Growing Up CH1

Chapter One: I start a babysitting job

First I’ll explain myself. It was one more year ‘till I got my learner’s permit. I was a freshman, not masculine, slim arms and hips, narrow shoulders. I grew long dark brown hair that I kept hidden mostly under a cap or a beanie and sometimes in a ponytail so nobody really noticed how long it was. Brown eyes. I was pale, long legs, a few inches over 5 feet, fresh white skin with ruddy cheeks, (the zit demon had skipped me over). Hairless arms and nearly hairless legs, just a very light fuzz. I certainly didn’t shave yet. But I had a butt! I wore jeans and cords all the time and my butt looked good in the mirror, tight and round and kinda bulgy.

I was an only child. Mom didn’t pay much attention to me, but she was happy when I got a job and was out of the house. Dad ignored me once he figured out I wasn’t going to be a football player. I didn’t have many friends outside of school really. There were kids I talked to in class but I didn’t go to their house or they to mine.

Somehow I was offered a babysitting job for single woman, Twyla Morgan, so she could go out in the evenings. The Father was gone, divorced. It was a nice enough two bedroom condo, two story. She worked some during the day but not every day. They seemed to have money, maybe from the divorce settlement. Nice things in the house, a nice 4 door beemer in the garage, a big TV.

Cindy is a 5th grader. Curly Blond hair, blue eyes, cute kid, cute enough in fact to stare at but I made sure not to. We just sat on the couch as soon as I came in and both looked at the tv.

“I’m going out with the girls, not super late, I mean it’s a school night.” And then” Gotta look good!”

Mrs. Morgan checked herself in the mirror at the bottom of the stairs. She was tarted up in a leather skirt and sheer black nylons, hair curled, smelling good, feminine, sexy. It was her I was definitely staring at. She had hips! Hips and boobs and they were out on display! She was a little bit taller than me and with the black stack heels she was wearing towered over my head at least 5 inches! I felt quite small. I had met her a few times before but she was always in her around the house attire, sweat pants, flannel shirts, hair tied up. I thought of her as the same age and therefore the same basic whatever… as my mother, just a housewife. But now she was wearing a satiny blue blouse with the black leather skirt and black stockings. The blouse was open a bit and I could see cleavage. I could see a bit of the lace texture of her bra telegraphing through the satin. Her dangly earrings chimed as she got her things together and I gave her a good stare. This was a woman!

I had never touched a girl. Like sexually. I knew I liked girls, I just never had. Playing and laughing but kisses no. There was holding hands when I was much younger, lots of looking and smiling.

I loved looking at pictures, mostly the Sears catalog at the bra and lingerie section. Silk and satin and lace were invigorating to my young teen libido. I had seen my dads few playboy mags a while ago but they seemed to have been thrown out. The grown women with their shocking bush of pubic hair, soft focus and glowing skin and then pink inside made my face feel hot. It was a revelation to me. I liked seeing the female form with all those intimate decorations like stockings and garters, panties and bra cups, corsets and negligees, sheer satin, lace and chiffon. I wanted to know how it felt to the touch those things, what flesh and skin felt like through them.

I had begun masturbating a lot. My penis was not large, most of the time it was tiny. My little balls had no hair yet and my peenie protruded a mere two inches like a little finger. When I pulled it and rubbed it enough though it would get hard and extend to a pointy 4 ½ inches which I had measured. It was about as thick as one of the magic markers that came in the set of colors nd smelled like sweet things when you took the cap off. I liked rubbing it on things like my pillow and a fuzzy blanket. One or two times I tried rubbing with a pair of my mom’s underwear from the hamper and the silky texture felt thrilling on my boner but the conflict of it being my mother’s undergarment kept me from doing it very often. When I got her panties and put them on though it was always sufficient to make my pecker hard and tingly. When the sensations of rubbing and touching got too intense and I felt like I might pee by accident I would stop and relax and try again a little while later. When I was left home alone for a long time and I had some visual stimulation I could get to that feeling three, four, five times in an afternoon before I got tired of it.

One reason I took this job was the chance to look at Twylas underwear drawer and play with things when the girl was asleep and I had the whole place to myself.

She and I talked about nothing much, how bad TV was, school was “just OK”. Friends?, not a lot. Mom? “She’s ok.” Mine? “Doesn’t like me. Dad doesn’t either”. She looked fixedly at me and said “I’m sorry, that sucks.” I got a little jittery with her blue eyes drilling into mine. Her lower lip is a lot bigger than her upper lip.

I was watching the TV, studying the furniture, stealing a glance or two at Cindy on the couch beside me when I finally noticed, a few down in the stack of magazines… a Victoria’s Secret catalog! The Holy Grail! Now I had a plan! When Cindy went to bed I was going to play with myself looking at the gorgeous models on those hallowed pages, with their silky hair and longing eyes and perfect skin, luminous and cinnamon, and that lace and lingerie that looked good enough to eat, like frosting on a cake. And I was going to get into the drawers upstairs and rub myself with Mrs. Morgan’s panties! Plan!

“Do you like Victoria’s secret?” OMG she saw me! She pulls the catalog out and onto her lap beside me. “I think they’re sooo pretty” I gulp and answer “Me too!”. She flips the pages slowly and I’m riveted. Satin & eyelash Babydoll, lacie strappy-back slip, georgette halter negligee, lace and mesh teddy, lightly lined underwire cups, snap closure at bikini bottom, satin and lace halter gown, plunging neckline, open back, nylon satin and silk. My stomach felt fluttery.

Suddenly she just up and says “Do you want to Play dress ups?”

Cindy leads me upstairs to the larger of the two bedrooms and shows off the walk in closet full of clothes and her mom’s lingerie. There is an amazing amount of stuff, several drawers full in the dressers in the bedroom! Cindy seems intent on finding some outfit she has in mind while I take advantage of being left alone and run my hands over and through the wealth of silk and satin, lace and frill and stretch and mesh. This is Mrs. Morgan’s intimate clothing. This part cradles her ample breast, that strip of cloth touches her crotch. Everything smells of her perfume, actually combinations of several perfumes. It’s really sexy, intoxicating, I want to feel the things that touched her skin touching my skin.