Gay Dress Socks Stories

5,368 results
Orientation
Length
Source
Infinite Scroll

Buggered by the Bodega Man

by RSchwuler on Sep 14, 2020
Gay Male

CW: financial exploitation, physical roughness, WS, allusions to homophobic persecution in other countries. This is a nasty little one-off with a lot of findom elements and might not be your cup of tea. On feedback: I can't reply to anonymous messages, so if you want a question answered you need to use an email or leave a comment here. Thanks! ---- The...

Bride of my Father-In-Law Pt. 03

by RSchwuler on Jul 13, 2020
Gay Male

Standard warning that appears in all my stories: this is a very over the top, far-fetched work of fantasy. It contains lots of humiliation, light feminization and taboo sex between a man and his father-in-law. Please skip if it's not your thing. Otherwise, enjoy. -- I looked at the bedside clock. It was 6:30pm. I had arrived at Roy's penthouse only an hour...

Unyielding Competition

by endthedream on Aug 30, 2017
Gay Male

We had just had sex. It used to be that we made love. Or he made love not to me. I made love to him. It was so stupidly ironic—I couldn't stand him for a long time. He did not pursue me or even speak to me. But he did do that a hundred times over, by avoiding me, looking away from me when I accidentally looked at him. We had had student housing at Traylor U...

Will They Remember?

by thebikinilover on Aug 30, 2017
Gay Male

Another Saturday night and I needed a blow job. I quickly showered, pulled on my new black nylon bikini briefs and set off to my local bar to see what I could pick up. The bar was busy, but no Saturday night bait caught my eye. Half an hour later I was ready to leave when two very drunk studs staggered in and ordered a couple of drinks at the bar. "Two vo...

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,...

Crossdresser's Unexpected First Time

by kprice1984 on Nov 27, 2017
Gay Male

Just want to say firstly, that this story is 100% true. Secondly, it was much better in person. I'm just getting around to writing it after several years. ***** I'm a 20 year old guy, very good looking, easy to get girls. Brown hair, green eyes and a sexual appetite that's hardly ever satisfied. I had always had a craving or tendencies towards being a lit...

Skye Boat Meeting

by hamishmcl on Aug 18, 2017
Gay Male

This experience happened in May, a couple of years ago, when I was motoring round Scotland. I was on the ferry from Mallaig to Armadale. It was quite a windy day. As you know. it always appears windier on board, even when you are on a small car ferry due to the ships passage. Well, I walked out of the cabin area to go down a deck and the strong wind lifted m...

To Blow a Toe

by TheEnchantress on Aug 18, 2017
Gay Male

I was bleary-eyed at eight in the morning. When I got to work, I grabbed a bagel from the pantry and headed to my desk to boot up my computer. I listened to my voicemail while eating and then logged onto the internet to do some research on the real estate market. I was always looking for new land to buy. An instant message window popped up in the corner of...

Chris Donaldson Ch. 04

by tazemebro on Sep 15, 2017
Gay Male

Chapters 1, 2 and 3 tell the story of Chris and Justin, roommates in their sophomore year in college. Justin is an athletic frat boy with lots of animal charm, and quickly turns the sexually inexperienced Chris into his live-in submissive. Justin's volatile and violent personality, however, eventually frighten Chris into asking his Resident Advisor for new q...

Miles's Revealing Clothing Teases

by sweetcobs84 on Oct 9, 2018
Gay Male

Disclaimer -- Miles and I, as well as the other students involved in this story, were all 18 years old and seniors in high school at the time the event described below took place. * Miles and I grew up together. We lived within about 5 blocks of each other; went to the same elementary school, and our moms took turns carpooling us to/from school. We also hu...