Gay Lingerie Stories

45,061 results
Orientation
Length
Source
Infinite Scroll

Laura's Lingerie Ch. 01

by xxxbob on Sep 16, 2017
Transsexuals & Crossdressers

**This chapter is based on a true story** *** I don't know when I discovered my love for sexy lingerie, and I especially don't know when it developed into an addiction. I certainly hadn't been interested in the knickers of any of my family members, but my girlfriend Laura's had always excited me beyond belief. Laura was my first proper girlfriend, and I w...

A Dress Up Party with the Girls

by bigrusker on Sep 12, 2017
Group Sex

I stood there in the mirror, contemplating what I was about it do. Do you have what it takes to do this? I asked myself. At this point, it didn't really matter. I could hear the four giggling girls downstairs and despite only having arrived a few minutes ago I knew they had started the party quite a while ago and had already had a fair amount of wine. But t...

Pretty Chris-tine Ch. 02

by jealouscuck on Sep 26, 2017
Fetish

My wife, Sharon, and I were lifelong friends. We eventually began dating and then got married. The idea that eventually shaped part of our sex life was her grandmother remarking that I was too "pretty" to be a boy. She thought that my complexion and clean looking face was attractive. One time as a lark, Sharon asked me to let her put makeup on me. I initiall...

Halloween Cross-Dressing Bash Ch. 04

by BOSTONFICTIONWRITER on Sep 16, 2017
Transsexuals & Crossdressers

"If I knew you a bit better, I'd tell you the other half of the story relating to the name of the shop and what my ex-husband tricked me to do, but it's a bit risqué and I'm embarrassed that I fell for it," she said with a sexy laugh. "I'm too trusting and it's only something that I would do. I should have known better," she said hanging his dress back on th...

Silky Stockings

by dirtyjoe69 on Sep 16, 2017
Transsexuals & Crossdressers

I can't remember the first time I put them on but I have come to love the feeling of silky stockings as I pull them up my long legs. It doesn't stop there either. After I first started wearing ladies stockings I took it even further. I know love wearing bras and panties as well. I just love how soft they feel on my body. My cock always responds in full forc...

A Job You Wouldn't Believe

by daeron on Sep 14, 2017
Exhibitionist & Voyeur

Don't laugh, but I wanted to apply for a job at a lingerie shop. The kind where the hottest women go to get the most lacy leathery or just revealing garments, that they'll do what we can only imagine in? Not possible of course; well unless the guy was gay and the owner was hip. Maybe the owner thought having a gay guy on staff would make the place more chic...

What If... Pt. 05

by LawrenceOTaase on Jun 4, 2019
Loving Wives

(Reading parts 1, 2, 3 & 4 will help understand the flow of my story into the world of bisexual pleasures) *** After that smoking session with Harry I tried to rationalise my feelings. He and I had now been playing with each other's cocks for a few months now. His big, thick and hot 10 inches mesmerised me whenever I saw it, and Harry never missed an oppor...

The Spirit of Lady Macbeth Pt. 06

by alyssawinters on Oct 19, 2020
Transgender & Crossdressers

As the early morning came Angus looked out the 2nd floor window to see Rosemary Josh and Thad hop in her BMW SUV. He thought Thad looked like a real jock wearing his running shorts and shoes with his college's logo on his t-shirt. Pulling back he watched the car move down the single lane from their home to move out of sight before reaching the county line r...

Kissing Crossdressers Pt. 02

by Candyboi on Sep 13, 2017
Transsexuals & Crossdressers

I awoke the next morning still dressed in Carla's purple panties, stockings and matching bra. The rampant rabbit and the dildo were beside me on the bed. There were traces of the lip-gloss on the duvet and the heady, pungent smell of cum. Carla's panties were stained with the stuff. I figured I had a lot of cleaning and clearing up to do. I felt a sense of...

Forced To Have Sex As A Girl

by TammyPanty on May 11, 2020
Transgender & Crossdressers

Forced To Have Sex As A Girl My wife and I were married for over 45 years. She was eight years older than me and one evening during our 30th year of marriage after we had finished having sex she told me sexual intercourse was not something she enjoyed doing as it was uncomfortable for her and she would prefer if we just stopped doing it completely. I was a...