Gay Sissy Brother Stories

4,160 results
Orientation
Length
Source
Infinite Scroll

Ricky

by jakladd on Aug 18, 2017
Gay Male

Allison stroked firmly up and down Ricky's cock, jacking him to a quite pleasurable hard on. His luscious naked body twitched at the attention his cock was receiving, his tight stomach was taut and flat and his charming chest glistened in the late afternoon light. Allison was wearing only a thin pair of simple string bikini panties and her shapely hips accen...

David's Final Undergraduate Year

by WittePiet on Sep 1, 2017
Gay Male

BOOK IV. David's Last Undergraduate Year [Books I to III should be read first] Chapter 48 Jon When I investigated my pet topic of drystone walling, I found that organisations already existed to promote repair and training in drystone walling, so that a trust along the lines of the Afforestation Trust was not necessary. What was necessary however, was a tr...

Kiss the Darkness Ch. 04

by Chancem77 on Feb 4, 2020
Gay Male

Alexander was laying on the bed in his chambers. Sleep was slowly drifting over him. His eyes were heavy and his breathing steady and calm. He'd stripped his outer clothing off so that he was clad only in his tunic. He lay on his side, one leg slightly bent at the knee and tucked beneath his out stretched leg. His arms rested against his chest with his hands...

College Teacher

by amyredek on Aug 18, 2017
Gay Male

CHAPTER ONE Quentin College was a place that I had taken a fancy to when I was studying for my doctorate at University and was very pleased when I received a letter asking me to attend an interview. I was one of twenty there that day and I progressed into the next interview of ten and finally for a third visit of just three of us for a position in such a pr...

Lake Cascade Ch. 01

by TheCandyManCan13 on Sep 16, 2017
Gay Male

My name is Dave Burnell and I live in Portland, Oregon. This story is about my introduction to the greatest sex of my life. I was 24 and going to Portland State University, studying Engineering. I had a beautiful half-asian girlfriend with big ol' titties named Catherine who I would fuck as often as I could and we often got into some kinky shit. But this sto...

Arabian Nights Ch. 01

by ruetheben on Oct 22, 2019
Gay Male

(Please note: This chapter is technically two chapters combined into one to serve as an ample introduction, so it'll be lengthier and have less sexual content than future chapters.) ~ ~ ~ Coming to the gym early in the morning was the best decision we could have made for ourselves. Sure, it's much quieter and there are less people potentially minding our b...

A Boy Who Came In from the Cold Ch. 14

by SadieRose on Apr 3, 2019
Gay Male

CHAPTER 14: PULLING THE DEVIL'S TAIL By Sadie Rose Bermingham © 2006 ATONEMENT: Rayne woke up alone, which of late was so unusual that he took his time to assimilate and appreciate the space in which he found himself. He felt groggy and in need of a good long shower but he was not as sore as he dreaded he might have been. The bed was large and clean and...

A Boy Who Came In from the Cold Ch. 09

by SadieRose on Apr 3, 2019
Gay Male

*All the usual rules apply. No part of this story may be taken or reused without the author's permission. Because I Say So!!* "Seven o'clock!" Rayne Wilde protested, in the face of Ant's frantic questions and Daniel Leland's silent, implacable disapproval. "You said I had to be back by seven and I 'am'! For Christ's sake, I dunno why you don't just lock me...

Juan Gets Mace(d)

by DavidPatrick on Sep 14, 2017
Gay Male

This is a follow up to "Lightning In A Bottle." If you have not read "LIAB," then you may want to seek it out for context before reading "Juan Gets Maced." ***** Chapter One As the new guy bent over the water fountain, the first things I noticed were his legs and his ass. His legs were muscled and covered with fine, blonde hair, and his ass cheeks were di...

Speech and Debate Pt. 10

by DAMackey on Aug 28, 2017
Gay Male

I hope this chapter will ease some fears and tie up some burning questions. This chapter is a doozy! There's a lot of ground to cover so it's an extra-long addition this time. Longest one yet, by far. I hope you enjoy it! There are still more chapters on the way...and a possibility of a side line extension once this main series comes to a close. Fingers c...