Perverts 'R' Us
Jenny's World
By Jenny ( b/g, b/g/g, anal, fist )
This is a continuation of the tale of the life of Jennifer, a transvestite/trans-gendered genetic male, who grew up in central Indiana in the sixties. It was a time when sexual abandon and drugs were commonplace and not "seen" by the ruling class. Things happened in those days that would not be tolerated in today's world. There were very bad people out there and there were those who would be considered bad today.
Bad then meant causing pain to someone or forcing them to do things they would not normally do, which was different from today. I am Jenny and I happened to grow up around not-bad people, and some "good" people. I liked the "not-bad" people the best. I had fun and was made to feel really nice by these people; unlike the "good" people who didn't like the others.
As you know (or should by now) I am a lifelong TV/TG. I have been wearing girl's clothes since I was a young child. For whatever reason, I have found myself involved in sex play since the age of five or six. I have never regretted the things I have experienced; in fact I have enjoyed almost all of my adventures and would not trade them for a "normal" childhood for any reason.
Mine is, was, and hopefully will continue to be a world where I am a sex toy for others. If you think it is degrading, then you need not be reading this. If, however, it excites you only half as much as me, read on.
I was introduced to sex by a girl, and then educated about sex by men. I have used men and women and have been used by them with never a time that I remember that either party regretted any part of it. Some of the best sex play I have ever participated in has been with kids and for the most part they have initiated it.
Let me tell you the story of a 9-year-old girl named Jo that I met when I was a little over 16 years old, but not quite 17. Jo's parents were never around, and so she had lots of private time for experimenting with things sexual. Her mom was a statuesque blonde by anyone's standards and her dad was an ex-athlete and built to the hilt. They would spend days at a time away from each other and from Jo, leaving her to her own devices.
Her devices were many and varied, especially with her mom and dad being very much into sexual experimentation and the toys available in those days for use in such adventures. I did not know Jo before or soon after her deflowering. I came to know Jo several years and an education later.
When I met Jo it was in a city park that had plenty of shrubs and trees placed over the well manicured lawns. I was sitting on the bank of the creek, wondering what to do with my day when one of those blow-up balls came rolling by me and almost into the creek. I caught the ball with my legs and as I reached for it a small girl, blonde, in tight short-shorts that let just about half of her ass cheeks hang out and her pussy lips I could see were being spread apart by the tightness of her shorts. There seemed to be a wet spot right between her legs which I spent a bit more time than I should have examining without (I thought) her noticing.
She giggled and asked if she could have her ball back. I just flipped the ball at her flat little chest and as she caught it she fell backwards and really exposed her girl parts to me. She fell backwards and landed right on her cute little ass with this surprised look on her face that made me chuckle.
She looked up at me with her lips pouting and said that since I had hurt her bottom that I had to kiss the boo-boo. I just laughed and reached down to help her up. As I took her hand and pulled she managed to come to her feet from between my legs and rub herself against my rapidly hardening member on the way up. When she was on her feet she smiled up at me and asked me if I was going to kiss her boo-boo. I said sure and bent over to kiss her sweet little ass but she jumped and said, "not here".
She grabbed my hand and led me behind some bushes twisting her little behind in a seductive manner that belied her age. She didn't say a word, she just hooked her thumbs in the waistband of her shorts and pulled down exposing her bare little bottom; she wasn't wearing any panties. I asked her where her underwear were and she told me that she didn't wear them anymore because they just kept getting torn. Then she grabbed me by my arm and pulled me down to her face and whispered "if you'll kiss my boo-boo I'll make you feel good too!"
You really don't think I wasted any time do you? I immediately buried my face between those perky, smooth, and soft little butt cheeks and proceeded to use my tongue on her pouting little asshole. I licked just enough to elicit the uncontrolled response of her pushing her butt into my face and then stopped and asked her if she felt better now. She only told me to shut up and lay down on the grass on my back.
She didn't have to tell me twice and when I was down she pulled my shorts down to around my ankles. I wasn't wearing any underwear either and when she saw this she just giggled her little girl giggle and said "yer undies must have got torn too, huh?" then reached out and took my throbbing boy-cock in her hand and squeezed it. Then she began to jack it off as if born to it.
As she was pulling on my boy-cock, she twisted her young body around so that her hairless young pussy was just above my face and slowly sank down until my mouth was covering her firm little pussy lips. For such a little girl, her pussy lips were extremely puffy, yet firm and the scent of fresh young girl-pussy hung in the air around her long, skinny legs.
I just inhaled deeply and touched the little button with the tip of my tongue and wiggled it slightly. Her hips bucked up at my touch so violently that she might have broken my jaw had I not moved quickly.
"Suck on it, daddy" was all she said and began humping the air, trying to reach my mouth with her pussy. Her cunt lips jiggled as she strove to reach me, they were red and puffy and slightly damp. I could see the moisture glistening on the inside just where they parted enough for me to see inside her little slit.
Her little butt pucker was reddish-brown and seemed to wink at me. I dove in between her legs and began to coax her juices from her fat little pussy. Her taste was sweet/salty with the faintest hint of little girl-pee.
I kept at it until her young pussy was pouring out girl juice like a grown woman. She wiggled and hunched and bucked all the while moaning between sharp intakes of breath each time I suckled her tiny clit. I began to use my finger on her pussy-hole, but she grabbed my hand and guided it to her tight little butthole. I took the hint and slowly slid one finger into her opening.
As I got deeper into her ass, she began to push against my hand trying to get more inside her. I didn't want to disappoint her, so I went just a bit more forcefully, inserting another finger alongside the first. I would put them inside her as deeply as I could, then spread my fingers apart inside her to stretch her out a bit as I pulled them slowly out.
I did this until she felt loose enough to accept another finger and on an in-stroke I added that third finger, much to her delight. She groaned as she sucked in a deep breath and shuddered in ecstasy when she came.
As her humping motions slowed, she pulled off of my fingers and jumped up to straddle me with my young boy-cock standing straight up, pointing right at her little pussy. But instead of coming down so that my cock entered her cunt she moved just enough so that my dick slid right up her young asshole. Her bung-hole was so tight it almost hurt, but loosened up as she began to milk my boy-cock with her talented muscles.
I told her I was about to cum and she just humped me faster until I sprayed my milky white boy-cream inside her. When she felt the cum splattering her insides she squealed and began to cum as her ass muscles spasmed on my dick.
She just sat and wiggled around in circles on my pole until it finally softened and slipped out of her. When it did a river of my cum and hers streamed out over my little balls and down my ass crack to wet the ground under me.
When I looked up there was a little black girl watching. I started but Jo said it was her friend and that she might want to play too and motioned her to come over to us. The little girl looked to be about the same age as Jo and her coloring was light like a deep tan.
It turned out that she was 10 years old and as horny a little girl as I have ever met. Jo told me the girls name was Jalene, Jay for short. And short she was, only about four feet five and weighing in at all of 75lbs. The best part was her pronounced bottom, making her little mini skirt stick out in the back.
She just giggled and nodded her head, pulled her skirt above her waist and pulled her pink cotton panties down past her knees and let them drop to her ankles before kicking them off with a little flourish. I was lying down on my back and without further ado, she stepped over me to straddle me and just sat down.
Jay started rubbing her pussy all around on my limp cock until it absolutely sprang to attention. When it did she just changed her angle and allowed my dick to enter her tender young pussy.
I had never seen a young teen's white cock sliding into a dark brown pussy before, but as I watched her riding my cock I enjoyed the sight. My shaft was glistening with girl-juice as it was pulled out of her and her cunt lips acted like a squeegee squeezing the juice off of my cock as it re-entered her hot brown cunt.
My balls were soon soaked again and the sounds of our fucking were almost drowned out by Jo's moans as she was frigging her little cunny with not fewer than three of her fingers. I shook her and told her to cum sit on my face. She did and I sank my tongue as deep into her little-girl slit as I could and kept it there licking her insides and swallowing all the young girl-cum I could get.
I was ready to shoot my cum into Jay's hot brown cunt and mumbled it around Jo's fat little pussy lips, but Jay paid no attention and kept humping my boy-cock. I felt my dick swell and Jay must have as well because she sank herself onto it as hard as she could until I thought her cunt would swallow my balls as well as my cock.
When she was as full as she could get she began squeezing my dick with her pussy muscles, milking it until I began to shoot deep inside her. She shuddered and shivered in her state of bliss, let out a deep sigh and came on me. My cum and hers gushed out of her from around my shrinking cock as she wiggled her ass around in circles on top of me.
I was exhausted and must have dropped off to sleep for an instant because when I opened my eyes I saw Jo and Jay with their heads buried between each others legs, wiggling and humping so hard that they looked like a single entity having an orgasm with itself. Jay's little brown bottom was hunching against Jo's face and looked so cute I couldn't help but reach over and caress the soft brown and round globes of her butt.
She began sticking her ass out at me so I decided to see if she would tolerate something probing her little brown butthole. Sure enough she hunched her young ass back at my finger and began to fuck it while Jo ate her little pussy and sucked my cum out of it. With my finger still buried in Jay's young ass Jo rolled out from under her and came around to my other side and pushed her ass against my other hand and told me to do her too.
So there I laid, in a public park with two naked little girls each with her ass impaled on one of my fingers and the young girls hunching my hands and moaning and screaming "fuck me please fuck my ass hard, daddy!" They came several times that afternoon and really soaked my hands; which, of course made me have to clean all that young girl-cum off and of course they wanted to watch me lick it all off. I didn't disappoint them. And they helped some.
Once again if you like this story let me know and I'll continue the saga of Jenny the transvestite/transgender and her sex adventures in the sixties. Write to me at hrnytvjen@yahoo.com and I'll be sure to write back as soon as I can. Wishing you nice dreams of young pussies and asses, Jenny