Sissy Srudent Sex Stories

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Christian College Sex Comedy Ch. 12

by FinalStand on Sep 25, 2017
Group Sex

*Wakefulness is a race we cannot not win; Sleep is remorseless as all salvation should be* (Once more, to Frontma for coming through for me) (Yes, this tale is supposed to be somewhat humorous and outrageous too. While not always comedic I'd like to think it is mostly a good-natured romp.) I woke up to every heterosexual teenage boy's second favorite dr...

A Gift in Disguise Ch. 18

by Talespin on Apr 13, 2020
Novels and Novellas

I was awakened early Sunday morning by the incoming call on my cell phone. My phone's caller ID read "Blocked Caller." Damn! I get way too many spoofed-number sales calls during the week, but seldom do any come in on the weekend. If I think it's a spoofed number, I let it go to voicemail. Since it was Sunday, I had decided to answer this call. "H'lo?" I mu...

Growing Pains

by Spoox on Feb 8, 2020
Romance

Tip: This is a slow burner loosely based on my experiences. If you want something to wank off to, skip to the chapter First Date and the options that lead off from there. Don woke to the electronic buzz from his alarm. He rolled onto his side and reached for the snooze button. On pressing it, he heard the familiar pitter-patter of feet on the stairs. "G...

Billy's Sissy Adventures.

by Trom1806 on Apr 22, 2025

You are Billy Atkins, a white male student at Hayne College in Hautenville, California. You are 19 years old. For some reason, you were always called "Billy" and not "Bill" or "William." Probably the reason is that you are not tall (about 1 meter and 58 centimeters), your arm muscles are not developed, and your face is somewhat...

Hot Blonde Student Ch. 02

by Boxlicker101 on Sep 12, 2017
First Time

Jenna Peterson was grinning in eager anticipation as she knocked on the office door of Brian Hanson, the high school's assistant dean of students. Her session with him the previous day had started out with her being worried about being expelled from school, but had ended with her giving him a great blow job. It had been so good for her that she had also gott...

A Sissy Saga Ch. 16

by Snurge on Sep 15, 2017
Novels and Novellas

It was after supper, but the evening sun still shone through the lofty windows of the gymnasium to catch dust particles floated weightlessly in its slanting streams of light. A naked young man who promoted the delicate aura of a fragile girl stood fumbling over his words before the seated figure of Miss Twist, groping helplessly for an excuse to explain the...

The Craziest Sexy Love Story Ever

by silkstockingslover on Sep 13, 2017
Anal

Summary: Straight white, black stud, cheerleader, nerd & submission Note 1: Although a rather unorthodox love story...this is a Valentine's Day 2014 Contest Entry because I wanted to try something different and because I believe love can occur in so many ways. Note 2: Choosing a category for this story was a struggle as the more I wrote the more the st...

Auntie Jean Drummond Lloyd Ch. 2

by Sissy Adele Howells on Aug 31, 2017
Fetish

Auntie Jean sat on a chair behind the bar. She pulled me onto her lap, cuddling me against her orange dress. Kimberley had gone over to her husband. Kevin had his arm around her. They both were kissing, to show they were happily married. Auntie Jean stroked my hair. Karen had left the room, but soon returned wearing a black, lacy dress. Auntie Jean farted qu...

A Sissy Saga Ch. 12

by Snurge on Sep 15, 2017
Novels and Novellas

Poppy returned to the dormitory much earlier than had been planned. Most of the students at the Grange were in special detention and occupied in doing things in preparation for Open Day, but he was no longer a proper pupil and for a while that afternoon he was a free agent. He was feeling active and restless, but he arrived to find the room occupied by the...

Sissy Amy Loves Mummy Belinda Ch. 01

by Sissy Adele Howells on Sep 17, 2017
Fetish

My world had turned upside down, when realising that my favourite fantasy was about to come true. The story that I am about to narrate, is about my obsession of being a kinky, sissy, little girl. Everything seems so real and I could not stop myself from falling deeper into this kinky world of fantasy. For the benefit of the reader I am forty eight years of a...