Gay Aunt Sissy Stories

1,282 results
Orientation
Length
Source
Infinite Scroll

My First Gay Orgy

by yvetteinpanties on Jul 4, 2018
Gay Male

Note: autobiographical, not fiction. Lucky me. *** The idea of sucking cock did not appeal to me for the first 50 years of my life. Then, the love of my life left me, claiming I was too dominant to put up with. In an emotional turmoil, I began to investigate websites about how to be less dominant. Web searches for such things as 'female led relationships'...

Nephew's Readjustment Pt. 17

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. ***** The next week went slower. He was studying for his final set of exams, and Cynthia didn't want to interfere too much with that. Not that she had to. One lo...

"You Go First" 01: Jake Said

by donaldelliott11 on Dec 24, 2019
Gay Male

[Thanks to Ken N. for editing me. This is a story about eighteen-year old college freshmen discovering the pleasure they could give each other when girls weren't around.] *** I didn't lose my virginity until I was in college. In fact, I had very few dates at all in high school because I was so shy. I had no idea why some male and female classmates were so...

"I'll go first," Donnie said

by donaldelliott11 on Jan 21, 2020
Gay Male

"I'll go first," Donnie said This is the fourth story in this series. You will want to read the other three. https://www.literotica.com/s/you-go-first-01-jake-said https://www.literotica.com/s/you-go-first-02-john-said https://www.literotica.com/s/you-go-first-samantha-said Most authors love feedback. Please let me know how I did! Voting is nice, too,...

Sissy's BBC Submission

by tawnysuede on Sep 19, 2017
Gay Male

Chapter 1 - First Contact "Tyler! Snap out of it - you're staring again, and he's noticed!" Jack's voice whispered hoarsely in Tyler's ear as the hot water from the shower drummed across his back. There were just the three of them left in the shower now. Basketball practise had been over for more than half an hour and the most of the players were showered...

You are a Sissy Pt. 03: Body

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello. Hello, sissy. You have come back. You have come back again for another session. Welcome back, faggot. My sexy sissy faggot bitch. I am so glad you have come back. But you have no choice, do you, sissy? You have to come back. You need to come back. You need to hear my voice. It is the voice of truth. The voice that tells you what you are. What you tr...

You are a Sissy Pt. 02: Public

by Roland15Rollin on Dec 24, 2019
Gay Male

Welcome back, sissy. Welcome back, my little sissy bitch. We came so far in our first session. You came so far. You once thought you were a man but now you know better. You are not a man. You have never been a man. You are a sissy bitch. And that makes you so happy. So fulfilled. You love being a sissy bitch. A faggot. A gay little toy for real men to use...

You are a Sissy Pt. 07: Cuckold

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello, princess. Hello again. I see you are back. That pleases me, sissy. It pleases me that you have come back for more of what only I can give you. The truth only I can give you. And we have come so far together, princess. We have come so far exploring the depths of your sissy feminine mind. And your mind is feminine. Make no mistake about it, princess....

You are a Sissy Pt. 06: Slave

by Roland15Rollin on Dec 25, 2019
Gay Male

Hello again, princess. Welcome back. Welcome back yet again to our journey through your mind. Our journey through your feminine girlie mind. We are almost there, princess. We are almost to the end of our journey together. I know that makes you sad but it's okay. It's okay, my sweet sissy. It's okay because we have more to cover and I will always be with you...

You are a Sissy Pt. 04: Women

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello again, sissy. Hello, my sissy bitch. I am so happy that you are back yet again. You love coming back to continue our sessions, sissy. You love coming back because I am helping you. You need my help. You know you need my help, sissy. You need to come out of the closet and let the world know what a gay cocksucker you are. You need to let the world know...