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Babysitting for a Hot Momma

Author: 

  • Jessica C

Audience Rating: 

  • Mature Subjects (pg15)

Publication: 

  • 500 < Short Story < 7500 words

Genre: 

  • Crossdressing

Character Age: 

  • Teenage or High School

TG Themes: 

  • Sweet / Sentimental

Other Keywords: 

  • Reluctant
  • Voluntary

Permission: 

  • Posted by author(s)


Babysitting for a Hot Momma



By Jessica C
=^_^=


Mrs. Kincaid would have been a beautiful woman even if she wasn’t endowed with her beautiful breasts, like she was. During the summer, when she walked her two-year-old daughter, she attracted more guys to come riding by in our neighborhood. My friends, Mark, Bill, and I called her a ‘hot momma.’ My sister, Roni, babysat for her most of the time, but not today. Roni couldn’t, and I was asked to substitute. She and her husband, Mac, were going out for dinner and dancing. They wanted me, Sam, to watch Sheri. They also wanted me to stay over later in the week when Mac was to be away, but there was a catch.

When I got there to babysit at four-thirty, Mrs. Kincaid was already running behind schedule. Roni warned me that it was typical. What no one warned me about was her asking for help. “Sam, I know you’ll probably say ‘no,’ but your sister has, in the past, done the wash for me. I have a load of delicates drying, and I was hoping you might be willing to fold them and put them away in our room.”

I hadn’t said, ‘yes or no’, I was considering it. I hoped the delicate clothes were like nice blouses and things; both my Mom and Roni had some clothes that they were extra careful with.

I was watching Sheri as Jennifer changed and got ready. Mac, the husband, took his time saying it didn’t take as long for him to get dressed.

Jennifer came out once to get her husband to zip the top of her skirt and button up the back of her blouse. Mac was busy, and instead of waiting for him, she turned around in front of me, asking for my help.

I gritted my teeth into a smile, hoping she didn’t realize I was excited. I hooked the back of her skirt and zipped it up the rest of the way, and then buttoned the top of her blouse. She was joking, but I was shaking when she asked, “Well, did you like seeing my panties?”

Like an unexpected bolt of light, I felt jealous. I wished I could be pretty, teasing my desire to be a hot-looking teenage girl. Where did that come from? It was true, I wished I were Roni, imagining I could be envious of helping Jennifer. Roni would rattle on about Jennifer, thinking I was a wall she could bounce her fantasies off of.

Mac came in behind me, and I turned red when he saw me. He said, “Jennifer, you shouldn’t joke like that to a young man who hardly knows you.”

She touched my face, leaving a smudge of makeup, “That looks cute on you. Maybe you should come over when I have the time, and I’ll make up your face. and we’ll see how cute we can make you.” I knew I blushed big time.

Mac said, “Sam, you need to speak up and stand your ground, or Sheri might ask you to become a princess.”

Jennifer asked, “Would you please wear this over your shirt? It is one of my smocks; it will help Sheri to relax with you. She’s attracted to us females and very few men, other than Mac.”

I said, “Yes, Mrs. Kincaid.” She then told me to call her Jennifer or Jenn. In my mind, I joked that she was a hot momma. I stumbled over my words as I said, “Yes, Jennifer, I will do that.”

I was wearing the pink smock Jennifer gave me as I was feeding Sheri as they left; Sheri was almost two years old, and she basically fed herself. I only needed to tell her to slow down or quit playing with her food. I used a baby spoon to help get some of the food around her mouth. Now and then, I wiped her face and cleaned her hands. We then read stories until she was getting tired.

It was an hour after they had left. That Sheri had a messy diaper for me to change. Luckily, it wasn’t too bad. Sheri was pleased and called me a princess. “Sami, my Princess?”

“I’m a boy, I can’t be a princess,” I told her.

“Sami, Princess,” Sheri said with a serious tone in her voice. “Mommy said she made you, Princess Sami.” I didn’t want to argue with a 2-year-old or contradict her mother. I accepted that I was Princess Sammy for the night.

We watched a Disney princess movie, and then it was time for Sheri to go to sleep. There was a note on Sheri’s bedroom door, “Ronnie, please fold my delicates and put them in my second drawer in our bedroom. You can check out my new clothes or makeup if you wish.” Love, Jennifer.

Feeling guilty of not having done it already, I found the laundry room and began unloading the dryer. That was when I realized the clothes in the dryer were her lingerie, as in panties, skimpy bras, and sexy lingerie. I felt guilty that I had not gotten them out earlier. I concentrated to do well in folding and handling her delicates. Folding the bras, I felt how soft the lining inside the cups was, and the lace looked pretty.

I had helped a time or two at home, and even that grossed me out. These were the clothes of the hot-looking young mama in my neighborhood. There I was, triple-folding panties, doing the bras by matching up the cups and making sure the band and straps were not twisted. I found myself getting excited, seeing a sexy see-through negligee. I quickly ran to the bathroom in time not to make a mess except for my hands. I washed and got back to her laundry. Feeling the laundry items made me wonder what it would be like to wear them. I knew I shouldn’t think like that, but this was the closest I would get to sexy things belonging to her.

Finally, I finished folding the clothes and went to put them away as told. There was a note there, ‘If you’ve gotten this far, would you be a dear and do me the favor, sorting by cottons, satins, silk, and lace. Thanks, Jennifer.’ I couldn’t help but stare at her drawer of delicate clothes. The pastel colors and thin material felt wonderful as I was touching them. I did hold one pair of panties in front of me for a moment. They were small, but I was sure they stretched, and that she was at least as big as me around her bottom. I was wondering what they felt like to a woman, then my body began to shudder again.

I quickly folded the panties, put them down, and ran to their bathroom. and splashed cold water in my face. I ran the exhaust fan and washed my hands thoroughly, making sure no smell lingered.

I didn’t do anything bad, but I did look in her closet and sit at her vanity. There was a fluffy brush that I brushed across my face.

Around ten, my phone vibrated. I checked my cellphone and saw a smiley face and a note. “Thank you, Sami.”

Somehow, Jennifer knew that I got her dry clothes folded and put them away.

=^_^=

They got home around midnight, and it was raining cats and dogs outside. I was awake, but groggy. Jenn had come in under an umbrella, but was still quite wet. Mac had come running into the house, soaked, and said I needed to stay there to sleep.

I hadn’t brought clothes to sleep in. Mac is a good-sized guy; I wouldn’t be borrowing clothes from him. I would be sleeping in my underwear, which was no problem. I wanted to run home, but was told NO!

Jenn said, “I texted your Mom earlier, and she agreed that you should stay here. She said there was too much lightning and some downed power lines between here and there.”

Jennifer threw me a nightshirt, saying, “That should fit you.”

It would, but it was one of hers and had a flowery scent I could smell, which I didn’t want to be inundated with her perfume. Another problem was that it barely went to the top of my thighs.

I was in their spare room lying down by 12:30. Soon after that, Jennifer came in wearing a pretty nightgown. “I want to thank you. My husband says I shouldn’t have asked a young man to handle my panties and bras. I told him that you did very well.” She leaned over me and kissed me on my cheek. My eyes snuck a look at her breasts through an opening in her nightgown. Oh, I wanted to moan, but knew I shouldn’t.

She was ready to leave, saying, “If something would cause you to soil my nightshirt, don’t worry. Mac said that could happen.”

She brushed my cheek with a fingertip, and I could see a glistening powder on it. She looked at me, “My nieces find it fascinating to get into my makeup. You probably were trying to feel how it felt to use that brush. Maybe you can come over on Saturday, and I will give you some lessons.”

“Pleasant dreams,” and she left. I closed my eyes to sleep, but soon saw a vision of her putting makeup on my face. I turned over in bed and felt the nightshirt material on my body, smooth like satin. Then I heard a voice, and it said, “Is it all right if I call you Samantha?”

It was 3:00 in the morning when I woke up in Jennifer’s arms. “You were loud and unsettled. Were you having a bad dream?”

I guess, I said, “No, it was beautiful, but I was a girl.”

Jennifer asked, “Was it okay that you were a girl in your dream?”

I said, “It was crazy, I’m not supposed to be a girl, but others thought I was normal. They complimented me, saying I was intelligent as well as attractive.” Jenn’s breast jiggled, distracting me.

Jenn said, “Relax. How did it feel to have breasts? Were you an older or younger teenager?”

I thought, “I can’t remember, but as I said, it was beautiful. No one judged me, but some girls wanted to help me. And then I woke, and you were here for me.”

Jenn said, “You said something about a boy.”

“There was one, I think he was a friend, but I’m not sure.”

Jenn held me to comfort me. “Are you okay now?”

She asked me to look at her. I looked up into her eyes, and she asked, “Do you ever wish you were a girl? I always wondered to what extent little brothers looked up to sisters.” I paused, and she smiled, “I just thought you might have.” She stroked her fingers through my hair as I relaxed. “You would make a lovely girl.”

She said, “You can go back to sleep, but you’ll need to take a shower before going home. Remember next Saturday you’re to be here around 9:00 a.m. to help with the pool.” She kissed my cheek, and I went to sleep.” The first thing when I woke up was go to the shower. I used a flowery body wash.

Jennifer called into the shower, “Remember, my husband should be paying you well for babysitting. Plus, I encouraged him to give you a good tip.”

I had showered and changed back into my clothes, with one catch. My underpants were gone, and a pair of satin panties were in their place. I was almost done dressing, pulling on my shirt, when Jennifer knocked and walked into the bedroom.

Seeing the panties missing, she said, “Good, I hope you enjoyed getting into them. Mac will pay you, and he’ll give you a ride home.”

I was paid seventy dollars, plus a fifteen-dollar tip. What Mac gave me was too much, but he said they were very thankful. He did say, “We’re grateful Sheri had a good night. She likes you, which is a high compliment. And we will be grateful if you can come over on Saturday and help with the pool, help Jennifer with Sheri, and whatever she has plans for you to do.”

It was Friday afternoon when my mother called me on the telephone. She said, “Mac Kincaid is on the phone and is asking for your help tomorrow.”

Mac greeted me when I answered, “Hey Sam, I want you to do me an added favor tomorrow when you help my wife. I already asked your mother, and she said you are a very responsible young man. So are you willing to help us tomorrow?”

=^_^=

Mac went on to explain, “I would like to have a young man like yourself to stay over tomorrow night and possibly Sunday night. My wife, being as attractive as she is, is uncomfortable having a young man like you being seen over our house. That creates a small dilemma. So, with your mother’s approval, I’m asking that you bring over some of your sister’s old clothes to wear. We will make it well worth your while. Will that be okay with you?”

I stuttered as I tried to respond; my mother was there and amused. She said, “I wonder if Roni ever told Jennifer about you getting into her clothes?”

I quickly whispered, “That was over two years ago. I got caught and punished.”

Mom said, “Yes, but it doesn’t mean you stopped. Roni had a blue skirt that I bought her. She says she has never worn it, but that it has been worn at least twice. If that is the case, Sam. Maybe a weekend with Mrs. Kincaid will help you figure out things, one way or the other.”

To be continued…

Babysitting for a Hot Momma 2 A Long Weekend

Author: 

  • Jessica C

Audience Rating: 

  • Mature Subjects (pg15)

Publication: 

  • Novel Chapter

Genre: 

  • Transgender

Character Age: 

  • Teenage or High School

TG Themes: 

  • Sweet / Sentimental

TG Elements: 

  • Shopping

Other Keywords: 

  • Thought he was hidden
  • Voluntary

Permission: 

  • Posted by author(s)


Babysitting for a Hot Momma 2
A Long Weekend


By Jessica C


Sam thought he had hidden away is femme side…
He was invited back, this time dressed as Sami…
=^_^=

There’s the voice at the other end of the phone, “Sam, will it be okay? I would like to know one way or the other.”

“Mr. Kincaid, it sounds silly, but I’ll do it if you’re sure it will be okay.”

Mr. Kincaid laughs at the other end of the phone; “We’re not worried; I just hope Jennifer doesn’t get carried away with makeup when you’re here. She hopes you can be here and have the pool ready for the day by 9:00 a.m.” Then Mac ended the call quickly after that.

“Mom, are you serious that it’s okay about me doing this?” Sam asked.

She said, “Are you ready to tell me about getting into your sister’s clothes again? That includes her delicates.”

“Mom, I didn’t do that.”

She said, “Then enjoy helping Jennifer this weekend. She said something about showing you how wear makeup. Why would you need to wear makeup over at their place?”

Sam, “I hope she doesn’t plan on our going out.”

=^_^=

Sam was ready to go to the Kincaid’s, and he wasn’t taking any of his sister’s clothes. His mother said, “I changed the clothes you had in your small suitcase. What you have should last you the weekend. Now get going.”

Mac was there as I entered the house at 8:10. “Thanks for coming early; it will give you time to change and start on the pool. Please let Jennifer help you with a little makeup. That way, if someone stops by, they won’t recognize you.” Mac showed Sam to a spare bedroom, “It’s a little girly because her nieces sometimes stay here.”

Saying goodbye to me, he patted me on the shoulder. “Take care and have a good time, Samantha.”

I was left to change as he went to say goodbye to Jennifer and Sheri. He told Jennifer, “I called him ‘Samantha’ as you suggested. You take care and be nice to the sweet boy.” He kissed Jennifer and held Sheri and gave her a big hug. “You be good, Sheri, and Daddy will have something for you when I get home.”

=^_^=

Sam had found that his mom had put a pink wrap-around denim skirt along with two tops that kind of complemented the skirt as an outfit. There was a pale yellow bra and panties set, and two others that he saw. There was a red mini-skirt with a floral print. Its tops were an off-white cashmere sweater and a white blouse with wavy lines like a rainbow of sorts. Sami chose the pink wrap-around denim skirt paired with yellow panties and a bra. When he put on the first top, he found out it was a see-through blouse. He was ready to take it off when Jennifer and Sheri appeared. Jenn quickly said, “Don’t”. And with that, the bra hugged my skin.

Jennifer said, “Doesn’t that look pretty on you?” She asked, “Do you need help with the gaff that you wear under your panties?”

I hadn’t felt anything, so I said, “No.” Jennifer walked over to me and handed Sheri to me. She whispered in my ear, “Are you excited to see me? That is one reason for the gaff.”

“Relax,” she told me, “The gaff comes with a pad, you will be safe.”

Jennifer asked if I had breakfast, which I had. “Then would you go out to the pool and make sure the skimmer’s working and that the water tests are good.”

I had checked the pool and tested the water. I was using the net to pick out a few leaves and a pool toy that had blown into the water.

When I was done, I saw Jennifer and little Sheri coming to the pool wearing two-piece swimsuits. Jenn said, “I bought a powder blue suit for you. It is in the bathhouse, please go and change into it.”

I stuttered trying to say, “No.”

She asked, “Do you want to do it on your own or with my help?” She twirled her finger. and I knew to turn around, go inside the bathhouse, and put on the swimsuit myself.

I was surprised when I took off my top and bra that there were breast forms that stayed on me. There were two pieces of clothing with tags that indicated they were swimsuits. It was a girl’s two-piece suit. The gaff once on properly stayed in place and was not visible, nor were any of my boy parts.

Jennifer called for me as I came out, “There are three terrycloth wraps, one for each of us. Please bring them with you.”

Jennifer said, “Samantha, please walk with Sheri and me in the shallow end,” which I did. She asked, “How does it feel to be in the water?” I was up to my waist as she handed me Sheri. “Sheri likes it when you dip into the water and come up with her.”

Samantha said, “The swimsuit is skimpy, and I’m not used to the water running down my body through a swimsuit.” Sheri is kicking and splashing; “I’m not sure she likes this.”

Jennifer giggles, “I thought you’d like the feeling of being like a girl? …The swimsuit material is light, but it will stay on you. And as I said, Sheri seems to enjoy you holding her. It is your chance to learn what she likes.”

Jennifer’s tone changes, “Your mother said you could go home at noon, and be all done with dressing as Samantha.”

“Though your Mother gave me a hundred dollars for you to spend on two outfits, plus the use of her credit card for whatever else we decide you need. That doesn’t sound like she wants you to go home.”

I said, “No, it doesn’t.” I realized my voice was changing to sound more girl-like and that I’m liking being Samantha.

I stepped out to where the water was about four feet deep. I spun around and watched Sheri giggle and enjoy herself. Sheri splashed in our faces and slapped her wet hands all over my face. She giggled when I made faces. Finally, she splashed too much water in her face and coughed up some water. She was ready to cry. I used my hand to wipe Sheri’s face and gently tell her, “You are okay, Sheri.”

I walked out of the pool to a fluffy dry towel, saying, “There, there, you are alright.”

Jenn spoke up, “You did right well; she’s bonding with you. You are a natural babysitter.” Jenn put sunblock on her daughter and placed her in a playpen in the shade. She took some sunblock for herself and gave some to me. Jennifer had spread it on her front, arms, and legs. She then helped me do the same. Finally, she said, “Now lie down and I’ll do your back.” When I was on my stomach, Jennifer undid the strap of my top and then put on the unblock. Jennifer was on her back as we lay in the sun.

Ten minutes later, Jenn sat up. “Sami, I fixed your straps.” She checked on Sheri, who was asleep in the shade. Jennifer unhooked her straps, and after she lay down, she asked me, as Samantha, to spread the sunblock on her back. When I thought I was finished, Jennifer said, “You have to go a little under my suit bottom, so I don’t burn if the panty shifts.”

Sami moaned, Jenn said, “I don’t want to hear it. I was nice to you.” Sami did as instruct and her hands shook as they were under the material and between Jenn’s legs. Jenn said, “Thank you, it is better if you just do it and don’t make a fuss.”

When we had done that twice, Sami and Jenn finally got up, dove into the pool, and swam until Sheri stirred. “Pat yourself dry and let’s take Sheri inside for lunch.”

Jennifer made two salads with tofu, romaine lettuce, cherry tomatoes, fresh spinach, grated cheese curds, and a vinegar and oil dressing. Sami didn’t know about the tofu, but she ate and enjoyed their lunch together. Jennifer nursed Sheri, and when Sami turned away, Jenn chided her to turn back. “You think you’d like to be a girl; this is one of the most beautiful parts. Please don’t turn from us, even if it embarrasses you a little.”

Sami, with a soft voice, said, “Thank you.” A short time later, he said, “It’s beautiful to see.”

Sami was to check and change Sheri’s diaper, which was more than just wet. Jenn asked Sami, “Do you know how to properly change a baby when messed like that?” When Sami indicated she wasn’t sure, Jenn instructed her, “Wipe her bottom clean and wipe away from her front. You don’t want her to get a urinary infection.” She watched closely, and I was proud when she told me I had done well.

Jennifer told, “Samantha, if you ever have sex with a girl, make sure you are clean and use a lubricant for your fingers and your penis.”

Sami started to say, “I’ll never.”

“Don’t say never; I hope one day you will.”

=^_^=


Jennifer said, “I have a cute outfit out for Sheri; after you change into something nice, I want you to dress Sheri. We are taking you shopping.”

“I can’t go out in public?” said Sami.

“You can’t get two outfits and your first bra fitting by staying here. Now get going,” Jennifer went to her room, expecting Samantha to change without arguing.

Sami chose the miniskirt and put on the cream-white cashmere sweater. With two small breasts poking out under the sweater. She put on the nude-colored pantyhose and then the skirt. There was nothing boyish about Sami. She checked Sheri’s diaper. Sami dressed Sheri in a pretty sundress with bunnies and kittens. Waiting for Jenn, she brushed Sheri’s hair and used a white daisy hair clip to brush back Sheri’s hair.

Jenn had entered the room, “That is quite nice, Sami. I told you, you have a natural way with Sheri.”

Jennifer said, “Here is your purse with your money, credit card, and identity in it.”
Sami said, “I’m too nervous to do this.”

Jenn asked, “Do you trust me when I say, I won’t let anything bad to happen to you?”

Sami paused, “You are really asking me to trust you, aren’t you?”

Jennifer said, “You would like to buy two outfits, maybe a nice dress, don’t you?”

Without thinking, Sami said, “Yes,”

“I don’t want you to grow up scared, do you?” Sami once again agreed, “No!”

“And you’ve dreamed about a day like today, haven’t you?”

Without thinking, Sami answered, “Oh, yes!” I meant to say, no.”

We walked out to the car, and Sami put Sheri properly into her car seat. Jennifer asked for Sami’s hands, palms up. Jennifer used a wand to touch Samantha’s wrists with a light scented perfume. Sami rubbed her wrists together and touched her wrists to her neck, “Well done, young lady. You know what you’re doing. Where did you learn that?” Sami felt embarrassed and sat quietly; we were on our way.

We went to Oakridge Mall, which was a distance away. We had Sheri’s stroller out when we walked into the mall. Jenn saw that Sami was getting nervous and asked. “You’re happy and excited, right?”

Sami looked up and smiled, “I’ve waited five years for this. Thank you.”

We walked into Victoria's Secret, and Jenn suggested Sami take her time and look around. We had been there a few minutes, which would have been an eternity for Sam. Sami finally spoke to a saleswoman close by, “Can you help me?”

Amy was more than happy and asked, “What do you want?”

“I’m looking for a bra and panty set or two. It will be my first bra.”

Amy smiled, “So let’s make this special.”

Sami and Amy looked at different bras and took one from each. Amy took Sami back to a private changing area. And Sami asked, “Can I have my friend come in with me?” Jennifer and Sheri were invited in.

Sami was asked to take off her sweater, and Amy took several measurements. Amy said, “You have a thirty-two-inch chest and should be wearing a B-size cup.”

Amy suggested out of the bras, that Sami choose something for everyday and a nicer bra for special occasions.

Amy asked her, “Please try this pretty bra for everyday wear? And if you would allow me, I would like to suggest what I think would be a lovely bra for you on special occasions?” As Sami was changing into the first bra, Amy had gone back out to the sales floor. She came back with a pastel pink satin bra. “This one is a few dollars more, but it looks lovely and wears better than the others.”

We had been in there for forty minutes. Trying on the bras with my sweater. I tried on each of the bras, but I always came back to the pink bra as my favorite. “I can’t believe I’m buying my first bra.”

Sami thanked Amy, “Amy, it might only be two sales to you, but I am appreciative of your help.”

Amy said, “Your appreciation means more than you think.” She gives Sami a card that says, “Please take an extra 15% off Sami’s next purchase.” It was signed “Amy Carson, Assoc. Mgr.”

Jennifer whispered, “Your mother will need to buy a better breast form for you to wear these bras properly.” Sami was wearing the better of the two bras.

Jennifer, Sheri, and Sami shopped for another half-hour without buying anything before lunch. Jennifer took Sheri into a personal care restroom for Moms and Babies. She nursed and changed Sheri. Sami wanted to help, but Jennifer said she loved some personal time alone with Sheri.

We ate at Bennigan’s inside the mall. A waitress asked if Sami was a niece or a cousin. Jennifer said, “A neighbor girl who helps me.”

Jennifer ordered two crab cakes, one for each of them, but Sami spoke up, “Don’t waste your money, I won’t eat a crab cake.”

Jennifer asked if Sami had tried crab cakes before, and then asked, “Sami, I ask you to give them a try. Another lunch will be ordered if you don’t like it.

Sami did not need to order a second lunch. Sami was learning to trust Jennifer, who was becoming her heroine. “My Mom won’t believe what I am eating or wearing!”

It was later in the afternoon, with packages in tow, when Sami bumped into another girl. When the high school girl turned around, Sami recognized Barb Sterling and said, “Sorry, Barb.” Barb started to ask who she was, before she recognized “Sam!”

Sami shyly said, “It’s Samantha when I’m dressed like this.”

Sami wanted to run and hide, but knew that would make it worse. She didn’t make excuses: “This is Jennifer Kincaid; she’s helping me to embrace myself.”

Barb asked, “We’re far from home; don’t worry, this is our secret?”

Jennifer spoke, “I brought her out this far, hoping we wouldn’t be seen; I’d appreciate if you helped keep our secret until she’s ready to come out?”

Barb complimented, “Samantha, is it? I’ll be honored to be quiet, but I’d hope you will stop by so we can talk and be friends. I think you are a beautiful person. I have a stash of makeup I’d like to give you, if you want some of it.”

Samantha was taken aback, having met Barb there. She got angry at Jennifer, “Just because you look hot and people like you, this ain’t me.”

Jennifer snapped back, “You’re the one who called me ‘a hot mama’ behind my back. I am a mom, and I work to be a good friend. Yes, I’m pushing you a little because you needed to come out of your shell. You can’t live in fear.” Jennifer hugged Samantha as she apologized for what she said. “I take pride in being Sheri’s mom and the son or daughter in me now. I’ve taken pride in you helping to take care of her. I’d love you to help me more this summer, but not if you’re unsure of my intentions.”

Tears come to Samantha’s eyes, “You’re going to have another baby, yet care enough to help me. I’m a selfish boy, but you’re taking the time to warm my heart.” Sami goes to a knee, hugging Jennifer around her waist, “Please help my heart to become my eyes.”

Jennifer’s hands settle on Sami’s head as though she’s blessing her. “I hope this is a sincere step you are taking?”

Barb’s still there, wondering a little about what she stepped into.

To be continued…

Babysitting for a Hot Momma 3 Having a Second Family

Author: 

  • Jessica C

Audience Rating: 

  • Mature Subjects (pg15)

Publication: 

  • Fiction

Genre: 

  • Crossdressing

Character Age: 

  • Teenage or High School

TG Themes: 

  • Voluntary

TG Elements: 

  • Appliances Attached

Other Keywords: 

  • hidden identity
  • Sweet and Sentamental

Permission: 

  • Posted by author(s)


Baby Sitting for a Hot Mama 3
Having a Second Family



By Jessica C


Sam thought he had hidden away his femme side…
He was invited back, this time dressed as Sami…
Friends see Sami when she’s out…
=^_^=


Sami cries, “Yes, yes! Thank you!” Samantha looks up and sees Sheri reaching down to her.

Barb says, “I’m not sure what I’ve walked into, Sami, but I think you are a lucky person to have Jennifer in your life.”

Sami changes expression, “How can it be so wonderful? Are you kidding me? I can’t be a girl. I’m a boy!”

Barb pauses, “Biologically, yes, but I’m seeing the girl inside and who is standing in front of me, and I like what I see.”

“I don’t have any girl friends. Who’s going to like this me?” Sami says as she plops down on a bench in the mall.

Barb sits next to Sami, “I’m a friend, don’t I count? And don’t I see you with Leslie Herder at school?”

“How do you know that?” asks Sami. “We’re science partners. She’s liked me after she got to know me.”

“Well, I know her, and she sees your girl side. She wished she knew how to help you. I know, because she’s my neighbor, and was my little sister at school as a freshman. I’m guessing, you are the one she talked about as her surprising friend.”

Jennifer interrupts, “Sami, what would you say if I said, ‘Your mother asked Mac and me to help this side of you to come to the surface?’ …Your Mom tried to let you know you could talk to her. She says, you always get angry and throw a fit.”

Sami said, “Once, I tried to tell her, but she said that I was sick.”

Jennifer said, “That was five years ago; she didn’t know better. She’s tried to support you since, but you pushed her attempts away. She said, there was a time you were sick with a fever, and you told her, but you got angry again after you were well and wouldn’t trust her.”

Samantha asks, “How do you know that? I was incurable when I was sick; that didn’t really happen!”

Jennifer asks, “Is that what you thought? Your Mom was putting cool, damp cloths on your head to keep you cool and safe. Did you remember she was with you when you woke in the morning? That was about the time you got to know Mac and me. I helped care for you; your Mom was having a rough time as a single parent.”

“We became your Mother’s friends when you were ten. We would take Roni overnight or for a weekend sometimes.” Jenn was interrupted by a phone call from Mac.

=^_^=


Jennifer invited Sami’s mother over after dinner to see Samantha’s new clothes. Sami was in charge of changing Sheri, giving her a bottle, and putting her down for a nap. And Jenn took out some food to prepare dinner.

Sami sat down with a quizzical face; “Were you serious about my fever and how she helped me?” Jennifer didn’t need to answer, “And that was when you first befriended my mother?” Sami shook his head in bewilderment. “You must have thought I was terrible.”

Jennifer said, “It was even before that. You were too young to know all you were struggling with. And we led you to believe that we didn’t know about this side of you. But you’ve always been attracted to my girly things.”

Jennifer asked me, “Would you please get the extra roll of plastic wrap?” And then she asked, “Samantha, please undress to your panties. I want to show you something before we do our aerobics.”

Sami asked, “Are you serious?” With Jennifer’s indication, she was; he slowly undressed. “Now, suck in your stomach and I’ll wrap this around your mid-section.” Sami did, and as Jennifer wrapped it tight and then a little tighter, Samantha’s waist was pulled in, and she appeared thinner. Jenn had a workout outfit for herself. Once Sami put it on, and Jennifer pulled her hair into a high ponytail, she looked like a trim teenager ready for her workout. Jennifer turned on a recording, and the two set off to do some aerobics. It started easily, but got harder and faster. The workout went for forty minutes. Sami was sweating profusely. Originally, it was harder to bend at her waist, as more of the workout required it.

When they paused, Sami asked permission to unwrap her belly, but that was denied. Instead, she was asked to use the exercise bicycle.

Jennifer put the meal on to cook, and then came back. “Bicycle another eight miles; then you can stop. You will have enough time to unwrap yourself, take a shower, and change.”

Sami asked, “What’s the purpose of the plastic wrap?”

“You need to work on your waist and flexibility if you want to look more like a girl.”

Sami blushed and asked, “How did you know? Do you think it will actually help?”

“You will need to work hard with the aerobics, changing your posture, and eating the right kind of foods.” Jennifer gets Sami’s attention, “You want your body to be in good condition, but you don’t want to build strength in the same way other boys do. Instead, dancing spontaneously and building your endurance, so keep doing it.”

Sami says, “Do you mean like watching after Sheri and not tiring out?”

Jennifer laughs, “Yes, sometimes Sheri keeps going until she tires out. She might fall asleep on the stairs, or lie down to sleep wherever she is… There was a time today you were ready to stop shopping, but we had a lot to get done; so we paused until you were ready to continue…” The doorbell rang. “Now, you’ll need to model the clothes you bought so your mother and Roni can see them.”

Sami went to the room where she was staying and saw the three outfits they had bought. First, she showered. She chose the multicolored dress to wear first. It was the easiest to change into, allowing her to wear a bra, panties, and pantyhose. She hurried out of the room and down the stairs to show herself off. Suddenly, Sami stopped; her cousin Alysa was with Roni. Quickly, Sami was terrified.

Just as quickly, Alysa said, “Sam, you are so cute; you make a pretty girl.”

Roni wasn’t so happy, “Ms. Kincaid took you shopping instead of me.” Alysa said, “Quit it, Roni; you should be encouraging your sister to blossom.”

Jennifer said, “Doesn’t she look like one of the young Larsen women?” Mom steps forward, touches the skirt of the dress, and asks, “Would you turn around once? …I can’t believe how cute you are. You look so comfortable in those clothes; did you pick out this dress?”

Alysa asked, “Can we go up with you and help you change into another outfit?”

Sami strongly said, “No!”

Jennifer spoke up, “Let them go with you; you can change in the closet. Alysa and Roni can help with accessories, your hair, and makeup.” There was a little melodrama until Alysa took Samantha’s hand and started quickly upstairs.

Once upstairs, Roni picked up a burgundy skater skirt and the coordinated top, she said, “This looks like something Jennifer would have picked out.”

“Well she didn’t,” Sami said, “I did, though Jennifer confirmed to me that they looked well together.”

“Please put them on?” Alysa asked.

Sami was out of her skirt before she realized she was changing in front of them.

Roni said, “Keep going, we are all girls here.” Any embarrassment left as soon as Sami heard Roni call her one of the girls.

Mom asked, “Are you comfortable taking off your pantyhose without fully undressing? I think these stockings would look better with your outfit.” Roni and Alysa whispered among themselves about who would do little sister’s hair and who would do her makeup.

Roni asked, “This is how you use a makeup set?” As they were working, Roni asked, “Would you be open to looking through some of my older clothes to add to your wardrobe?”

Alysa giggles, “I can’t believe how my cousin Sam has become this pretty girl, and with a sense of style. I will help you shop for an outfit that my mom said I can get for you.”

Sami wanted to know how she knew about him, wondering about her Aunt and others, but asked none of that. Instead, Sami asks, “Would you two actually do that for me? I like what you’re doing with my hair.”

Alysa says, “I might have something that would look cute on you.”

“Yes, and thanks in that order.”

“I think she’s ready for her mother to see her,” said Alysa. Roni has Samantha stand and turn. Roni smooths out the skirt.

Sis and Cousin go first, Sami had slipped into her ankle boots, and walks smoothly down the steps. She had seen herself in a mirror as she walked down the stairs; she was happy.

Before she left, Jennifer showed all of them a pair of satin pajamas she was giving to Sami to sleep in. When her Mom told her to give them back, Jennifer said, “After she tried them on, we had to buy them.” It was a little white lie, but Sami didn’t say anything until her Mom agreed she could keep them.

“Remember, Samantha, I expect you up bright and early tomorrow.” Jennifer asked, “If Mac doesn’t come home tomorrow, would it be possible for Sami to stay with me until he does?”

Mom Larsen said, “Jennifer, wouldn’t it be better to have Roni help you?”

“She’s a senior; she has many more interests than wasting time babysitting. Plus, I’ve taught Sami a few things where she needs more practice.” Jenn has the habit of hugging women, but kissed Sami on the cheek.
=^_^=
Jennifer hoped she’d soon be welcoming her husband home. She wasn’t fully surprised by his call that he had to take the train from D.C. to NYC to close a deal. Not only did that mean another night for Samantha, but maybe two.

Come, the next evening, Jenn was preparing supper when she stepped back and stepped on one of Sheri’s plastic blocks. Her foot went up and to the left, and she fell backwards. Jenn cried out in pain; her ankle was hurt. Sami was soon there with Sheri on her hip, who was also crying.

Sami used her cell phone to call her Mom to come and help. Maybe they should have called the Ambulance, but Jenn swore against that option. They used Jennifer’s SUV with Mom Larsen driving, Jennifer buckled in, and Sami secured Sheri in her car seat. Sami rode between Sheri and Jenn. Jenn gave Samantha her purse with all her insurance information.

It seemed like a circus with Sami, a boy dressed as a girl, a minor, not a relative, presenting Jennifer’s information. The receptionist said, I need Jennifer to give me the information. That started a hassle that was disturbing to Jennifer, who was anxious to be seen by a doctor. Sami was worried why she hurt so much, yet frustrated by the receptionist. It took some time before the Receptionist accepted Jennifer gave the information to Sami. Finally, Samantha said, “Let me use her information to get Mrs. Jennifer Kincaid signed in. I will still be here, and you can drill me and my mother and me about any questions you may have.”

After all that was said and done, the receptionist commented, “Thank you Sami, most, young women couldn’t have done any better, or looked cuter doing it. Now, please explain about your being dressed as a girl, and calling yourself Samantha.”

Using Samantha’s voice, “I’ve been staying and helping Jenn while her husband is away. Jenn was sensitive to the looks of having a young male staying with her. I’ve been using my sister Roni’s old clothes. I have my mother’s permission.”

“Tonight, I was watching Sheri, Jenn’s daughter, when Jenn tripped on a baby toy and hurt herself. I’ve called Jennifer’s sister, Marcy, and she’ll be coming, but she lives hours away.”

The receptionist and the Supervising Nurse were amused by Samantha’s story. They checked to make sure Sam wasn’t being forced, and learned how he’s come to like being Samantha. During Samantha’s interview, Mom Larsen came in to get Sheri’s bag from her. But Samantha instead took Sheri and changed her in front of the others.

“We’re impressed that you know how to clean a toddler.”

Sami informed them, “Jennifer wouldn’t let me care for her daughter without her instructing me. I’ve grown up since Jennifer has been helping me to be Sami.”

Jennifer would be going home, under the care of her sister, Marcy. Marcy wasn’t surprised that her sister had a boy helping her as a girl. Marcy asked, “Sami is it okay if you stay and help me by watching Sheri? She still needs to be fed, changed and put to sleep, when she’s ready.”

After Sami had finally put Sheri to bed, Marcy brought a pretty nightie of Jenn’s for Sami to wear. Sami informed her that she already had one and showed her.

Sami had showered, and changed into her nightie, and soon went to bed; he had a restless sleep feeling guilty about wearing the nightie. Sami woke early in the night and paced about. Jenn gently called, “Samantha is that you?”

Sami entered her room and told her about her predicament. Jenn pulled back a portion of her sheet and asked Sami to lay next to her. And as she did Jenn pulled Sami next to her, “Now rest.” Sami felt Jenn’s soft warmth. She was soon Samantha's body and spirit. She felt Jenn mentoring her, and soon both fell asleep.

Jenn tussled Sami’s hair, as Sami dreamed she was being woven into, no, she was now the weaver of a tapestry. She liked the idea that she could craft a beautiful tapestry.

Morning had come early enough that she didn’t get to finish her tapestry. Sami had told about her dream. “You are lucky, my sister Marcy can set up a small loom and teach you.”

When Marcy found Sami with her sister, she was amused by Sami’s dream and her opportunity to teach a girly-boy to create a tapestry. Marcy talked her into beginning with a needlepoint of fairies and flowers that interested Sami. Marcy said, “If you want, I will stay around until Mac gets back. I will teach you enough to get started and to see your fairies take shape.”

Something new for Sami was that Samantha was not aroused by being around Jenn or Marcy. Marcy found an old disc of Jenn’s and asked Samantha, “Have you been taking any of these? Jenn swears she had them replaced, because she lost them.”

Sami looked down before she confessed. “Yes, but I read they don’t have enough to affect me.”

“They may not have enough to transform you, but they can affect your testosterone production,” Marcy told her.

Jenn came over to Samantha, “I’m upset you did that without my knowing.”

“But I like being a girl,” Sami says, “I like imagining what it would be like being a girl. Please don’t be angry with me.”

Jenn said, “I’m working to help you experience being a girl. I think you need to see if this is to your liking. Do you think you are ready for anything like that?”

Marcy gave Jennifer and Sami big hugs. “Sam, maybe it’s time for you to go home.”

“But I promised Jenn and Mac that I’ll be here until he’s home. I promise I won’t take any more pills. Unless you force me, and I’m staying as Sami.” She goes to find Sheri, hoping she is awake and needs feeding.

=^_^=


Sheri is up in her bed, needing to sit on the potty chair and be fed. Sami’s thankful for the distraction. Sheri is soon on the floor with a dolly and tugs on Sami to play with her.

They play away in the morning, and they hear Jennifer loudly say, “Oh, no!” Sami lifts Sheri in her arms they go to see what has upset,

“What’s the matter? Does your ankle hurt?”

Jenn smiles at the two, “No, Mac called saying he not only needs another day, but storms might ground his flight another day.”

Sami shakes her head, “I’ll need to wash some of my panties.”

“Go shower, there are new panties in your top drawer in our guest room. And then get ready to go out. I need to get out, so we’re going out for dinner.”

It took an added effort to help Jennifer as Sheri get ready to go out to the Straw Hat, a pub with good food. They were talking, and Jennifer referred to Sam as Sami Larsen. They were about finished with their meals when Bill Hartley, another high school scholar, came asking Sami her name and if she’d dance with him.

Not wanting to identify himself, Sami agreed to one dance. The dance was fast enough that they danced a part. When a slow dance followed, Sami finds herself snuggled in his arms, dancing. And when he whispers in her ear, she turns to look at him, and they kiss. Surprised, she is transfixed for the moment, and their kiss lingered. Bill began to apologize, but all Sami wanted was for it to be over and forgotten.

When asked her last name, she says, “Larsen.”

Bill asks, “Roni’s little sister? I was hoping so!”

Sami wants to run back to her table and leave, but Bill holds her hand. “Don’t run, you make an attractive girl, and I’m not offended.” He walks her casually back to her table. “Thanks for the dances, Samantha. I enjoyed dancing with you.”

Jenn had figured out that Bill knew Sami. Jenn’s hand goes on top of Sami’s, and for the moment, nothing is said. Jenn asks, “Should we go home?”

Sami picks up Sheri’s bag and her purse and heads to the women’s room. She checks Sheri’s onesie and sets Sheri on a toilet. It was the first time Sheri peed in a toilet for Sami. Sami had Sheri wipe herself, and then Sami made sure she was wiped properly before helping pull up her onesie. Sami claps, and Sheri gives a big smile. Back at the sink counter, Sami refreshes her makeup and puts a touch of makeup on Sheri’s cheek. They both wash their hands and walk back to Jenn.

Jenn tells Sami, “I talked to Bill, and he promises not to tell anyone. Here’s his number. You can call him when you are ready.” Samantha had no thought of calling Bill, but she did take the phone number and put it in her purse.

Samantha says, “I have no desire to call him. It confuses me that we kissed. I was a little embarrassed. What I can’t understand is that we are friends. Why didn’t I get angry at him?”

To be continued…

Babysitting for a Hot Momma 4 Sam's Becoming Sami

Author: 

  • Jessica C

Audience Rating: 

  • General Audience (pg)

Publication: 

  • Novel Chapter

Genre: 

  • Transformations

Character Age: 

  • Teenage or High School

TG Themes: 

  • Voluntary

TG Elements: 

  • Appliances Attached

Other Keywords: 

  • Sweet Sentimental

Permission: 

  • Posted by author(s)


Babysitting for a Hot Momma 4
Sam's Becoming Sami


By Jessica C


Sam thought he had hidden away his femme side…
He was invited back, this time dressed as Sami…
Friends see Sami when she’s out…
=^_^=

Once they got back to Jenn’s, Marcy asked, “How long have you been friends with the Hartley boy?”

Sami replies, “I’m not sure. We were friends in elementary school, but we became closer in middle school. He’d watched out for me. He even picked me up and protected me when some boys started to beat me. Once, we even went to see a film. We sat together, and he shared his popcorn with me, because I hadn’t gotten any.”

Marcy asks, “Is there a possibility that he has some affection for you?”

“I never felt he had,” responded Sami.

Jenn, “I expected you to say, ‘ewe or something like that.” Jenn asked, “Did he ever ask you to go to a movie with him after that?”

Sami said, “He told me to tell him if I ever wanted to go see a movie together. We once went bowling with others. I wasn’t going to go, because I neither had a ride nor the money. Leslie was jealous; she was the closest to my girlfriend. She was happy when he moved up to high school.”

Marcy asked, “What would Leslie think of you dressing like a girl?”

Sami blushed, “I don’t think she’d like how much I’ve done, but she has treated me as a Ken doll a couple of times. That was in middle school. Sorry, but I can’t be thinking about all this.”

Jenn looks to Marcy, “I think you are doing well as Samantha. You have Barb Sterling and Bill Hartley, and I’d hope Leslie Herder could be added as a friend.”

Sami pauses to ponder what she just said. “Being with you two and Sheri is enough, more than enough for now…” Sami shook his head, “I can’t believe you are carrying a second child… We need to go, or I need to use the bathroom soon. How’s my makeup?”

Marcy giggles, “We could go and check your makeup, if you wish.”

Jenn says, “I think you are doing.”

=^_^=


Jenn wanted to talk to Marcy, and she asked, “Sami, would you be willing to bathe Sheri and get her ready for bed?”

Instead of answering Jenn directly, Sami asked, “Sheri, are you ready for a bath?” She lifted her arms when Sami approached Sheri and her Mom. “Good, Sheri.”

Sami carried her and got her tub and put it in the regular bathtub. Sami took off Sheri's outfit and then her onesie. The tub was filled with warm water and bubbles. Sami had the wand sprayer. She played with Sheri, the wand of water, and got her used to the water and bubbles forming in the tub. She found herself tearing at the thought of how pretty she was. Sami shampooed her hair and lightly washed her delicate areas. Sheri enjoyed splashing Sami. Finally, we were done. Sami was drying her off and carried her to her room. Sami used a onesie for the night and looked for a cute night shirt. Sami put a pair of socks on her and took her back to her Mommy and Aunt Marcy.

=^_^=


Sami excused herself to call my mother. “Hey, Momma, this is Sami… I stand corrected, Sam. But I need to talk to you; can you come over? …It’s not that late, and you need to go to work in the morning… The problem is, I’m beginning to like being Sami, but I’m not sure I should. My desire to dress and act like a girl is growing; I need to talk with you, please? I danced with Bill Hartley; he and his folks were at the Straw Hat. We even kissed… Mom, I know we’re friends, but. I give up, you’re not taking me seriously. Call me after work… If we go somewhere to eat. It needs to be some place we can talk seriously.” They soon ended the call.

=^_^=


Frustrated, Sami goes back to Jenn and Marcy. Jenn hugs Sami and has her sit with her. Jenn lets Sami talk. Sami is leaning into Jenn as they are sitting. After a while, she asks Sami. “Should I be doing something differently, and not treat you as Samantha? I don’t want to hurt you.”

Jenn changes the subject, “Sami, how much do you appreciate all that your mother does for you? And why did she ask you to wait until after work tomorrow?”

“No,” Sami grows frustrated again, “Why couldn’t she have just taken some time, better yet, take some time not only to listen but to be here for me! Is that asking too much?”

“Sam, your Mom is a single mom, that’s not an easy thing. Yet she’s done a fairly good job in raising you two. She has health concerns; has she ever burdened you with them? Did you ever think that for a single Mom, things could quickly change for her?”

Sami speaks up, cutting in on Jenn, “She has a good job; I don’t see that ending any time soon. She even gets away with friends now and then. That doesn’t look like it’s hard on her.”

Marcy asked, “Does she ever ask either of you to go with her to her doctor? When you are home, do you take time to talk with her after she comes back from work or the doctor’s?”

“She’s a Mom, she’s not expecting me to talk with her. She only goes to a GYN doctor. I don’t think she wants me to ask how that went?”

“Does she give you weekly spending money, more when you need it? Jenn asked.

Sam says, “Yes, but it’s not as much as other kids get. Roni gets more, and she even gets more if she asks.”

Jennifer asks, “Do you know how humbling it is that she usually can’t do something for herself unless her Mom or a friend helps her. You say, she goes out with friends. Do you realize that it is no more than once a month, maybe not for three months?”

“Sami, she’s helped you twice in the short time you’ve been here. Otherwise, it’s Mac and me who are treating you to the clothes and experiences. You’ve moaned about your Mom. You’ve gone out of your way to help me and to be there for Sheri. I suspect you’ve hidden this side of you away from your mom.”

“Sami, did I ever tell you about being there for my Mom? Like your Mom with Roni, it’s been something we just did. I like loving my Mother back, and most of the time it doesn’t cost much more than time. It seems being Sami, you enjoy being here with Sheri and me.”

Sami makes a big sigh, “I’ve enjoyed being here for you. You’re probably disappointed with me for being so insensitive to my Mom?”

“Unfortunately,” Jenn says, “I’ve learned not to be disappointed with guys. At sixteen, one should know better, but boys tend not to even think of it. Being Sami, I kind of hope that changes when you go home.”

Sami asks, “Do you think my Mom would want me to ask about her doctor’s appointment?” Sami says, “Roni wanted to talk to me about Mom, but I said, no thanks and walked away. She’s acted annoyed, but she didn’t stop me.”

“Doing things here is fun. I love Sheri; I feel like a big sister. You help me be Samantha. I’m becoming her. I wanted to share that with my Mom.”

=^_^=


Jenn says, “Let's change the subject. Tell me about you and Bill dancing?”

Sami smiled, “The frustrating thing about dancing with Bill and kissing was that I liked it. I was surprised but happy that he liked me as Sami. It frightens me that ¬¬-sometime people are probably going to know. Especially if I tell Mom that I might want to go to school as Samantha.”

Marcy asks, “Are you seriously thinking about doing that?”

“Yes, but right now, I need to apologize. I’ve taken her for granted and been insensitive,” whimpers Sami.

“Go to bed, Sami. Think about what you’d want to say, even better, how you’d like to show your mother that you love her,” said Jenn. “Come here for a hug and then off to bed. Sweet dreams.

Sami hugged Jenn and said goodnight to her and Aunt Marcy. Muttering to herself, ‘How am I going to have sweet dreams, having been insensitive?’ The top sheet rubbed against Sami’s nipples. It aroused her. ‘That can’t be, it felt nice, but it must be in my head. Thinking about his Mom, tears come to Sam’s eyes. “Should I give my Mom a gentle hug to show I care, or a big hug so she knows it’s from me, Sam.’ Oh, how Sami would like to be the one. Sami was awake for a while, but eventually fell asleep. She dreamed she and her Mom were having a good time. Mom was smiling as she was saying something to Sami… but then Sami woke up.

=^_^=


Sami was anxious for the day; she wanted to see her Mom and have the opportunity to show her she loved her Mom. Yes, she wanted to continue as Sami and explain that she wanted to be a loving and considerate daughter.

She started the day by helping Jenn. She expressed her thanks to Marcy, who was leaving this morning. She took care of Sheri; Sheri was awake and happy to see Sami. Sami celebrated that Sheri had gone all night without messing her onesie. Sami helped Sheri to use the toilet. Sami cleaned her and took her to the kitchen. Her Mother was ready to feed her daughter. “Sami, have a yogurt and fruit for your breakfast. We’re going shopping to get each of us an outfit before Mac comes home.”

Sami asked, “Is there a reason we are getting new outfits?”

Jenn said, “One, I want him to be proud of how much of a pretty girl you have become. Secondly, and more important to me, is that Sheri and I want to look our prettiest in something he hasn’t seen yet.”

Sami eagerly says, “Will he see that Sheri has changed, and wish he hadn’t missed being here?”

Once in the stores, Sami saw a soft terry-cloth pair of light blue shorts. She asked, “Would I look good in something like that?”

Jenn said, “Sami, that would softly yell about your feminine side. I suggest you also get that terry-cloth shell for your top.”

Sami says, “But that top hugs the silhouette of the mannequin.”

Jenn says, “You might not realize it, but that would show you off.” Jenn gave Sami both small and medium shorts to try on. Sami’s butt had a cute roundness that the shorts would show off. Sami came out to show Jenn what they looked like. Sami asked, “Would this be an inappropriate look for me?”

“Don’t be silly, we’re buying both a blue and pink pair of shorts, and a pink and white top.” Jenn said, “They will cost less than one nice outfit.”

Jenn found a Mother-Daughter set of sun dresses for Sheri and her.

Sami asks, “Does Mac know you’re pregnant?”

She giggles, “He knows it is possible, but I have not confirmed it with him. Remember, that is for me to tell him. Don’t you say anything about it.”

Once they got back, Sami changed into his new terry cloth shorts and top. Jenn sighed when she saw the teenage boy looking like a precious teenage girl. It was also the moment they heard Mac drive into the driveway.

Sami knew to let Jenn and Sheri enjoy their moment of greeting Mac. Mac came through the door carrying his luggage; upon seeing Sami, he dropped whatever he was carrying. He sighed, “Jenn, you shouldn’t force him to dress like that!”

Sami yelled out, “She didn’t, I did it to impress you. I thought you wanted me to act this way while helping them. I’m sad if you’re angry with me.”

Mac stretched his arms out and called for a hug from Sami, “You mean you embraced being Sami while I was gone?”

Sami’s Mom, Beth Larsen, came through the door at that moment, and she giggled as she hugged Sami. She whispered, “I’m glad you shaved your legs again.”

The five of them sat and chatted in the living room. Sam is staying in character as Sami.

Sami ran to her room, the guest room, and changed into her pink denim skirt. She took her time picking the printed blouse. She lightly did her makeup and went back to see everyone. “Mom, I’m sorry about being impatient last night. Jennifer had a good talk with me. Be it Sam or Sami, I want to be more appreciative of you!”

Mom replied, “I don’t know where that came from, but I appreciate you too. If you got dressed up to go out to dinner, we should get going. We’ll leave them alone to have their time together.”

“How about we go to Highland; there’s a new Asian restaurant to try out? …It looks like Mrs. Kincaid has helped you learn how to do your makeup as well as given you some sense of fashion.”

“She took me shopping to get Sami some clothes while I stayed there. Her sister Marcy came later and helped me some more,” said Sami. “You are better friends with Jennifer than I knew. Somehow, she knew that I was denying this side of me. I tried giving her a hard time, but I finally gave in.”

“I was so certain that you were against me exploring this side of me. I didn’t realize you and Roni were already trying to help me.”

Mom said, “Do you remember the time Ronnie said, 'If you want to go through some of her old clothes, she would help you?'

Sami got angry, “She accused me of getting into her old clothes, and that she wanted me to show you what I had gotten into.”

Mom hugged me, calming me down. She said, “I realized then what you were thinking. What we wanted was for you to explain to us what you liked and why. We had read a book in which a woman, Dr. Rudd, suggested that you write down your story about what you liked about wearing our clothes.”

Frustrated, Sam replied, “I was afraid that if I did that one of you would use that against me.”

“That wasn’t why we asked. Roni did want to tell you what was okay for you to wear, and what to do with the clothes that you wore. Finally, Roni suggested we see if Jennifer Kincaid would try helping you.”

“When we’re done talking, I want to suggest you take a shower. We can either go out to eat or order something in.”

There was a pause before Sami asked if she could go out with Mom and Roni.

Mom said, “Yes, you’re the one we invited. There is one request that you don’t keep apologizing.”

Roni asked, “Sami, please check your makeup. It looks like you rushed putting on your makeup.”

“Oh, yeah! I was in a rush to let Mac and Jenn have their space.”

Roni said, “If you have your purse, I will give you the money Mac gave in appreciation of you being here so long.” Sami received the money and quickly said, “It was too much.”

“Roni informed Sami, “That is what we agreed to, he was set on giving you twice that much.”

Mom said, “Billy called last night and left a message that he wanted to ask you out on Friday. Was he calling you, Sam or Sami?”

Sami blushes, “I’m not sure, I think he likes both of us. It would be nice if we could be friends.”

Mom says, “I don’t know if I’m ready for you to be dating another boy.”

Roni says, “Why don’t we go to eat and leave that discussion for another day?”

=^_^=


The next morning, Jennifer called and asked, “Would it be possible for Roni and Sami to come over next weekend. Sami already knows I will have a child in less than six months. Roni is in her senior year, so I know she will be extra busy. I will need one or the other.”

Mom giggled under her breath, “Well, that answers whether Sami will still be around. Sam, I think you have grown over the past two weeks. You now know Jennifer and Mac have been family friends for a long time. I will schedule an appointment for you with Dr. Pencraft as we’ve agreed.”

“Mom, isn’t Dr. Pencraft your women’s doctor?”

Mom said, “Yes, she is also Roni’s doctor. She may or may not become your regular doctor. Either way, I want you checked out by her just the same. Jennifer spoke up and said, “I will pay for the check-up.”

“Mom, I won’t need to put my legs in those stirrups, will I?” Sam says seriously.

“You will do as Dr. Pencraft tells you.”

To be continued…

Babysitting for a Hot Momma 5 I Can’t Stop Being Me

Author: 

  • Jessica C

Audience Rating: 

  • General Audience (pg)

Publication: 

  • Novel Chapter

Genre: 

  • Transgender

Character Age: 

  • Teenage or High School

TG Themes: 

  • Voluntary

TG Elements: 

  • Shopping

Other Keywords: 

  • Voluntary
  • Appliances Attached

Permission: 

  • Posted by author(s)


Babysitting for a Hot Momma 5
I Can’t Stop Being Me


By Jessica C


Sam thought he had hidden away his femme side…
He was invited back, this time dressed as Sami…
Friends see Sami when she’s out…
=^_^=

Because I insisted we stop to see Jenn at her home. Jenn was up, moving around as though nothing had happened. She was joyful and seemed to have her energy back.

She told us that with the winter break ending, she needed someone to be with her until it came time to deliver her baby. I said, “I know I’d need to be at school for physics and Mrs. Dabber’s Advanced Literature course.” I’d like to be here for you, but I don’t see how.” Mom said she would call my counselor on January 2 to see what could be scheduled and arranged.

When we got home and ready for bed, I had feelings in my groin that I thought felt like I was losing something, but nothing came from my penis, nor did my testes feel sore. Roni heard me moaning in my room, she came in and said stop that, at least calm it down, I don’t want to hear it.

Embarrassed, I told her what was happening. Roni said, “You sound like a young girl getting aroused, who doesn’t understand what your body is saying. Have you ever dreamed and felt like what you’re describing?”

Sami said, “What in the world are you talking about?”

Roni asked, “Would you like to be Jennifer when you aren’t in school?”

In the morning, Mac called asking if Sami or Roni would go shopping with Jenn and Sheri? Without asking either of us, Mother said, “It won’t work for Roni; I will need to be Sami.”

It used to be that I would never mind missing school. But being around Jenn when she was hurting, or the baby might be coming, scared me.

Mom called up to me, “Sami, put on some shopping clothes, you’re going with Jenn to do the last of her Christmas shopping. I’ve asked her to pick out something appropriate for you for Christmas. If you want to do some Christmas shopping, let her help you. Please take your Christmas list for shopping for others.”

With the money I received for helping Ma and Jenn, I finally had enough to get good gifts for others. I felt good about that. I was soon dressed and downstairs waiting for Jenn.

=^_^=


Mom received a call from Dr. Pencraft: “You have an appointment with Dr. Rose Parsons. She knows about you and is looking forward to being your doctor.”

“Thanks, Mom. When is the appointment?” Sami goes on his computer to learn who Dr. Rose is, and is surprised that she has only been a doctor for five years. Her photo shows a young and attractive doctor. But Sami worries about her lack of experience.

=^_^=


Jenn smiled when she saw it was me who would go with her. “Sami, you are dressed nicely. I am glad you agreed to go shopping with me. Mac won’t let me go anywhere without someone with me.”

Sami looked at Jenn and worried that Jenn could go into labor at any moment. Jenn said, “I couldn’t stay cooped up anymore, I need to be out and about. I don’t need to get anything more than what may hit my fancy. You have become dear to me; I hope we can just have a relaxing and fun time out.”

Jenn is tickled that I have a Christmas list in case we go shopping. “This is cute, Sami. You remind me of me at your age. Your eyes have the sparkle of a young girl doing this away from your mother.”

Sami said, “How can that be. I am stumbling trying to be Sami. It’s like being a young girl without her Mommy. I like doing this with you, it’s the first time I can be visible and happy as Sami. Don’t get me wrong, you are special in more ways than I can say, but I want my Mom to be here too.”

Jenn stopped the car; she quickly wrote a text and sent it. Then she turned the car around, and we were going back to my house. When we went inside, we heard my Mom say, “I’m in here getting ready, give me five minutes.”

Sami went to the door of the master bedroom and knocked, “Can I come in and be with you?”

“Yes, Sami, I’d like that.” Sami went in and sat at the edge of the bed. Sami watched her; it was a special Mom/daughter moment. Her Mom had already changed into a pretty dress and was now brushing out her hair. Not knowing it was now to the style Sami liked best. Sami got up and picked up the perfume she liked from her mother’s. Her mom used it and sprayed a little on Sami’s left wrist. She picked up a nice purse, put in what was important, and she was now ready. Amy hugged her daughter, and they went to find Jenn and Sheri.

“Thanks, Jenn, I’m delighted to be part of this time out shopping.” Mom hugged Jenn, and Sheri was now in Sami’s arms.

=^_^=


They drove to the larger mall, some twenty-five miles further away than their usual shopping mall. This was a bigger mall with over 150 stores. Sami asked, “Why haven’t I been to Orchard Grove before?”

Mom said, “Because there aren’t many specialty shops for men and boys. Your sister and I have usually been here.”

When we went in near the north end, one could see numerous stores and many people. We got a stroller for Sheri, and with a small bag of Cheerios and raisins, she was content.

Sami wandered out, looking around, and drifted into a boutique looking at skirts. Mom found me and said that looks nice, but we’re window shopping for now.

We had been looking for over an hour when I saw Leslie Herder look at me and then my mother. I turned away, but in a few minutes I heard Leslie and then her touch on my shoulder. She said, “When I saw Jenn, I began looking around for you. I heard you were the one I saw with Jennifer, but each time I saw Jennifer, she was with a girl I did not recognize. When I saw your mother and Jenn together, I recognized you. Is this how you’ve been spending your summer?”

I said, “Let me explain?”

Jenn spoke up, “Let me explain; he’s been worried about you seeing him as Sami. He’s dressed as Sami, so Sheri would be comfortable with her. Sami has helped me get to the hospital twice. She’s worked hard to be a passible girl for our sake.”

“You should talk to Barb Sterling before you pass judgment on Sami here. Sam has thought a lot about you.”

Leslie said, “Roni has kept giving excuses why I wasn’t seeing him. Part of what attracts me to him is that, despite his being shy, we became good friends before I started to have affection for him. You don’t know how unusual that is for me.”

Jenn giggles and then says, “Yes, I do, I’m married to one.” Leslie and Jenn laugh as they turn to Sami. “Sam said, your friendship is important to him, but I’m afraid you won’t take the time to know this side of him?”

“What? I see a cute girl, who’s not the friend I knew? I heard him talking; it was a girl I saw and heard. What will my taking time help?”

Sami speaks up, “Jenn, let’s go, this is what I was afraid of.” Sami turned to Leslie, “I’m sorry if seeing me as this hurts. I guess this has been bubbling underneath.”

Something Leslie heard touched something inside of her. “Sami, is it? I was wondering if I might shop with you for a while. It sounds crazy, but our friendship is on the line here. That’s been important to be…”

To be continued…

Babysitting for a Hot Momma 6 Leslie and Sami Renew Friendship

Author: 

  • Jessica C

Audience Rating: 

  • Mature Subjects (pg15)

Publication: 

  • Novel Chapter

Genre: 

  • Transformations

Character Age: 

  • Teenage or High School

TG Themes: 

  • Sweet / Sentimental

TG Elements: 

  • Shopping

Permission: 

  • Posted by author(s)

Babysitting for a Hot Momma 6
Leslie and Sami Renew Friendship


By Jessica C


Sam thought he had hidden away his femme side…
He was invited back, this time dressed as Sami…
Friends see Sami when she’s out…
Leslie sees Sami, and they meet…
=^_^=


Previously: We had been looking at clothes for over an hour when I saw Leslie Herder look at me and then my mother. I turned away, but in a few minutes I heard Leslie and then felt her touch on my shoulder. She said, “When I saw Jenn, I began looking around for you. I heard you were the one I saw with Jennifer, but each time I saw Jennifer, she was with a girl I did not recognize. When I saw your mother and Jenn together, I recognized you. Is this how you’ve been spending your summer?”

I said, “Let me explain?”

…Jenn spoke up, “Let me explain; he’s been worried about you seeing him as Sami. He’s dressed as Sami, so Sheri would be comfortable with her as her babysitter. Sami has helped me get to the hospital twice. She’s worked hard to be a passible girl for our sake…”

Jennifer said, “You should talk to Barb Sterling before you pass judgment on Sami here. Sam has talked a lot about you.”

Leslie said, “Roni has kept giving excuses why I wasn’t seeing him. Part of what attracts me to him is that, despite his being shy, he became a good friend before I started to have affection for him. You don’t know how unusual that is for me.” …Jenn giggled and then said, “Yes, I do, I’m married to one.” Leslie and Jenn laugh as they turn to Sami. “Sam said, your friendship is important to him, but I’m afraid you won’t take the time to know this side of him?”

“…What? I see a cute girl, who’s not the friend I knew? I heard him talking; it was a girl I heard and saw. What will my taking time help?”

Sami speaks up, “Jenn, let’s go, this is what I was afraid of.” Sami turned to Leslie, “I’m sorry if seeing me as this hurts. I guess this has been in me bubbling underneath.” …Something Leslie heard touched something inside of her. “Sami, is it? I was wondering if I might shop with you for a while. It sounds crazy to me, but our friendship is on the line here. That’s been important to me…”

=^-^=

Now: Leslie asked, “Jenn, Amy, and Sami, would it be okay if Sami and I went shopping on our own?” Shortly after they were alone, Leslie asked, “What were the tears in your eyes for?”

Sami patted dry her eyes, sniffled, and after some coaxing said, “I thought I hurt our friendship.”

Leslie said, “Sorry, I’m not sure what to think. Let’s take some time together and look at clothes.” They went to Express International. Les asked what Sami was looking for.

“Everyday skirts, blouses, may be a dress, or designer jeans, then panties and another bra,” confessed a hesitant Sami.

Les, “I’ll give you credit for nice legs… But seeing you as a girl is different for me. I don’t know how I feel yet. It’s our friendship that holds me here.” They reached where the skirts were on display. “What do you like, short like what you're wearing? Colors, blue looks nice on you, but you need more.”

Sami paused, hesitated. Les hugged her, “Sami, let’s trust our friendship.” Les saw one skirt Sami picked, and she picked two more. “Why don’t you try on these and show me?

Sami went into a changing room and first tried on a red print skirt that Leslie picked for her. She put on a white pullover that Les also picked. It was different than what she’d have picked, but Sami liked it. Sami and Les both approved to buy it.

Les handed her a pink colored blouse, indicating it was for the skirt that Sami had picked. Sami went back in to change outfits. She agreed the blouse selection was good for the green printed skirt. Sami and Les both liked the outfit, but chose not to buy it yet.

The knit skirt that Les chose, Sami chose a light cream sweater to go with it. When she liked it, both girls said it was a buy. Lastly, they looked at some dresses, and Sami decided to try on a red and black print long-sleeve dress. Les called Jenn and Mrs. Larsen to say they were ready to go to lunch.

When Sami came out to show the dress, Les, Jenn, and her Mom were there. It was a different look for Sami; they all agreed was a good look for Sami. His Mom took off the tags and purchased the dress, and had Sami keep it on.

Jenn knew a good place where women liked to eat. Sami chose a spinach salad with chicken. Mom, Amy raised her eyebrows and then smiled. Leslie mostly asked Amy and Jenn about Sami’s change. She said, “So you like that she’s transgender?” Her Mom, Amy, said, “Sam’s still a strong part of who he is.”

“Sami’s not the same as Sam,” Les said, “I’m sure I’ll like both. But she’s quite different from Sam.” Jenn asked Sami if she agreed.

Sami said, “I’m more talkative and more observant. Socially, I fit in more. I lack a lot of girl experiences, but I like learning, and I’m growing. I’ve worried about acceptance with those I care about.”

Jenn said, “Sami is the one I know; who will be dominant is not up to me. Amy, as a parent, is closer, but with Sam/Sami being seventeen, the decision will finally be up to her.”

Les, “But you see her continuing as Sami?”

“I think she said ‘her’ because that’s who she knows,” says Sami. “Myself, I’m not certain. What comes of my relationship with you, my family, and other friends will play an important part. I have seen Dr. Parsons only once so far; she will help me walk through this.”

Leslie asked, “Can we please talk about other subjects?”

Sami asked, “Mom, would it be okay for Les and me to each pick something for you and Jenn. Each of you would need to try on at least one of the items we picked?

Jenn giggled, “That could be interesting.” Mom agreed that it was worth considering.

Jenn soon paid our bills, and we got back to shopping. Leslie was the first, “Ms. Amy, I like this Skirt and blouse for you. And Sami picked a dress for a night out.”

Mom said, “You both made interesting choices.” Turning to Sami, she asked, “Are you going to set me up for a date?”

Les said, “We talked about you being asked by somebody; if you were looking nicer so someone would see you as an eligible woman and not just a mom.”

Jenn said, “You are quite attractive, and yes, I think both could be nice for you. Please try on both of them.”

Amy had changed into the outfit picked by Leslie; she changed her makeup and hairstyle as directed before she came out of the changing area. Jenn was noticeably surprised and noted, “Wow, Amy, that really changes your look. How do you feel?”

Mrs. Larsen said, “I wouldn’t have chosen it, but I like the look. Now, I will try on the dress Sami has chosen.” She went back to change what she was given. She called out from the changing room, Sami, I want you to come in and help me with the zipper.”

Sami muttered to herself as she stepped into the changing room, “Mom, what do you want. There’s no zipper. I assume you wanted to talk to me.”

Mom said, “You are right, but this is something your sister also wanted me to do. The dress is nice, I wanted to thank you and hug you before others see me and the dress. Do you really think someone would be interested enough to ask me out?”

“Mom, Roger Sanders has hinted at it, but you ignored him twice that I know of.” Sami said, “But it was Roni and Leslie who noticed it before me. All three of us would like you to enjoy yourself. We’re growing and don’t demand as much of your attention.”

Amy places a finger near Sami, so Sami will be quiet, as she is ready to step out and show herself off. She moved the curtain and took Sami’s hand to go with her.

Jenn and Leslie immediately smiled at Amy; Les looked to Sami, responding, “Sami, you did well. Look at how well your Mom looks. You picked the dress, and you got the right size. I’m impressed.” Sami and Les hugged as they listened to his mother. Amy was excited and talking to Jenn. “Did you put into Sami’s mind to do something for me?”

Jenn said, “I think they are back to functioning as friends… Do you like the idea of being asked out?” Amy smiled; she hadn’t thought about the possibility.

Roni called, “Mom, I am glad Sami and Les did what they did. We love you and want you to reclaim yourself as a beautiful woman. Sami sent me some pictures in the dress and the other outfit. I would like us to get together and celebrate with you.”

Jenn, hearing what Roni said, “I would like to go with you, but it has already been too long a day for Sheri.”

Sami said, “Let all of us go home and plan to go out tomorrow night. Everyone should be there.”

To be continued…

Babysitting for a Hot Momma 7

Author: 

  • Jessica C

Audience Rating: 

  • Mature Subjects (pg15)

Publication: 

  • Novel Chapter

Genre: 

  • Transformations

Character Age: 

  • Teenage or High School

TG Themes: 

  • Voluntary

TG Elements: 

  • Fancy Dress / Prom / Evening Gown

Other Keywords: 

  • Sweet and sentimental
  • Baby Born

Permission: 

  • Posted by author(s)


Babysitting for a Hot Momma 7
Leslie and Sami Renew Friendship


By Jessica C


Sam thought he had hidden his femme side…
He was invited back, this time dressed as Sami…
Friends see Sami when she’s out…
Leslie seeks and finds Sami…
Sami in the delivery room w' Jenn…
=^_^=

Leslie excused herself and was gone; I looked to my Mom and Sister and knew to focus on us as a family tonight. Once we were home, my Mom gathered Roni and me. “I’m so proud of you two. I want to thank you, Sami, for giving us tonight to be family. I’ll thank Leslie tomorrow. I love you two choosing outfits for me. I’ll be delightfully surprised if I have any male admirers.”

Roni spoke up, “Sami and I will think it’s about time.”

Mom’s phone rang. She answered, “Jenn, it’s a surprise that you’re calling so soon. Yes, I’ll listen. What? You’re kidding... No, we’ll be right there…” Mom hung up, “Girls, out to the car, Jenn’s in labor, and we’re taking her to the hospital.”

Sami quickly responded, with her skirt and a different blouse on, she was quickly ready. Roni said, I need a minute to get ready. The next sound was Sami running out of the house. She ran the distance to Jenn’s place, seeing Jenn sitting down with her hospital bag ready. “If you’re okay, I’ll get Sheri ready. Mom and Roni will soon be here.”

Jenn says, “I need you to go in with me to the labor room.”

“Shouldn’t be Mom or Roni?” Sami asked.

“They can take care of Sheri; you’re the one who practiced with me. Sorry, but I’m used to you. I want you by my side, can you do that?”

Sami had Sheri ready. Sheri now likes to walk like a big girl. They were now back to Sheri’s Mom. Sami whispered, “Could Roni take care of her …here? It could be long or short with the baby; Sheri is used to sleeping here.”

Amy drove up with Roni, and they were coming in. Jenn said to Sami, “Okay.”

Sami said to Roni, “Could you stay here with Sheri? We’re afraid the hospital will be too much for her.”

Roni asked, “Why don’t you?” …Sami, “Jenn has asked that I stay with her.”

Roni looked to Jenn, and Jenn confirmed, “Yes, Sami’s being my coach.” Roni looked a little miffed at Sami being asked over her. Mom suggested to Jenn, “Why don’t you and Sami sit in the back seats?” Mom picked up Jenn’s day bag for the hospital.

It took a short trip to the hospital, and nurses came out with a wheelchair. Mom parked her vehicle, and I went with Jenn. Jenn insisted that she tell the registrar to allow me to check her in. Her nurse said, "Enough, we’re taking you to the OB floor."

Once Sami checks with Jenn, Nurse Denise leads her to wash up and put on a mask. Jenn tells Denise, “Sami has been in two of my Lamaze classes in case Matt couldn’t be here.” She smiles and takes Sami’s hand. “You’re comfortable being here, aren’t you?” Sami rolls her eyes.

“I’m honored to be here with you. Please take some cleansing breaths.” The nurse suggests she relax. “She dilated to five, she’ll be ready shortly.” The next check is at eight. Dr. Alexis Sands steps in. She shares niceties with Jenn, “I see you’re training another young woman.” Dr. Sands turns to Sami and asks who she is.

“I’m Sami. My sister was previously her helper. I helped to take care of Sheri as a toddler. Jenn took me into her confidence. I’m learning as we go.”

Jenn closes her eyes as pain builds and then releases its grip. Alexis checks, “Okay, Jenn, you can start pushing.” An hour later, nothing more has happened.

Over the intercom, “A mister Mac Kincaid is here.”

Alexis says, “Denise, choose someone to go and inform them that Mac Kincaid can get ready to come in if he wants, but he can’t come in at this point… Sami, you continue to be Jenn’s helper… Jenn, when the urge comes, push.” It is a short time before the returns.

Sami encourages, “Jenn, relax again, take some cleansing breaths.”

“Young lady, where did you learn this?” Alexis asks.

“Lamaze and from Jenn as we practiced,” Sami says. She uses a damp cloth on Jenn’s forehead. Jenn smiles, Sami asks, “How do you feel?” Sami offers Jenn some water. She takes two sips. She takes a deeper breath as she feels the urge to come again.

Alexis, “Jenn push harder this time.” She watches as Jenn begins to push, “Keep pushing, push, okay, relax, but I expect the call to push will come sooner from now on.” The next time she pushes, Sami’s face grimaces. She changes her hand holding.

Alexis checks Jenn, “The baby’s head is crowning, with each urge push, I may ask you to push harder, or to let up.”

Sami says, “Shouldn’t Mac come in now?” …Denise pats Sami, “You’re doing well; we’re not changing coach. Her smile shows a mix of emotions, but her eyes remain sharp, and her voice to Jenn is soothing. Time is passing, but everyone is too busy to notice.

Alexis says, “Here’s the head, and the left shoulder is coming.”

Jenn says, “I can’t push.” Sami rubs Jenn’s shoulders and says get ready, you can do it!”

Alexis, “Okay, here comes the urge, push and push harder, you’re doing well!” The shoulders are through. Now, a good push and keep it, don’t let up.” Alexis says, “She’s here. Relax for a moment, we don’t know how soon the next baby will want to come.”

Sami, “So there is a twin?”

Mac is allowed in, and he sees the baby, “You’re doing well, Jenn.” It is twenty minutes, and the next baby is ready to come. Mac is ready to step in, Jenn asks, “Let Sami continue.”

The baby girl is wrapped in a warm baby blanket. Mac goes to look at her. Jenn has another sip of cool water. The urge to push start up, Sami is coaxing Jenn. Fifteen minutes and a baby boy comes. Alexis calls for Mac to cut the cord.

Jenn calls, “Sami, thank you; you stayed focused.” Dr. Sands asks, “Sami, can I offer you as a coach for others?” Alexis’ smile conveys that she did well, and others knew it.

Denise brings over the little boy and places him on Jenn. Denise takes Sami to wash up and change into a clean smock. Sami, you are to be commended for how well you did.” They were taking Jenn and the babies to her new room on the OBYN floor. Once Jenn was settled and had some private time with her babies. A nurse, Angela, would be caring for Jenn and the babies only.

Nurse Denise asks Sami to stay with her for a moment. “Your Mom signed allowing you to be in with Jenn. How do you feel about helping your friend to have her twins?”

Surprised and kind of not; she’s strong with her thoughts. I thought she would have gone with my Mom or Roni, but once she chose me. I felt honored that she chose me. It wasn’t as sweet and clean as I thought it would be.”

Denise, “How do you like being treated as a girl?”

“I’ve seen myself as a girl; I know biologically I appear as Sam,” Sami says. “The last seven months, I’ve usually been Sami. It’s like I’m living out how I feel inside. Can I go now?” Denise gave her permission.

Sami finds her way to family in the waiting room on the OB floor. Mom has her arms open to receive Sami, “I hear you did very well as Jenn’s coach?”

“Mom, I wasn’t ready for that, but it was awesome to be there for Jenn. I know I’ll never be able to have a baby, but “I’d still like to be a girl.”

Mom says, “Speak of that, Leslie asked me if it would be okay if she asked you, Samantha, for a date. She said Sami is ok with your nickname. She says you need a regular first name; for now, she’s calling you Samantha. I agreed that it is a good name.”

“Shouldn’t I get to choose my first name?” asks Sami.

Mom, “I am the one who names my children, and I like Samantha, young lady.”

Sami’s phone buzzes, “Hi, Les… Yes, that was exciting… I’m told I did well, but I haven’t gotten in to see Jenn and the babies. I’m excited to know their names. Mac and Sheri are in now. Jenn’s mother won’t be here for two days if she can get a good flight… Hey, my Mom said, you suggested my having Samantha as my girl name. Mom says, it’s a done deal.” They talk some more. Sami puzzled, “I like them, they’re both women singers? I don’t know all the words to their songs.”

“It will be easier once you hear them in concert with all of us singers…”


To be continued…

Babysitting for a Hot Momma 8 Leslie Dates Samantha

Author: 

  • Jessica C

Audience Rating: 

  • General Audience (pg)

Publication: 

  • Novel Chapter

Genre: 

  • Transgender

Character Age: 

  • Teenage or High School

TG Themes: 

  • Voluntary

Other Keywords: 

  • Friendship rings
  • Accepted as another girl

Permission: 

  • Posted by author(s)


Babysitting for a Hot Momma 8
Leslie Dates Samantha



By Jessica C


{Highlight to read} Sam thought he had hidden away his femme side…
He was back, this time dressed as Sami…
Leslie sought & found Sami…
Sami is out on a date with Lesley...
=^_^=

First, there was her husband Mac, Grandma, who had picked up Sheri from her home where Roni was watching her, and third, Jenn’s sister Barbara came and insisted she needed to see her next. My Mom wanted to pick up for Roni, though I thought Roni would be home by now.

It was 8:30 p.m. when Sami got a call from Jenn: “Sami, I wish you had gotten to see me back in my room. I understood the family being anxious to see me nd the babies. But you are such a part of our family. I liked you speaking to me; I know it had to hurt at times when I dug my fingers into your hand. My Mom couldn’t believe that I had a girl who was a boy with me. I was chided by her.”

Jenn paused, and I spoke up, “All I was worried about was if you thought I did well by you?”

“You did great, and I was glad Dr. Sands agreed with me that you were the one to be there for me. Hey Sami, I would like to name the girl for you.” Sami paused, and tears came to her. “Do you know what your mother would have named you if you had been a girl?

“My girlfriend Leslie says my girl name, not my nickname, should be Samantha. My Mom’s now calling me Samantha.”

Jenn says, “I like that, Samantha June Kinkaid, it will be. Come to the hospital tomorrow, and you can give Samantha a bottle while I nurse Jason. Will you do that?

Sami was home when the doorbell rang around 5:30; it was Leslie, ready to take Sami out on their date. Leslie looked at Sami and asked, “Are you ready for our date?”

Sami’s Mom walked into the room, and she asked, “Sami, why aren't you dressed and ready for your date?”

Sami said, “No one told me it was to be for tonight?

Mom said, “I did also, and I told you to call Leslie if you wanted to change it.” Sami remembered now.

“Can you give me twenty minutes to get ready? I could use the break. I’m sorry.”

Les said, “Hurry and get ready; we’re going to a nice restaurant.”

Sami hurries upstairs, “You look very nice, Les.”

Sami noticed she needed a shower, and was quickly in the shower, and soon out again. Sami had chosen a pretty dress that Jenn had bought her. She brushes out her hair into a relaxed style, does her makeup, and checks her appearance in a full-length mirror. She prepares a purse for the evening. When she walked back downstairs, she checked the time she had taken.

“I am sorry it took me so long to get ready.” Leslie extends her hand to Sami. They say goodbye to Sami’s Mom.

Walking out to Leslie’s car, Les says, “I’m impressed how well you got ready quickly.” Sami felt good with the compliment, and quickly gave Les a peck on Les’ cheek.

“I’m excited about going out with you, Samantha,” Les smiles. “I kind of like being the one choosing where we’re going and having you waiting to know what we are doing tonight.”

It dawned on Sami that she was at Leslie's beck and call. Les brings her to the jewelry department and shows her several friendship rings displayed there. A saleswoman came and said to Leslie, “I am glad to see you back. I take it that this is your special friend.”

Leslie turns to Sami, “I would like to give you one of these friendship rings. Would you please pick the one you would like? I want our friendship to embrace your many facets.”

There were several that Sami liked, but one that looked like two silver strands joined together in a simple loop is what Sami chose. She said, “Shouldn’t we have two, one for each of us?”

The saleswoman measured the ring finger on their right hands, and soon their friendship was displayed on their fingers. Samantha hugged Les.

They stopped for a nice dinner, and Leslie took them to tour the Nancy Stole Art Museum. A smaller museum that attracted mostly women and girls. Samantha soon became enthralled in art crafted by women, or especially pleasing to that part of her. “I love this Leslie; the birthing of a child is one thing I will not get to enjoy.”

Small cups of wine were offered as part of that night’s showing. Despite being a little young, they were both served. Samantha began to tear and then hugged Leslie. Leslie embraced Samantha, saying, “This caps a beautiful day.”

Sami apologized, “Sorry, this is all too much for me.”

Les said, “No apology is needed, both Jenn and I embrace a beautiful part of your being. May it only grow more.”

A woman from the Museum approached them to ensure they were well or to provide needed help. Marilyn visited with the two; she loved their story. She gave each of them a year’s membership as ‘Women of the Museum.’ Saying, We’re honored to receive both of you. I have given two hundred-dollar donations in each of your names.”

Sami asked, “How can the museum afford to do that?”

Marilyn responded, “I did it for two of my sisters. It does my heart good. Hopefully, I can have you as my guests, come the annual dinner.” The three hugged, agreeing to make it happen.

=^_^=

Leslie took Sami home and walked her to the front door, where she kissed Sami, saying, “I had a lovely time. I hope this solidifies our friendship for life.” She kissed Sami again and started to walk away. Sami started through the door where her mother said, “Invite Lesley in to talk.”

Sami called to Lesley, “Please come back; I haven’t told you how much I enjoyed everything.” Lesley stopped, not sure what she should do. “Please, with sugar on top.” They both started to laugh.

Once Lesley had complied, Amy Larsen came to the door, “Would you come in and tell me some of what you did tonight?”

Mom Larsen saw the rings and knew they were part of what she wanted to hear about. Amy was recalling some of her memories about being with her girlfriends. Happy that Sami was having her own experiences. But Amy was listening and celebrating that the two girls were still friends.

To be Continued…


Source URL:https://bigclosetr.us/topshelf/fiction/109538/babysitting-hot-momma