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…