Gay Sissy Toilet Stories

3,030 results
Orientation
Length
Source
Infinite Scroll

Research Pt. 02

by eviltwin52 on Aug 18, 2017
Gay Male

Please read Research part one first. ***** "So in summation I submit that although a certain portion of the male population engages in homosexual acts, they aren't homosexual at all. No, they are under-endowed males who wish they could have heterosexual relationships but whom women shun. Through aggressive parenting, peer pressure, and social activities th...

The Making of a Middle-Aged Cumslut

by drmweaver705 on Jul 15, 2020
Gay Male

It was almost three o'clock in the afternoon and I had just checked in at a hotel on the edge of town. I took a good look around the room to ensure it was as bland and impersonal as the rest of this franchise hotel. I stowed my luggage bags in the closet. I closed the blinds and drew the curtains, rendering the room quite dark. I turned on the bathroom light...

Converted to Gay

by bart_allen on Sep 14, 2017
Gay Male

This story is partly inspired by messages from fans, with slight adjustments. Thank you for reading. ***** I wanted to share with you one of my current projects. A twenty five year old male by the name of Eric. Nothing too special in the looks department, but not too shabby either. He was neither heavy or slim, perhaps a slight softness to him. His eyes we...

How I Became a Sissy Pt. 02

by Yngwhiteboi on Jan 16, 2019
Gay Male

I wake startled and suddenly remember where I am. I feel the weight of Abduls arm on my waist. I gently pick up his arm and lay it next to me. He rolls on to his back, now snoring. My asshole is sore and I have an incredible urge to empty. I slip out the bed, look at the clock, it's only 0530. I creep to the bathroom and close the door. I turn the light on,...

House Rules Ch. 07

by EROTICbearscribe on Aug 7, 2019
Gay Male

WALKING THE WALK "We're going to have a visitor today," Daddy announced during breakfast one morning. He was wearing a suit because he had a business meeting. He looked very sharp. My daddy was so handsome. I was such a lucky sissy. When I asked him who was coming, he told me it was Miss Marguerite. "Miss Marguerite from The Beauty Mark?" I asked. L...

How I Became a Sissy Slut

by DixeenormousToo on Sep 15, 2017
Gay Male

I wish I knew I had these sissy urges when I was younger. Who knows, instead of getting married, having kids, and living the "American Dream," I might have discovered hormones, worked my body into shape, and become a tranny porn star. After all, how often does the American Dream really work out anyway? I'm unhappily divorced, my oldest is on his 6th year of...

Seduction by Shaving

by magmacdowel on Sep 5, 2018
Gay Male

It all started in Women's Studies. I was chatting with some half-closeted freshman who couldn't be bothered to come out and say what he wanted - to fuck my little sissy ass - when the professor started calling around the room for answers to a question I hadn't even heard. I turned to my roommate, Dylan. He was 6'4" and built like Superman, and I'd have let...

My First (but not last) Cock

by DixeenormousToo on Sep 16, 2017
Gay Male

I started late in life on my journey to being a cocksucker, a year or so after my 50th birthday. I had spent years and years of fantasizing about being on my knees, a big, throbbing, boner down my throat and being rewarded with a hot, thick load of man cream. But I should slow down, my dick is already stiffening just typing those words and I need to get this...

Wife and I Get a Roommate Ch. 01

by tonyl65 on Sep 25, 2017
Gay Male

It was the early 80s; I was taking a full load in college and working full time. At nineteen I was making good money, going to school, and just married my high school sweetheart. I know it was too young, but it was 80's and I thought the only way out of my parent's house was to get married. We were married for a year now and, at twenty, we had a nice two bed...

Sissy Dream Come True

by Sjen451 on Oct 6, 2020
Gay Male

It was Friday and I had one job left before I could start my weekend. I didn't have much planned other than watching some of my favorite sissy porn and playing with a few of my larger dildos. Not too exciting, but it's how I spend most of my weekends when I don't have other plans. Today I wore my red lace panties under a pair of black break-away running pa...