Gay Aunt Sissy Stories

1,282 results
Orientation
Length
Source
Infinite Scroll

Nephew's Readjustment Pt. 07

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments, ideas and feedback are welcomed and sought after! ***** Cynthia did indeed end up masturbating herself silly later that evening, rewatchin...

Nephew's Readjustment Pt. 05

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments, ideas and feedback are welcomed and sought after! ***** That Sunday was a slow one for both Cynthia and her nephew. She was up nice and ea...

Nephew's Readjustment Pt. 08

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments, ideas and feedback are welcomed. ***** Once her nephew had left, Cynthia got to work. She skimmed through the pictures and video she had o...

My Coming Out Party

by eviltwin52 on Jun 1, 2020
Gay Male

I knew this day would arrive eventually. My wife and Mother insisted on it. Many times they'd sit and talk about me as though I wasn't there giving them pedicures. Pedicures. It's not as easy as it sounds. Cindy, my wife decided that I needed to get some skills and literally took me to the local community college and enrolled me in a class that trained gir...

Nephew's Readjustment Pt. 10

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments, ideas and feedback are welcomed. Please be aware that that chapter may be considered more intense and negative. ***** That evening was di...

Nephew's Readjustment

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. ***** Cynthia's life had improved drastically in the past two years. Most people would consider getting a divorce at thirty years old pretty bad. A divorce due t...

Nephew's Readjustment Pt. 09

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments, ideas and feedback are welcomed. ***** She watched his morning jerk off ritual. She imagined that with what she had put him through so far...

PIXIE Sissy Stripper Ch. 02

by EROTICbearscribe on Dec 24, 2019
Gay Male

Sunlight played peekaboo through the blinds and woke Benji from the best sleep he'd ever known. He opened his eyes and breathed deeply. His eyes adjusted to the bright light and he looked around the strange bedroom he found himself in. He noticed a fuzzy pink sweater draped over the back of a chair in the corner of the room. There was also a pair of yello...

Nephew's Readjustment Pt. 11

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments, ideas and feedback are welcomed. Please be aware that that chapter may be considered more intense and negative. ***** Nicholas took sever...

Nephew's Readjustment Pt. 02

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, chastity, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments are always really appreciated. ***** Nicholas' next day was filled with confusion. He had difficulty focusing on his classes beca...