for Brenda. Adding Renee’s portfolio, she is now a multi-millionaire, on paper.
“Justin! Are you certain these numbers are correct? I’m astonished.”
“Yes, Aunt Brenda. Those are the valuations as of the close of the stock market yesterday.”
We drove into town to the law offices of Chelsea Victor. Uncle Clay and Aunt Brenda had been using Chelsea as their lawyer for several years.
We were greeted by the receptionist and ushered into Chelsea’s office. Chelsea already knew about Uncle Clay and Renee’s deaths. Aunt Brenda introduced her nephew, Justin, and explained that she had no other relatives. They discussed what changes were needed for the estate trust and will to name my mother, Michelle, my sister Ashley, and me as her heirs. Chelsea took notes and asked for my Cincinnati address. It will take a few days to update the paperwork. Aunt Brenda would need to return to have her signature notarized on the paperwork.
Leaving the law office, we walked a block to the Lyons Library. Morgan was working and greeted us. “Hello, Brenda. Nice to see you again, Justin, though I really do prefer Jessica.” She giggled.
“Not to worry, Jessica will return. I like her better as well.” Responded Aunt Brenda.
Morgan wore a form-fitting, sleeveless red knit top and white mid-thigh walking shorts with white sandals. She looked like a million bucks.
“Morgan, you look lovely, as usual,” I added.
“Why, thank you, Justin.” Morgan gave me a light kiss.
“We’re going for lunch and wondered if you would care to join us?” Asked Brenda.
“I’d love to. Let me check out and grab my purse.”
Morgan went to tell the others in the library that she was going to lunch and retrieved her purse. “We have three breweries and a deli within walking distance. What do you prefer?”
“You visit these establishments more often than I, so why don’t you choose?” Replied Aunt Brenda.
“How about the Oskar Blues Grill & Brew. It’s just a block down Broadway.”
“Sounds good. Let’s go.” I answered.
We walked down the street, crossed Broadway, entered the restaurant, and found a high-top table. A very attractive young lady came to the table, introduced herself as Brianna, and asked if we knew what we wanted to drink. There was a list of beers on the wall, so we each selected one. Brianna left to get our drinks while we looked at the food menu.
After lunch, we walked Morgan back to the library and returned home.
Brenda prepared a salad and pork chops with mashed potatoes and green beans for dinner. We supervised the sunset as before with martinis on the patio. After cleaning the kitchen, we dressed for bed.
Since I’m in “Justin mode” now, I wore my briefs to bed. Aunt Brenda removed my briefs and began fondling me. I toyed with her clit. She mounted and rode me until we both came.
“Oh, Justin. You’re so good to have sex with.”
“Aunt Brenda, you’re pretty darn good yourself. I’ve only been here a week, and already had more sex than I can remember!”
“And I’m very satisfied as well.” Responded Aunt Brenda. “Do you want to bring Jessica back?”
“Yes. I enjoy being Jessica.”
“Okay. We’ll reattach her breast forms in the morning.”
We held each other as we drifted to sleep.
Brenda woke me with a blowjob. What a wonderful way to start the day. When she got me rigid, she pulled me on top, and I pumped until we both came.
“This is what fantasies are made of. What did I do to deserve this?” I asked.
“You make me feel good, so I try to reciprocate.”
“I’ll go take a shower and shave, then we can reattach the breast forms.”
“Yes. What else do we have planned for today?”
“Nothing I can think of. I’ll be back in a few minutes.”
Chapter 10 – Jessica Returns
I went upstairs, took a shower, shaved, and put on panties. In Renee’s closet, I found a tartan plaid dress and two-inch strappy sandals. I picked up the breast forms and a bra and carried everything to the master bedroom. Brenda had also showered and was dressed in a red peasant-style top with denim shorts.
“You look really sexy in that top.”
“Thanks, sweetie. Let’s get you fixed up. Lie on the bed.” She smeared glue on the breast forms and positioned them on my chest. “Hold these to allow the glue to set.”
After a few minutes, Brenda gave me the okay to put on my bra and get dressed.
I put on my bra, dressed, and sat at the vanity to fix my hair and apply makeup.
“Renee had a collection of earrings. You would look much better with even a small hoop.”
I returned to Renee’s room and looked through the jewelry collection for some hoop earrings. As I looked in the mirror to insert the earring wire, I was amazed at how much better these made me look.
We went to the kitchen, prepared breakfast, and ate. “I’ve finished updating all the financial records. What else would you like me to work on?”
“You have earned your keep by satisfying me in bed! We can take today to relax. Would you like to go to Longmont or Boulder and do some shopping?”
“It looks like it’s going to start raining. I think staying here would be fine. We haven’t even turned the TV on since I got here. Would you like to work on a jigsaw puzzle?”
“Let’s look through Renee’s dress collection to find what you will wear to meet your mother. There are clothing racks in the basement with her dressier outfits.”
We went to the basement. There were three clothing racks filled with dresses in clear clothing bags. Brenda started looking and pulled out several. “Take off your dress, and try these on.”
I took off my dress and draped it over a chair. Brenda handed me a burgundy cocktail dress with a square top. I stepped into the dress, and Brenda zipped the back. “That looks very tasteful. Is that the look you want to present?”
“This could work. It doesn’t show a lot of cleavage.” She unzipped the back. I stepped out of the dress and put it aside.
Brenda handed me a grey cap sleeve knit bodycon. I pulled it on and smoothed it out. “One minor problem.” I indicated a bulge at my crotch.
“Yes. You would have to be tucked for the evening, and that wouldn’t be comfortable.” I pulled the dress off and put it back on the rack.
Next was a floral-print fit-and-flare knee-length dress with three-quarter sleeves. “This is also pretty sophisticated. I like it.” I took the dress off and put it with the burgundy one.
“How about this elegant floral midi?” I put the dress on. It was elegant. “Certainly, a good choice.” I took the dress off and put it with the other two.
We bypassed several knit bodycon options. Brenda handed me a floral wrap dress. “This is delightful. Very cute and sexy. More casual. It was added to the “keep” pile.
Last but certainly not least was a khaki sleeveless front-knot empire-waist dress. “You have to take your bra off for this one.”
“Oh, my goodness. This is decadent. Not sure mom would approve. At least not the first time she meets Jessica. I like it. I would wear it another time.”
“Maybe you could wear it on a date with Robert?”
“That might work. I’m thinking the elegant floral midi. Are there some heels to go with it?”
“Over here are several pairs of pumps. Put on the dress and then see what you can find.”
I put on the elegant floral midi dress and started looking through the shoe collection. “Oh, I think I found the perfect pair!” I modeled a pair of four-inch open-toe pumps.
“Do you know what they call those shoes?”
“No. What?”
“They’re called CFMs. Which stands for Come Fuck Me. A girl wears these when she thinks she is hot and is on the prowl for a fuck-buddy.”
“How often did Renee wear these?”
“She only wore them a couple of times. Very seldom did she feel the need to go on the prowl.”
“Do you think these go well with this dress to meet Mom and Ashley?”
“I think they’re fabulous. Yes. I think you should wear this outfit and heels. Michelle will get a kick out of seeing you wearing them. You would also wear them with the khaki dress. Do you think Robert would get the hint?”
I laughed. I changed back to the plaid dress and two-inch heels. We took the five dresses and pumps up to the master bedroom.
Brenda called Morgan and invited her to dinner on Saturday. She said she would love to join us.
We lounged the afternoon away, fixed dinner, and watched it rain. I went upstairs to undress, scrub off my makeup, remove earrings and necklace, put on a nightie, and join Brenda in bed. We snuggled and drifted to sleep.
It was raining when we woke, so we stayed in bed. After exhausting ourselves, we showered together and got dressed. I chose the floral wrap dress we found yesterday with two-inch heels.
“You’re doing a wonderful job with your hair and makeup.”
“Thanks. You taught me well.”
Following brunch, the rain let up. Chelsea Victor’s law office called and asked if Brenda could come in to have the will and trust documents notarized. We decided I would go into town with her, but not to the law offices. I walked over to the library and found Morgan.
“That’s a lovely dress.” She greeted me with a hug and a kiss. “Where’s Brenda?”
“Morgan, you’re the epitome of beautiful every time I see you.” I returned her hug and kiss. Yes, I knew that she felt my erection against her hip. She smiled knowingly. “Brenda’s at the law office getting some documents notarized. She’ll be here in a few minutes.”
Luckily, the Lyons library wasn’t very busy today, so Morgan and I sat and chatted. I told her about the dresses Brenda and I had picked, and the CFM pumps.
“I’m surprised you walked down the street today without getting approached. When you wear that dress and those heels, you’ll certainly attract lots of attention.”
“When you come over on Saturday, I’ll give you a mini fashion show.”
“That’ll be fun. I look forward to seeing you all dolled up.”
Brenda came into the library. “Hello, Morgan. Have you been entertaining Jessica?”
“Hello, Brenda. Jessica has been telling me about the dresses and the CFM pumps you picked out. I’m looking forward to a mini fashion show on Saturday evening. I can hardly wait. What time do you want me to arrive? Is there anything I can bring?”
“How about four o’clock. Just yourself. There will be lots of alcohol, so plan to stay the night. We’ll have a Happy Hour with spicy guacamole and margaritas. Dinner will be light – an avocado-tuna salad.”
“That sounds wonderful. If not before then, I’ll see you Saturday afternoon at four!”
With hugs and kisses around, Brenda and I returned home. We fixed dinner, enjoyed martinis while supervising the sunset, and called it a day.
We snuggled. “I really enjoy having you hold me as we drift to sleep. It’s very comforting.” Brenda kissed me goodnight.
Chapter 11 – A Fashion Show
Friday turned out to be a very casual, do-nothing day. I put on an empire-waist floral-print dress with sandals. It rained in the morning, then the clouds cleared off in time for a wonderful sunset.
Saturday morning was bright and sunny. Brenda and I snuggled in bed, pleasuring each other. We showered together, dressed, did minimal makeup, and loafed most of the day. In the mid-afternoon, I made guacamole and a pitcher of margaritas. Brenda made the avocado and tuna salad.
In preparation for the fashion show, I took another shower, shaved, and put on the floral wrap dress and two-inch strappy sandals. Brenda styled my hair, applied my makeup, and repainted my fingernails and toenails with a shimmering pink polish. She picked some large hoop earrings from Renee’s jewelry collection. We laid out the other four dresses I would be modeling. Brenda put on a black fit-and-flare dress with a deep V-neck.
“You look very sexy in that dress.” I gave her a big hug and a kiss. “Thank you, Jessica. I appreciate your approval.”
Morgan arrived right at four PM. She was wearing a red geometric print dress with a deep V-neck. I greeted her with a hug and a kiss.
“Greetings, Miss Morgan. You look lovely. Thank you for coming. How are you doing today?”
“Thank you, Jessica. You look beautiful. Is this one of the dresses in the fashion show?”
“Yes. This is the first of five. You can withhold your preference until we’re finished.”
“I brought a bottle of Chardonnay to accompany the avocado and tuna salad.”
She set a duffel on the entryway bench and handed me a bottle of wine. I took it to the refrigerator.
“Welcome, Morgan. You look fabulous. Please come in and make yourself comfortable. Chips, guacamole, and margaritas will be served on the patio.”
“Brenda, you look wonderful. Every woman looks good in a little black dress!
We went to the patio, poured margaritas, and nibbled on the chips and dip. I set out two notepads with pencils. “You can make notes on the dresses. I’m looking for the right dress to introduce Jessica to Mother. Sophisticated. Classy. Nothing cheap or slutty.”
“I will say that this floral wrap you’re wearing is very beautiful. I think it would be appropriate. It also looks to be very comfortable.” Replied Morgan.
“Go change to the next dress.” Urged Brenda.
I went into the master bedroom, removed the floral dress, and put on the burgundy cocktail dress. It went with the same sandals. I returned to the patio.
“Yes. That’s a wonderful choice. Very sophisticated and classy.” Declared Morgan. “On a scale of one to ten, I’d give it at least an eight. Let’s see the next dress.”
I returned to the bedroom and changed into the floral-print fit-and-flare knee-length dress with three-quarter sleeves.
“Yes. Another wonderful choice. Also sophisticated and classy. Professional office wear.” Exclaimed Morgan. “Given your target audience, I’d give it at most a six. What’s next?”
I returned to the bedroom, removed my dress, bra, and heels. I put on the khaki sleeveless front-knot empire waist dress and stepped into the four-inch CFM pumps.
“Oh, my goodness. A beautiful dress, but not one you want to wear to introduce Jessica to your mother and sister. You would wear this for a date with Robert!” Laughed Morgan. “Given your target audience, I’d give it at most a two. What’s the next dress?”
Back in the bedroom, I removed the khaki dress, put on my bra, and put on the elegant, floral midi dress. It went with the same four-inch CFM pumps. I returned to the patio.
“I certainly hope this is your favorite. It’s definitely the one I would choose. Yes. On a scale of one to ten, at least a nine. Very sophisticated. Very classy. This is the pick of the litter.” Stated Morgan. “Yes. It goes very well with the CFM pumps. You’ll certainly get lots of attention from men and women. Do you have any more dresses to model?”
“No. This is the end of the fashion show. I saved this one for last. I’m thrilled you approve. It does tone down the CFM pumps. They’re not the center of attention. I think I’ll change back to the floral wrap and two-inch sandals for the evening. Thank you again for your critique. I do appreciate your comments.”
Before I left the patio, Brenda’s cell phone rang. She answered and put it on speaker.
“Hello, Michelle. How are you doing this evening?”
“Hey, Brenda. I’m doing fine. I have our travel schedule for next week and wanted to make sure you would be able to come to Boulder for dinner.”
“We’ve been planning for the evening. Jessica gave us a fashion show to select the best dress to wear. Hold on. I’ll put them on video.”
Brenda switched her cell phone to video mode, so Michelle could see Morgan and me.
“Oh, my goodness. Jessica, you look incredible. Is that the dress you’re going to wear?”
“Yes, Mom. Morgan and Brenda thought this would be appropriate.”
“Morgan, you’re beautiful! I hope you’ll join us for dinner next week. I would love to meet and thank you for helping create Jessica. I’m thrilled.”
“Thank you, Michelle. I would be delighted to join you for dinner and meet Jessica’s mother. Don’t get me wrong. Justin is a wonderful guy, but Jessica is a sweetheart!”
“I love you, too, Mom!”
“Oh, sweetie, you know how much I love you. And I’ve been missing you for almost two weeks. I’m looking forward to meeting next week. Do you have a notepad?”
“Yes. Let me get one.” I retrieved one of the notepads and pencils I had put out for the fashion show. “Okay. What is the schedule?”
“The team, with several parents, will take a charter flight to Denver and a bus to Boulder. We’re scheduled to leave on Wednesday at eight in the morning, arriving in Denver at nine-thirty. The bus should get us to Boulder before eleven. The team will have lunch followed by a two-hour practice at two. Ashley should be back at the hotel by four-thirty. We can meet for cocktails at five. She can join us for dinner at six.”
“Okay. We need to be at the hotel before five. It will take us about half an hour to drive down.”
“The team will be playing at ten on Thursday. If they win that match, they will play again at two in the afternoon. We will board a bus and return to the airport for a return flight after that.”
“Mom! You don’t say ‘if they win’, it’s ‘after they win’. You have to give positive vibes.”
“Of course. You’re right. After they win the first match, they’ll play a second match. That’ll make our return flight later, but a happier crowd.”
“Should we also plan on attending the matches? Do we need to get tickets?”
“That would be wonderful. You can buy tickets at the door.”
“Great. Looking forward to seeing you on Wednesday.”
“Yes, Jessica. And be sure to thank Brenda and Morgan for helping you pick out that dress. You look wonderful. Bye, now.”
“Bye, Mom.”
“Bye, Michelle. We’ll meet you at the bar on Wednesday.” Added Brenda.
“Nice to chat with you, Michelle. I look forward to meeting you.” Replied Morgan.
Brenda terminated the call.
I returned to the bedroom and changed back into the floral wrap dress and two-inch sandals. We cleaned up the patio and served the avocado and tuna salad at the dinner table with the Chardonnay Morgan brought. After clearing the dining table and cleaning the kitchen, we sat on the patio sipping wine and watching the sunset.
“Are you girls ready to change into more comfortable attire?” Asked Brenda.
“That sounds like a great idea. Of course, the comfortable attire will only be worn for a short time,” giggled Morgan.
We went to the bedroom, disrobed, scrubbed off makeup, removed earrings, and put on nighties. Morgan went to Brenda. “My goodness, you are one sexy lady.” They hugged and kissed passionately.
Brenda turned to me. “I’ve enjoyed being in bed with you. Let’s do our best to please Morgan. Where would you like to start?”
“Maybe Morgan could work on your clit while I give her a blowjob?”
“Oh, that sounds like a wonderful idea.” Responded Morgan.
Brenda removed her panties and motioned for Morgan to lie on her back to allow Brenda to sit on her face. I removed Morgan’s panties and began giving her a blowjob. Morgan went to work, licking and sucking on Brenda’s clit. It didn’t take very long until Brenda began to moan, then rolled off of Morgan.
“Oh, my goodness. That was wonderful.”
I continued sucking on Morgan until she convulsed into my mouth. I sat up and swallowed her entire load. Brenda leaned down and kissed me, licking the remaining cum from my mouth.
“That was a wonderful way to start the evening.” Offered Morgan.
We sipped our wine and relaxed.
“Your turn, Jessica. What would you like to do?”
“Have you recovered enough to fuck me while I play with Brenda?” I began caressing Morgan’s scrotum.
“Oh, that feels wonderful. Brenda. Are you ready for another oral orgasm?”
“My goodness. You girls are going to exhaust me. Do you want me on my back, or sit on your face?”
“On your back. Let Morgan penetrate me, then I’ll start licking your clit. Hopefully, we’ll all cum about the same time.”
Brenda lay on the bed. I climbed between her legs. Morgan removed my panties and penetrated me. I started licking and sucking on Brenda’s clit. It took a little longer for Brenda and Morgan to reach an orgasm. Brenda started bucking and moaning, then pushed my head away as Morgan unloaded into me, and I came as well.
“Wow. That was erotic. Thank you, Morgan. Thank you, Brenda. I’m spent.”
We sipped wine again. I went to the bathroom and returned with a damp cloth to clean up the cum I had sprayed on the bed. We still had our nighties on, but no panties. I hugged Morgan and began caressing her breasts as I kissed her. She returned the kiss and caressed my scrotum.
“You two look very hot, kissing and caressing each other. I’m happy we got together this evening. Continue if you wish, I’m going to sleep.” Brenda crawled into bed. Morgan and I also got under the covers, but continued exploring each other. I lifted her nightie so I could nuzzle her breasts while I stroked her penis. She stroked me as well.
“Jessica. That feels wonderful. What would you like me to do?”
“When you’re ready, I’ll let you fuck me again.”
Morgan flipped the covers off, rolled me on my back, pulled my legs up over her shoulders, and penetrated me again. I fondled and pinched her nipples as she pumped. When Morgan climaxed, I came on my belly. She scooped up my cum and fed it to me.
“That was wonderful. I think I’m done for the night.” I picked up the washcloth from earlier and cleaned my belly. We snuggled under the covers and drifted to sleep.
Brenda woke Morgan up on Sunday morning with a blowjob. I started fondling Brenda’s clit. Morgan began caressing my scrotum. “My goodness! What a way to start the day. How am I ever going to readjust when I go back home? I’ll never imagine another experience like this.”
“Oh, sweetie. I’m sure you won’t have any problems finding playmates.” Replied Brenda.
“Maybe. But they’ll be hard-pressed to be as beautiful as you two.”
“Thank you, Jessica. I appreciate your compliment. We think you’re pretty cute as well.”
We satisfied each other again and got out of bed. Morgan and Brenda showered together. There wasn’t enough room in the shower for three. I went upstairs, took a shower, and shaved. I selected a fit-and-flair multi-colored dress with a lace top and two-inch strapped sandals. I sat at the vanity in Renee’s room to do my hair, makeup, and insert earrings.
Downstairs, Morgan was wearing a sleeveless floral A-line dress with sandals. Brenda was more casual with a square-neck lace-up blouse, a button-front skirt, and slippers.
“Jessica. You look beautiful. I like how you styled your hair, and your makeup is perfect.”
“Thanks, Morgan. You look fantastic as always. Brenda, you look wonderful, and so do your boobs. It’s a nice view.” I chuckled.
“Looks are free, Jessica. You girls look beautiful. What would you like for breakfast?”
“Make it easy. How about scrambled eggs, bacon, and toast? I’ll make a pot of coffee and a pitcher of mimosas.”
Brenda cooked. Morgan and I set the table. We toasted the morning with mimosas and enjoyed breakfast.
“What a wonderful way to conclude our escapades! From Happy Hour to a fashion show. A call from your mother, dinner, and an orgy. I’ll be taking a nap this afternoon. Thank you for inviting me to join you. I think the elegant floral midi dress will be perfect for meeting Michelle and Ashley. I volunteer to be the designated driver so you two can imbibe without worrying about the return trip.”
“That’s very kind of you. If we don’t see you before then, we need to leave here before four-thirty.” Answered Brenda.
I was worn out. When it came time for hugs and kisses, I didn’t have an erection for Morgan to feel. She hugged and kissed Brenda and me, picked up her duffel, and left.
Today is the end of May. I accessed the business computer at home and transmitted the monthly reports to the accountant. I might have missed a couple of transactions, but they will be updated next month. It’s not the first time.
“Thank you for a wonderful evening. I enjoyed modeling the dresses, dinner, and bedtime activities. I haven’t said this, but I love you, Aunt Brenda.” I hugged her and kissed her deeply.
“You’re going to make me cry. I love you too, Jessica. I love Justin, but Jessica will always hold a special place in my heart. You’re beautiful.”
Chapter 12 – Jessica Meets Mom and Ashley
Getting ready to meet mom for dinner, I took a shower and shaved very closely. I put on panties and a bra. Brenda styled my hair, repainted my nails with a shimmering pink polish, and applied my makeup. I stepped into the elegant floral dress and CFM four-inch pumps. Brenda zipped the back.

“You’re beautiful. Those heels really accent the dress. I doubt your mother will recognize you.”
“Thanks. I’ll try to stay near you.” I chuckled.
Brenda is wearing a burgundy A-line cocktail dress.
Morgan arrived at four-fifteen and knocked on the door. “Come on in, Morgan. We’re almost ready to go.”
She is wearing a powder blue knit dress with a V-neck and three-inch pumps. The dress fit every curve of her body as if it were painted on. “My goodness, Miss Morgan. You look exquisite. I don’t know a higher superlative. When I first saw you two weeks ago, I thought you could be a model for the Sports Illustrated Swimsuit Edition. You’re five or six fashion magazine covers above that!”

“Thanks. You look gorgeous yourself. Brenda, you look marvelous as well.”
“Thanks. Shall we go?”
We went to Morgan’s SUV. Brenda sat in the front with me in the back seat. Morgan took us to the Boulderado Hotel and let the valet park her car. When we stepped out, everyone stopped and watched Morgan. Brenda and I followed in her wake as two doormen opened both doors.
Michelle was waiting in the lobby, saw us get out of the car, and greeted Brenda as she entered.
“Hello, Brenda. Great to see you again. You look beautiful.” They exchanged hugs and kisses.
She turned to me. “My goodness, Jessica, you’re beautiful. I’m thrilled to meet you. That dress is elegant. Those heels certainly create a stunning package.”
She hugged and kissed me. “Thanks, Mom. I’m happy you’re so accepting.”
She turned to Morgan. “You must be Morgan. It’s my pleasure to meet you. You’re breathtaking. I’m sure you’re aware that every man, and several women, in this lobby are checking you out.” Mom hugged Morgan.
“Thank you, Michelle. It’s a pleasure to meet Jessica’s mom.”
“We have a reservation in the bar. Let’s go have a cocktail.” Mom led us to The Corner Bar and gave her name to the hostess. There were several patrons at the bar, and everyone stopped as Morgan took her seat. A waitress came to the table, introduced herself as Lori, and asked for our drink orders.
“I’m the designated driver, so club soda with lime for me.” Stated Morgan.
“We appreciate designated drivers. All your non-alcoholic drinks will be complimentary.”
“I’ll have a Cosmopolitan Martini.” Added Brenda.
“Make that two.” Replied Mom.
“Might as well make it three,” I added.
“Okay. Three Cosmos and a club soda with lime. I’ll be right back.”
“Well, Jessica. Tell me. How do you like your new persona?”
“It’s all Morgan’s fault. She was the catalyst for creating Jessica. It started the day I arrived. We hadn’t even finished our martinis when she showed up needing a substitute for the Celtic Festival. Before the evening was over, Jessica was born.”
“They did a fabulous job. I sit here and don’t see my son. I have another daughter.”
Lori delivered our drinks. “Cheers!” We touched our glasses rims and sipped.
“Do you dress as Jessica full-time now?”
“Pretty much. I had to be Justin when we visited the lawyer. Other than that, yes, I’m Jessica. Luckily, I’m the same size Renee was. I can wear her clothes.”
“Yes. And when you go home, you’ll take quite a few outfits with you.” Added Brenda.
“That’s nice of you, Brenda. What a great way for Jessica to build a wardrobe.” Mom giggled.
“Have you updated all the files for Brenda?”
“Yes. Everything is up to date. She has to contact the brokerage firm to get Renee’s portfolio transferred to the family trust.”
“Do you have any more work you need to do? When would you be coming home?”
“I still need to set up remote access to Aunt Brenda’s computer so I can help her keep the records updated from home. After that, I could return home.”
“Oh, I don’t think so. I’ll find something to keep you busy for a while longer.” Laughed Brenda.
“Really? So, tell me, Brenda, are you implying that you’ve been canoodling with Jessica? How about you, Morgan?”
“Guilty as charged.” Morgan chuckled.
“Yes. We’ve been enjoying each other.” Admitted Brenda.
“Honestly, I’m not surprised. Once you created Jessica, the rest was inevitable. Doesn’t that classify you two as cougars?” Mom asked.
“Again. Guilty as charged.” Morgan giggled.
“Yes. That would be correct.” Answered Brenda.
“Jessica. Are you enjoying being with Brenda and Morgan?”
“Yes, Mom. You probably don’t want to ask any more questions if you don’t want to hear the answer. Isn’t that what you taught me?”
“You’re an adult now. You can make your own decisions. I’m not nearly as upset as you might think. I can comprehend how this transpired. Brenda, I still love you. Morgan, I don’t know you, but I accept that you find Justin or Jessica desirable. If I were in your place, I can’t say I wouldn’t have done the same thing. I can’t believe you two have corrupted my son!” It was Mom’s turn to laugh.
Her phone buzzed. “Time for our dinner reservation. Ashley will be in the dining room. She’s excited to meet her new sister.”
Brenda signaled Lori and paid the check. We went through the lobby to the Spruce Farm & Fish Restaurant. Once again, everyone in sight stopped and admired Morgan as she walked through the lobby. Mom gave her name to the hostess, and we were led to our table.
Ashley was already seated. She jumped up to hug me. “Hello, Jessica. I’m thrilled to meet you. I look forward to having a sister when you come home. You look beautiful. That dress and those heels will certainly attract attention! Should I introduce you to some of my friends?”
“Thanks, Ashley. I wasn’t sure how you would react. I’m not sure I need an introduction, thank you.”
“I’m perfectly fine with Jessica. Justin was kind of boring anyway.” She laughed.
“Hello, Aunt Brenda. It’s great to see you again.” Ashley hugged and kissed Brenda.
“Yes, Ashley. It’s great to see you as well. This is Morgan Vance. She helped create Jessica.”
“Very nice to meet you, Morgan. You’re beautiful. I love your dress. And thanks for giving me a new sister.” Ashley hugged Morgan.
“Thanks. You’re quite welcome. It was my pleasure.” Laughed Morgan.
“Ashley. Is that an engagement ring?” Asked Brenda.
“Yes. Ethan proposed last week! Mom says I have to graduate from college before she’ll pay for the wedding. So, I’m taking summer classes. We hope I can finish next spring.” She flashed her hand so everyone could see the diamond.
“Congratulations.” Echoed both Aunt Brenda and Morgan.
“Ashley, what’s your schedule for Saturday or Sunday? I need you to test remote access to Aunt Brenda’s computer.”
“How about noon on Sunday, my time?”
“That should work. I can get everything set up on this end. You know how to configure the remote computer.”
“Yes. It shouldn’t take an hour to test everything.”
We had a wonderful dinner, and made plans for Brenda and me to return tomorrow to watch the volleyball tournament.
“Morgan, it’s been a delight to meet you. I want to thank you for creating Jessica. And I have no problem with your canoodling, or more, with her.” Mom hugged Morgan.
“Thanks, Michelle. I do enjoy Jessica more than Justin. She’s a pleasure to be with, in and out of bed!” Morgan laughed.
“See you tomorrow. The first game is at ten. I’ll meet you at the CU Events Center front ticket window. Don’t forget to wear red and black! How about nine-thirty?”
Hugs and kisses all around, we went to the valet and paid. Morgan drove us home.
“Would you like to come in for a cocktail?” Asked Brenda.
“I think one would be nice. I have to open the library tomorrow, so I can’t stay too late.”
We went inside. “What would you like?” I asked.
“Just a glass of Chardonnay, please.”
“Thank you, Jessica. I’ll have Chardonnay as well.” Added Brenda.
I poured three glasses of wine, and we settled on the patio.
“Thank you for driving, Morgan.”
“No problem. I enjoyed meeting your mom and sister. I almost choked when she came right out and asked if we had been fooling around.”
“Yes. That surprised me, too. She appeared to handle it well. I wonder if she’ll say any more tomorrow?” Added Brenda.
“I was as surprised as you were. I had no idea how she would react. Of course, as she taught me, never ask questions if you don’t want to hear the answer.”
“Morgan. I have a personal question for you. That dress molds to your body, as if it were painted on. It looks incredible. How do you not have a bulge at your crotch?”
Morgan stood and raised the hem of her dress above her waist. “It’s called an open-bottom girdle. It holds my penis between my legs so there’s no bulge.”

“I’ll have to get one so I can wear some of the bodycon dresses in the basement.”
“It’s actually very comfortable. There’ve been several occasions where I’ve worn one all day.”
We finished our wine. Morgan hugged and kissed Brenda and me and left. “I’ll get changed and join you in bed,” I told Brenda.
“Yes. Since your mom knows, there’s no reason to quit sleeping together.”
I went upstairs, removed my heels, dress, earrings, and bra, scrubbed off my makeup, put on a nightie, and went to the bedroom. Brenda was already in bed. We snuggled and drifted to sleep.
Chapter 13 – Volleyball And Shopping
We woke as the sunlight came through the window. I began kissing and caressing Brenda. She began fondling me. When I was rigid, she pulled me on top and let me penetrate her. We climaxed together. “What a wonderful way to start our day. What if I keep you instead of letting you go back home?”
“I got the impression that Mom wanted me to go back soon.”
We showered together. I went upstairs to shave and get dressed. I chose a red chiffon button-front blouse, a black midi-length flared skirt, and two-inch strappy heels. After styling my hair, applying makeup, and inserting earrings, I went downstairs. Brenda was already fixing breakfast. She was wearing a red button-front dress that showed some cleavage. “That’s a beautiful dress. Showing some boobs, but not too much.” I hugged and kissed her.
“Thanks. That’s a cute combination. Hoping Ashley and the team win the first match, we’ll be away for most of the day. We’ll have lunch in Boulder, dinner somewhere on the way home.”
“Sounds good. This blouse and skirt will be appropriate all day.”
We ate breakfast, cleaned the kitchen, and freshened our lip gloss. Brenda drove us to Boulder. There’s parking next to the CU Events Center. We walked to the ticket window, where Mom was waiting. She was wearing a red Cincinnati Bearcats sweatshirt and black capris. “Good morning, ladies. You both look beautiful. I’ve already got tickets. We can go straight in.”
“Good morning, Michelle.” Brenda hugged and cheek-kissed Mom.
“Morning, Mom.” I hugged and kissed my mother.
“How’s my Jessica this morning?” She returned the hug and kiss.
“I’m doing fine. Let’s go cheer Ashley and the team to a win!
We made our way inside and up to our seats, which were at mid-court, in line with the net behind the Cincinnati bench. There were a dozen family members seated in the same area. All were wearing Bearcat logo tops. Cincinnati was seeded as the number 11 team. The University of Colorado was number 6. The winner would play this afternoon against either number 3 Kansas State or number 14 Kansas. The Kansas State vs Kansas match was being played at the same time on the other end of the arena.
In a hard-fought match, the Bearcats defeated the Buffalo. There would be a three-hour break before the second match against Kansas State. The team showered and changed to fresh uniforms. We ate a catered lunch with the team and other supporters. Mom introduced Brenda as her sister-in-law and me as her recently graduated older daughter.
After an hour of rest for the team, the second match started at two PM. Again, we were seated behind the Cincinnati bench, in line with the mid-court net. This was a very close match. In the end, the Bearcats overcame a two-point deficit to defeat the Wildcats. The University of West Virginia will host the semi-final tournament next week in Morgantown. Fortunately, the alumni association will charter a flight, so Mom and Ashley won’t have to endure a long bus ride.
Brenda and I sat with Mom while the team showered and changed into travel clothes.
“When do you plan to come back home? Will you be Justin or Jessica?”
“There are still some things I need to help Aunt Brenda with. I’ll have to travel as Justin. Do you want me to be Justin or Jessica at home?”
“You don’t need to be Justin all the time. Since you’ll be working at home most of the time, I have no problem with you dressing as Jessica. When you go out into the community, it might be best if you were Justin. What about your girlfriend, Erika?”
“Erika is gone. She took a job in Tokyo with the US State Department. Her dad is Japanese and was born in the US. His parents immigrated from the Iwakuni, Japan area. He became a US Marine pilot and was stationed in Iwakuni, where he met and married her mom. Their families knew each other. Erika was born in North Carolina when her dad was stationed at the Marine Corps Air Station at Cherry Point. She has a two-year posting, with an opportunity to extend. This was a job she had been hoping for.”
“I always liked her. If this is what she wants, it can be the beginning of a great career.”
Ashley joined us, wearing comfortable travel clothes. “It’s time for us to take the bus back to the airport. I’m really thrilled to have a new sister. I can’t wait for you to come back home.”
“Thanks, Ashley. I’ll be home in a couple of weeks. Congratulations on these matches. Good luck next week at West Virginia. Congratulations on your engagement. I’ll call you Sunday around noon.” I hugged and cheek-kissed my little sister.
“Bye, Aunt Brenda. You should come for a visit.” Ashley hugged and kissed Brenda.
“Yes, Ashley. I’ll plan to come soon.”
“Michelle. Always good to see you. I’m glad you like your new daughter.” Brenda hugged and kissed Mom.
“Bye, Mom. I’ll be home in a couple of weeks. Have a safe flight.” I hugged and kissed Mom.
Mom, Ashley, and the others boarded their bus for the trip to the airport.
“What do you want to do now?” I asked Brenda.
“Do you want to do some shopping or find a restaurant?”
“I would like to find a lingerie store for an open-bottom girdle like Morgan wore yesterday. Then we can find a place to eat.”
“You’re in luck. Christine’s Luxuries is just up the street. They’ll have everything you need.”
We drove about a mile to Christine’s.
“Good afternoon, Brenda. How are you doing today?” We were greeted by a mid-forties-looking lady with a name tag reading “Lindsey.”
“Hello, Lindsey. This is my niece, Jessica. She’s looking for an open-bottom girdle.”
“Welcome, Jessica. Please come back here to the foundation selection. We have a variety of Rago girdles with removable garter tabs. Do you want a high-waist or full-body briefer? You look to be a medium.”
“I think a regular panty girdle with garter tabs.”
“You can go try this on.” Lindsey handed a white girdle and pointed me to the dressing room.
It took some effort to wiggle into the girdle, but it did suppress a crotch bulge. Brenda knocked on the door and asked if I needed any help. I opened the door to let her see the results.
“That looks great. And there’s no bulge. You’ll be able to wear those body-con dresses.”
“Great. I’ll take this one. I also want to get some stockings.” I removed the girdle and dressed.
We selected a three-pack of sheer stockings and went to the cashier’s station. Lindsey didn’t even blink when I handed her my credit card.
“You’re quite lovely. Please come back if you need anything more.”
“Thanks, Lindsey. Have a wonderful afternoon.”
Brenda drove us to The Boulder Cork Restaurant. It was Happy Hour, so we enjoyed a glass of wine before ordering from the Happy Hour dinner menu.
“What else would you like to do before going back to Cincinnati? How about having Morgan over for another evening of shamelessness? Would you like to invite Robert as well?”
“While I did enjoy my experience with Robert. I don’t think I want to cultivate that relationship. I’m very happy being a crossdresser. You and Morgan are enough for me. I know it sounds hypocritical, but being with Robert feels much different than being with Morgan. She acts like a woman in bed, and is much more pleasing to the eye.”
“I’m happy to hear that. Morgan is enough for me as well.”
After dinner, we returned home and enjoyed martinis on the patio. I went upstairs to undress, remove makeup, and earrings, and put on a nightie. By the time I returned to the master bedroom, Brenda was already under the covers. “Would you like to do anything tonight?” She asked.
“I think we’ve had a full day. I’ll wake you in the morning.” We snuggled and went to sleep.
Chapter 14 – Final Tasks
Sunlight streamed through the window, causing us to stir. I began kissing and caressing Brenda, then slid down and began licking her pussy, swirling my tongue around her sensitive clit. Her breath became short and rapid. Finally, she came with a loud cry, then gently pushed me away, completely spent. “You’re wonderful. I should keep you here instead of letting you go home!”
“What do we have planned for today?” I asked.
“Nothing I can think of. What would you like to do?”
“We could spend some time going through Renee’s clothes and decide what I’m going to take home. With my new girdle, I can wear some of the body-con dresses we put aside.”
“Okay. Let’s get cleaned up and have breakfast.”
We showered together. I went upstairs and put on panties and a bra, then wiggled into my new girdle. I chose a button-front knee-length denim dress I had worn earlier, and selected two-inch heels. Something simple and easy to take off, since I’m going to spend time trying on clothes. I sat at the vanity and brushed my hair, applied makeup, and selected earrings.
Down in the kitchen, Brenda was frying bacon, scrambling eggs, and toasting bread. I started a pot of coffee, poured two glasses of orange juice, set out plates, and orange marmalade. We dined, cleaned the kitchen, and went to the basement.
As we had done before, I undressed and began trying on several blouses, skirts, and dresses. “Renee certainly has quite the collection of clothes.”
“Well, she was an only child and loved to dress up.”
While we were working through all the clothing bags, Brenda’s phone rang.
“Hello, Greg. I’ll be home all day. Come over when it’s convenient for you.” She hung up.
“That was Greg Lowell. He purchased our cows, and is Robert’s dad. He’s on the Board of Trustees for Lyons. He wants to come over and talk to me.”
We ended up selecting twenty dresses for me to take. Everything from a casual wrap to a sophisticated patterned knit sweater dress, along with six more pairs of heels and sandals. I put the denim dress back on. As I was re-packing the dresses into the clear hanging bags, the doorbell rang. We went upstairs. Brenda answered the door and invited a man and a woman to the kitchen table.
“Greg and Judith Lowell, this is my niece, Jessica Harrison. She’s visiting from Cincinnati for a few days. Her dad was in the accident with Clay and Renee.”
“Very nice to meet you, Jessica. So sorry about your dad, uncle, and cousin. We knew Clay and Renee for many years.” Greg shook my hand.
“Yes, the entire community felt the loss of Clay and Renee.” Added Judith.
“Thank you. I’m trying to help Aunt Brenda adjust to the loss.”
“Please. Have a seat. Can I get you something to drink? Coffee, water, or something stronger?”
“I’ll have a glass of water, if you don’t mind.” Answered Judith.
I went to get a glass of water and set it on the table. We all sat around the kitchen table.
“Brenda. I have a proposition for you. Since our properties are adjacent, I would like to buy this place to grow more alfalfa as winter feed for cows. We can iron out the details, but my idea is for you to live here as long as you want. I would rebuild the barn and chicken coop. You can gather all the eggs you want. I’ll pay you fair market value for everything. I’ve prepared an offer. Nothing here is cast in concrete, so don’t hesitate to make changes.” He handed Brenda a document.
“That’s quite a generous offer, and a total surprise. As you said, we would need to work out the details. The house and barn were built in the 1970’s, and both probably need some repairs. I think the garage came in the 1980’s, and the chicken coop in the 1990’s. Clay and I bought this in 2000. I’m not saying I’m not interested, but I would like to think about this before giving you an answer. Are you in a hurry, or would Tuesday be soon enough?”
“Take all the time you want. There’s no need to be in a hurry. Write down all your concerns, and we’ll address them before we move forward. I just wanted to know if you would be interested.”
“Greg, I’ve known you since we moved here in 2000. There’s no reason for me to question your integrity. Let me knock this around. I’ll get in touch with you no later than Tuesday afternoon.”
“Thanks, Brenda. Nice to meet you, Jessica. Have a great day.”
Greg and Judith left.
“Wow. I’m in shock. That offer came out of nowhere. What do you think?”
“If he’s going to pay you fair market value and let you live here as long as you wish, that would be a fantastic situation. You would have to pay utilities, maybe property taxes on the house, and get renters’ insurance. This would liquidate the property into cash, which simplifies your estate.”
“I’m surprised. I’ve lived here for twenty-five years. He did say I could live here, and that does make my life choices simpler. If I decided to go somewhere else, I could just walk away. No need to list the house or anything. I’m beginning to think this could be a great idea. Let me call Chelsea Victor and get her to review this offer.”
Brenda called the law office. Chelsea asked Brenda to drop off the offer letter for her to review. It is now three in the afternoon. “Do we want to go out for dinner? While you’re in the law office, I could visit Morgan and see if she would like to join us.”
“That sounds like a good idea.”
We both changed into nicer outfits. Since I was still wearing my new girdle, I chose a smooth-knit grey bodycon dress with stockings and three-inch heels. I brushed my hair, touched up my makeup, and put on large hoop earrings.

“My goodness, Jessica. You’re beyond beautiful. What a wonderful dress.”
“Thanks, Brenda.”
Brenda chose a coral-red crinkled top and a white skirt. We drove into town. Brenda took the letter to the law office. I walked to the library.
“What a beautiful dress! Are you going somewhere special?” Morgan greeted me with a hug and a kiss.
“You’re the fashion diva here. I wore this because I was coming to see you.” I returned her hug and kiss. She was wearing a beautiful, sleeveless, floral mid-calf dress. “Brenda’s at the law office. She’ll be here in a few minutes. Do you have any dinner plans?”
“No, but I’m not really dressed to be at the same table with you.”
“You look fabulous all the time. You know the restaurants here. Do you have a favorite?”
“Thanks.” She hugged me. “As beautiful as you are, we don’t want to go to a sports bar or brew pub. The nicest place in town is Marigold Lyons. It’s just a block away. Even that short distance, you’ll probably attract a crowd!”
Brenda came into the library. “Hello, Morgan. You certainly look beautiful. Did Jessica invite you to join us for dinner?”
“Hello, Brenda. Yes, Jessica asked if I had any dinner plans. I suggested Marigold Lyons. With her wearing this beautiful dress, we don’t want to go to a sports bar. Even so, she’ll attract attention just walking down the street!
“Marigold sounds like a good idea. It’s close and a little classier than any other places in town.”
We walked to the restaurant and were seated at a table. As expected, dinner was excellent. Following our meal, we walked Morgan back to the library and returned home.
Instead of martinis, we opted for a glass of Chardonnay on the patio. After supervising the sunset, we went inside and got changed for bed. Brenda snuggled and kissed me. “I really enjoy you being here. I’m going to miss you when you leave, but I’ll remember our time together.”
“I’ll miss you as well. This has been a fantasy come true.”
We woke Saturday to the sunlight coming through the window. Brenda began fondling me. I returned her attention by sliding down to lick her pussy until she began convulsing with an orgasm. “You’re fantastic. Maybe I’ll keep you here instead of letting you go home!”
“I would enjoy staying, but I think Mom might object.”
We got out of bed. I went upstairs to shower and shave. I chose the tartan plaid dress I’d worn a few days ago, with two-inch strappy heels. After brushing my hair and applying makeup, I went down to the kitchen. Brenda was preparing bacon, eggs, hash brown potatoes, and toast. I made a pot of coffee, set the table, and poured glasses of orange juice.
“What’s on the schedule for today?” She asked.
“I’m going to configure your computer for remote access. This will allow me to help you keep your financial records up to date. Ashley will work with me to test the connection tomorrow.”
“Is there anything you need me to do?”
“Not right now. When we get the connection tested, I’ll show you how to allow remote access.”
“Okay. I’m going to spend some time reading Greg’s proposal to see if I have any questions. Chelsea said she would review the legal side and get me an answer on Monday.”
We spent the morning doing our separate tasks. Brenda came upstairs at noon to tell me that lunch was served on the patio. While we were eating, Brenda’s phone rang.
“Yes. Hello, Robert. Yes, she’s here. Just a minute.” She handed me the phone. “It’s Robert.”
“Hello, Robert. How have you been doing?”
“I’m doing fine. I was wondering if you would be interested in another dinner date?”
“Thanks for the invitation. This is going to sound horrible, but I’m going to pass. I’m getting ready to go back home, and I don’t want to begin a relationship at this time.”
“I can understand. It was nice meeting you. Have a safe trip home.”
“Thanks.” I disconnected the call.
“I think you did the right thing. He might be disappointed, but you don’t need to start a relationship at this point.”
“As we discussed before, you and Morgan are all I need.”
“Yes. And I’ll still have Morgan after you leave.” Brenda chuckled.
“You had Morgan before I got here!” I laughed.
We cleaned up from lunch and returned to our projects. In the mid-afternoon, I asked Brenda to come upstairs to the office.
“Here on the desktop is an icon for your financial program. Double-click it to open the ledger. If you double-click this icon on the toolbar, it will update all these accounts with any new transactions.” I continued to show Brenda how to use the program. When she was comfortable with the application, we went downstairs to fix dinner.
After our ritual of supervising the sunset with cocktails on the patio, we came inside and changed for bed. Snuggling together, we drifted to sleep.
Chapter 15 – Software Testing
As normal, we woke with the sunrise and pleasured each other to the point of exhaustion. “You wear me out! And I love it!” Brenda exclaimed.
“I’m happy you’re satisfied. It’s my pleasure.”
We showered, I shaved, and chose a sleeveless floral dress from the fashion show, with two-inch heels. We fixed breakfast. After cleaning up the kitchen, I went upstairs to call Ashley. Her major is in Information Systems, so she was familiar with all the computer systems at home and in Mom and Dad’s offices.
“Good morning, Miss Ashley. How are you doing today?”
“I’m up and moving. Mom and her boyfriend went to a baseball game. Not sure when she’ll be back home.”
“What? Mom has a boyfriend? When did this happen?”
“Shortly after you left for Colorado. He owns one of the contracting companies she uses. Seems like a nice guy. Mom is happy, so who am I to question what’s happening?”
“Wow. I leave town, you get engaged, and Mom has a new boyfriend. Lots of changes.”
“Yes, and I have a new sister. Are you going to be Jessica when you come home?”
“Mom said she had no problem with Jessica working from home. When I go out in the community, I’ll be Justin.”
“When will you be coming home?”
“As soon as we get the remote access tested, I’ll be done here. It takes two days for the drive.”
“Okay. I’m looking forward to your return. Let’s get this test going.”
I configured Aunt Brenda’s computer to allow Ashley to access and update the financial records. We went through multiple connection and disconnection tests before finally deciding that everything was working properly.
“Thanks, Ashley. Have a fun afternoon. I’ll be home in a few days. By the way, what size dresses do you wear? Maybe some of Renee’s will fit you.”
“I wear a size 8 or 10, depending on the style, and a size 7 shoe.”
“Okay. If any of her clothes are that size, I’ll bring them with me.”
“Great. Be safe driving home.”
“Thanks. Bye.” I disconnected the call and went downstairs to find Brenda.
“Everything is working properly. I’ll be able to help you keep everything up-to-date remotely.”
“That’s great. While you were working with Ashley, Morgan called and invited us to dinner.”
“Should we plan to stay overnight?”
“Yes. She said she has tomorrow off from work.”
“Did you know that Mom has a new boyfriend? Ashley just told me.”
“No. That’s wonderful. She needs someone to spend time with.”
We packed nighties, lingerie, and dresses for tomorrow, and drove to Morgan’s house. She was wearing a hot pink, deep V-neck, sleeveless knit top that fit as if it were painted on, with white walking shorts. She looked stunning!
“Wow, Morgan. Are you sure that top isn’t two sizes too small?” I laughed as I gave her a hug and a kiss.
“Thanks, you look sexy as well. Hi, Brenda. Welcome. Would you like a glass of wine before dinner?” Morgan hugged and kissed Brenda.
“Hi, Morgan. Yes, to a glass of Chardonnay. You do fill out that top!” Giggled Brenda.
We left our duffel bags beside the door and followed Morgan to the kitchen. She poured three glasses of wine and led us out to the back porch.
“Cheers. Here’s to a fun evening with friends.”
We clicked glasses and sipped our wine. “Dinner will be a Vintage Seven Layer Salad followed by Tamale Pie. Dessert will be Chocolate Chip Cookie Dough Layer Cake with Vanilla Bean Ice Cream. It’s decadent, but tastes wonderful!”
“I’ll put on five pounds just thinking about that menu. It sounds wonderful.” Replied Brenda.
We finished our wine and returned to the kitchen. “What can I do to get in your way?” I asked.
“I’ll have you set the table and put out water and wine glasses. Brenda, if you would dish up the salad, I’ll bring the tamale pie.”
Dinner was wonderful. We took small portions of dessert. After cleaning the kitchen, Morgan invited us to change into “more comfortable attire.”
Three of us went to Morgan’s bedroom, stripped, put on nighties, and returned to the living room sofa and love seat with our wine.
“Jessica. Have you seen Robert again? What’s your schedule now?”
“Robert called yesterday and invited me to dinner. I declined, telling him that I’m getting ready to go back home and didn’t want to begin a relationship. He said he understood. So, that’s the end of that.”
“Ashley and I configured Brenda’s computer for remote access so I can help keep her financial records current from home. All I have to do now is load my SUV. Maybe leave on Thursday, so I get home on Friday. Mom and Ashley will be coming back from the volleyball tournament in Morgantown, West Virginia.”
“As I told you, I was a Personnel Specialist before moving to Lyons. Do you think you could help install some financial software on my laptop?”
“Oh, I could do that. Of course, I do charge for my services!” I laughed.
“I’ll be happy to thank you for your services.” She laughed.
We topped off our wine glasses and retired to the bedroom. Panties came off, and oral stimulation ensued. Morgan went down on Brenda. I began sucking on Morgan. Brenda was fondling me. Morgan and Brenda climaxed at the same time. Brenda shifted and began giving me a blow job while I nuzzled Morgan’s nipples. We went round and round, satisfying each other until we were exhausted.
“Uncle! I’m spent. I can’t take any more. You two are incredible.” Brenda pleaded for a break.
“Yes. I agree. I’m satiated. What a wonderful evening.” Answered Morgan.
“Totally. I’ll remember this evening for a long time.” I replied.
“You’ll probably have a wet dream!” Laughed Morgan.
“That could happen!” I answered.
We cuddled together and drifted to sleep.
Sunlight woke me. I went to the bathroom and returned to bed. Brenda rolled out and went to the bathroom. Morgan was the last to answer nature’s call. We started the morning where we left off last night. More erotic coupling, titillating, and shameless sex until we were again exhausted.
There was room in Morgan’s shower for three to enjoy. No need to be modest, we shared the vanity to fix our hair and apply makeup. I retrieved Brenda’s and my duffel from the front door so we could get dressed. I had packed a pink floral wrap dress and sandals. Brenda brought a red crinkled peasant blouse, a denim skirt, and sandals. Morgan decided on a coral sleeveless knit top, which she wore braless, and black shorts.
“I’m pretty sure there’ll be a nap at some point this afternoon. You two wear me out!” Commented Brenda.
“Yes, but we certainly enjoyed ourselves,” I answered.
“And I’m pretty sure we would enjoy doing it again.” Replied Morgan.
“Jessica. If you’re planning to leave on Thursday, when can you help with my computer?”
“Why don’t I come back tomorrow after you get off work. Maybe around five? I can spend the day packing all the clothes I’m taking.”
“That sounds good. Doubt it will take more than an hour to get everything configured. I’ll feed you leftovers for dinner. Dessert will be special!
“I’ll be here at five!”
Three in the kitchen, I started a pot of coffee, set the table, and poured glasses of orange juice. Morgan and Brenda coordinated with bacon, hash brown potatoes, scrambled eggs, and toast. After dining and cleaning the kitchen, Brenda and I packed our clothes. Hugs and kisses all around, we returned home.
Brenda and I were both pretty tired, so we just lazed around until it was time for dinner. We made a salad and warmed up leftover pork chops. After dinner, wine on the patio, and it was time for bed.
Chapter 16 – An Evening with Morgan
I woke, snuggling with Brenda, and began caressing her breasts.
“I enjoy waking with you.” She went to the bathroom and returned to bed. I followed and returned. We started the morning fondling and caressing each other. When I was rigid, I rolled on top and began thrusting until we both climaxed.
“I’m going to miss these morning exercises!” Brenda hugged me, and we kissed intensely.
“I’m going to miss you as well. Can you believe I got here only three weeks ago? What a massive change in my life. You and Morgan brought Jessica to life. What happened to Justin? Will he ever be the same?”
“I think you’ll relish being both Jessica and Justin, as the moment dictates. With acceptance from your mom and Ashley, you’ll be able to relax and enjoy the freedom.”
We showered together, dressed, and fixed breakfast. I selected a paisley sleeveless top with pink shorts and sandals. After we ate and cleaned the kitchen, I went to the basement and began packing shoes into a storage bin. The dresses were in clear hangar bags, which I would lay flat. In one bin, I found several two-piece swimsuits. For grins and chuckles, I stripped and put one on. I had to tuck my penis between my legs, which was uncomfortable, but I won’t be wearing this for very long. I put on some sandals and went upstairs. “Hey, Brenda. What do you think of this?”
“Oh, my goodness. It really does look good, but I’m afraid you might pop out down below.”
“True. I just thought it was cute.”
I returned to the basement and changed back into the clothes I had been wearing earlier.
I took more bins and bags to Renee’s bedroom to empty the closet and dresser. I held out the button-front dress I had worn on my date with Robert to wear tonight. I set aside my new girdle and a floral linen dress to wear to dinner tomorrow.
“What do you think if I wore the brown knot front dress, braless, with the CFM heels on Friday when mom and Ashley get home?”
“Oh, sweetie. I think that might be a little too much for the first evening. I would suggest the mauve shirtdress, the floral-print fit-and-flare, or the grey bodycon dress instead. Maybe even the tartan plaid or the rust midi dress. You can save the knot front dress for another time.”
“Thanks. Maybe I’ll pack the ribbed-knit grey bodycon dress and three-inch heels separately. I’ll have to drive as Justin and change when I get home. If I drive all the way to St. Louis on Thursday, it’ll only be five hours to Cincinnati. I could be home by noon, which would give me plenty of time to shower, shave, fix my hair, apply makeup, paint my nails, and get dressed.”
“That sounds good. You could have dinner prepared when they get home.”
“I’ll check with mom to see what she has for me to fix.”
Mid-afternoon, I called home. “Hi, Mom. How are you doing today?”
“I’m doing just fine. When will you be coming home?”
“Planning to leave here Thursday morning and drive to St. Louis. I should get home around noon on Friday. You and Ashley will be returning from Morgantown. I can have dinner ready when you get home. What do you have I can prepare?”
“That’s wonderful. We’ll be tired from the trip. Having you home and a prepared meal would be a treat. I’ll make sure there is something, like a salad and meatloaf. How does that sound?”
“Simple enough. If you have avocados, red onion, and some fruit, I could dress up the salad.”
“That sounds great. I’ll make sure everything is in the refrigerator. Drive carefully. Tell Brenda to come for a visit. Love you. See you on Friday.”
“Okay. Love you, too. Bye, Mom.” I disconnected the call.
I took another shower, shaved, reapplied makeup, and dressed to go work on Morgan’s computer. I was expecting some sexual escapades after we finished. I selected a floral wrap dress with two-inch strappy heels.
“I’ll be back sometime later. No need to wait up for me.” I hugged and kissed Brenda.
“You look lovely. Morgan might keep you overnight.” She laughed.
I arrived at Morgan’s house as she was driving up from work. “Hello, Miss Morgan. How are you doing this afternoon? You look fabulous, as always.” I hugged and kissed Morgan. She was wearing a grey empire-waist, low-cut dress that showed some cleavage.
“Thanks, Jessica. You look wonderful as well. Come on in. We’ll have leftover salad and tamale pie for dinner before working on the computer.”
She led me into the kitchen and began dishing out some salad. I set the table, filled water glasses, and opened a bottle of wine. Morgan warmed the tamale pie, and we enjoyed dinner. After cleaning the kitchen, we took glasses of wine into her spare bedroom, which doubled as her office.
“Here’s my computer. What do you need from me?”
“I can download the financial software. When I get that installed, we’ll need all your credit card, bank, and savings account numbers and online access userids and passwords.”
“Okay, while you get started, I’ll gather all that information after I change into something more comfortable.” She left the room.
I sat down and began downloading and installing software. Morgan returned wearing a powder pink knit top that was at least two sizes too small, no bra, and tight white shorts. “Wow! That’s a very sexy combination. Of course, you always exude sexuality.”
“Thanks. I’m glad you approve.” She hugged me and gave me an intense kiss. “Here are all my credit cards, my checkbook, and a savings account statement.”
“Great. Grab a chair. You’ll enter userids and passwords when I connect each account.”
I started the software program, and we began connecting her accounts. This took about an hour. When we finished, I explained how the program worked and what she would need for future updates.
“You could call me if you have questions. I have this software on my computers at home.”
“I do appreciate your help. Any chance you could provide on-site support?” She laughed.
“I would love to provide on-site support, but that might be a logistical problem.”
“Would you like me to thank you properly?” She giggled.
“You know I would enjoy that!”
Morgan took me by the hand and led me to her bedroom. She began an erotic strip show. When she was naked, she lay on the bed. I unbuckled my heels, unwrapped my dress, peeled off my panties, and removed my bra. I joined her on the bed. We began kissing and fondling.
Morgan unwrapped two condoms, rolling one on my penis and one on hers. She then rolled onto her back and raised her legs over my shoulders, allowing me to penetrate her. I pumped until both of us climaxed. “That was wonderful. I’m glad we both came. I use a condom so there is no mess to clean up.” Morgan used tissues to remove our condoms and discard them.
“I like that idea. You’re fantastic. I’m going to miss having sex with you.”
“I doubt you’ll have any problem finding other playmates.” She giggled.
We kissed and fondled for a few minutes. When she got hard again, she unwrapped two new condoms and rolled them onto our penises. “Lie on your back and raise your legs over my shoulders.” I did as she asked. She penetrated me and began pumping. It didn’t take long before we both climaxed. “Oh, my goodness. That was fantastic. You’re the second to fuck me. I could learn to enjoy this.”
“As I told you before, if you enjoy fucking and being fucked and giving and receiving blowjobs, you can have all the fun you want. You’ll probably find a crossdresser or transexual person to spend time with.” We discarded our used condoms and hugged and kissed each other. I spent time nuzzling her breasts, which elicited soft moans, indicating that she received some enjoyment as well. “I enjoy your breasts. No matter how much you paid, it was worth the cost.”
“Thank you. I enjoy them as well. It’s fun to dress to impress and see the reaction from men and women as I wander around.”
“Thank you for the wonderful dinner, and especially the after-dinner entertainment! I truly enjoyed meeting and getting to know you. I’m glad you needed a stand-in for Tiffany, and that I fit the costume. You’ve changed my life. I hope we’ll meet again.”
“I’m thrilled we met and got to know each other. Justin is a great guy, but Jessica is a sweetheart. And she’s much prettier!”
We spent time kissing and nuzzling. After a while, I decided it was time to go. With a big hug and a lingering kiss, I got up, dressed, and prepared to leave.
Morgan was still lying naked on the bed. I bent down and gave her a blowjob. When she climaxed, I swallowed her load. I kissed her, feeding some of her cum, then nuzzled her nipples again. “Oh, Jessica! If you keep that up, I’ll have to keep you overnight!”
“You’ll always have a special place in my memories. I hope you have a wonderful life.”
I left her on the bed and let myself out, returning to Brenda’s.
“You’re back much earlier than I was expecting. Did you get her computer updated?” She was on the sofa with a glass of wine.
“Let me get a glass of wine, and I’ll join you.” I poured a glass of wine, brought the bottle, and curled up on the sofa.
“We had dinner, I installed the software, we configured her financial accounts, and enjoyed each other. I’m going to miss her. Needing a stand-in has changed my life. I like being Jessica.”
“I’m happy you like being Jessica. You’re a very beautiful young lady.”
“Can you believe I got here only three weeks ago today? So much has changed in such a short time. From meeting Morgan and her need for a stand-in for Tiffany to you two dressing me as Jessica. That was only the beginning. Sex with you, then Robert, and Morgan. Total acceptance from Mom and Ashley. This surpasses my wildest fantasies. I’ll certainly remember this summer trip to Colorado!
“Would you like to take me to bed?”
“Of course.” We finished our wine, went to the bedroom to undress, remove makeup, and cuddle together, naked. It didn’t take long before we were pleasuring each other.
We started the morning as a continuation of last night. Hugging, kissing, and fondling, until we were both exhausted. Showered together, brushed our hair, dressed, applied makeup, and fixed breakfast.
After cleaning the kitchen, I backed my SUV close to the front door and laid the back seats down flat. I began loading clothing bags, storage bins, and the disassembled rolling hangar racks. It was soon packed solid. The only open space was the driver's seat.
“My travel duffel will barely fit on the passenger seat. I’m planning to wear that grey ribbed-knit turtleneck body-con dress, with four-inch CFM heels.”
“That’s a beautiful dress. And I think that’s better than the knot-front khaki dress. You don’t need to make that kind of first impression at home.
Make sure you wear an apron while preparing dinner.”
“I’ve packed the dress and heels, with makeup, jewelry, and a nightie for my first day home. I’ll wear a golf shirt, shorts, and walking shoes for Saturday.”
“Good planning. You can unload all the clothes later.”
By the time we finished, it was time to fix dinner.
“It’s going to be a long trip tomorrow. I’m going to bed early.”
“Yes. You’re going to need a good night’s sleep. How far are you going to drive tomorrow?”
“Somewhere near St. Louis, Missouri, will be about thirteen hours from here. It’ll only be five or six hours to Cincinnati. Mom and Ashley will be returning from West Virginia later. I told Mom I would have dinner ready when they got home. I'd better remove my nail polish. I’ll repaint when I get home.”
“Good idea.”
I used nail polish remover to clean my toenails and fingernails. We undressed and cuddled in bed. “I’m going to miss cuddling together. I’ve come to enjoy having you here.”
“I’ve enjoyed our time together as well. These three weeks will always be fond memories.”
*** To Be Continued ***
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Comments
Woe, be gone!
A world where all the women are strong, all the men are pretty, and the busts are all above average. :)
People here are polite, lusty to the point of scandalous, and appreciate good food. But by far the nicest part of this world is that absolutely no-one freaks out about Justin presenting as Jessica. Even family are accepting. I’ll take it!
— Emma