Virgin Boy Stories

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Anal Training Ch. 01

by Catchandrea2397 on Jan 20, 2020
Transgender & Crossdressers

This is the first in a series of sissy JOI training instructions. I want to provide real instructions that can be followed and enjoyed by anyone (well by any submissive sissy wanabee). Please only read this however if you are over 18. Feedback is welcome *** Day 1: Hello pet. Are you ready to have some fun? Are you ready to begin your training? Get...

Pool Game

by AnonGLNV on Sep 1, 2017
Group Sex

I've been a model for two years now and I basically just do neighborhood newspapers and stuff. I've always been proud of my 36-24-32 figure, but lately the jobs just stopped coming. So I took up baby sitting. It was all really routine, I baby sit a twelve-year-old boy, he spies on me changing, I get fired for being a slut. Except one time... I got a job bab...

My First Love

by Bakeboss on Sep 17, 2017
Loving Wives

I grew up in a different age, we were all so innocent back then. Girls wore dresses and flats and you said 'yes sir or yes mam' to your elders. I met my first love at a high school football game. I went to the game with a neighbor of hers and we bumped into her there. Her name was Rita she was there with a bunch of kids, some I knew but most I just knew of....

Let Me Do You This Way

by MonetAA on Sep 15, 2017
Fetish

I am 18, and I have always been a nice girl. Last year, I had a boyfriend, Ron, who forced me into typical sexual experiences, getting all he could no matter how much I resisted. At first, I tried to remain slightly virtuous, but the more I experienced, the more I disliked denying myself pleasure, and soon craved what every girl wished for. I wanted to enjoy...

Vacation Getaway Ch. 04

by meraena on Sep 13, 2017
Group Sex

Meanwhile a few doors down, Papi was still involved in his orgy with the young eager sluts. He had already cum two times only to be brought back to hardness again by the mouths of his teenage whores, who were unwilling to let this thing come to closure until their appetites were sated. Papi knew he only had one more orgasm left and made the most of it by hav...

A Spanking for a Bad Kitty

by SultryKitty on Sep 13, 2017
Anal

Sometimes. . . I tease. Sometimes. . . I love to be teased. He’s not at all the kind of man I fantasize about. Nothing of my dreams. Just a friend. A silly little virgin. So naive and clumsy. I adore an experienced man. Not a virgin. After a couple bowls, we went back to my house. I stretched out on my bed to relax, while he perched on the edge. Like...

Hubby Drop To Thy Knees! Ch. 02

by Ashesh9 on Sep 17, 2017
BDSM

CH. 2 :HUSBAND , BEND OVER & PART THY NETHER CHEEKS !!! Her ringing , humiliating command was heard all over the field “Husband, bend over the Punishment Table, bare thy delectable, horny bum & part thy nether cheeks for Thy Royal Monarch’s Pleasure !!! Immediately!!! Do it now, boy !!!!” The sweet girlish voice, the Commanding tone, the embarrassing Orde...

Great Study Date

by russeltrust on Sep 16, 2017
First Time

"Look, here, Frank," Elise said, taking the textbooks off of the bed and putting them on Frank's desk. "I didn't really come over to study with you tonight. I came over to fuck you, silly." "You did?" Frank exclaimed, a look of total shock on his face. "Of course! Why do you think I wore such a tight top and this little, flirty cotton skirt. Because it's h...

The Cabin Boy

by OneSilky on Sep 16, 2017
Romance

Foam blew across the forepeak like scudding clouds as the British 74 gun man-o-war raced down the side of a wave. Not quite at storm level, still the wind was blowing swells of ten feet and more, and the mighty warship climbed up one side and flew down the other. The crew that had been up on the Flemish Horses far above the deck taking in sail were now bel...

Boundaries

by salimak on Sep 13, 2017
First Time

How am I going to tell this story? The idea of sharing with everyone, my first time, I have wanted to for so long, it has been such an erotic idea to play with, an auto-invasion of my own privacy. Finally, I dare myself. The first time with anyone? Or with a white guy? They were the same actually. My first time with a guy was with a white guy. Right, this...