Gay Caught Wearing Lingerie Stories

14,494 results
Orientation
Length
Source
Infinite Scroll

Payback

by ace1984 on Oct 15, 2017
Gay Male

Johnny couldn't believe the turn his night had just taken. It had started out like many other nights, but he knew that it would end very differently. For several months, he and his partner, Tom, had been in the business of providing entertainment at gay parties. They would typically spend most of the party dancing with the boys while wearing nearly nothing....

Nephew's Readjustment Pt. 18

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! Last part. ***** Cynthia took her nephew out again the next day under the pretense of it...

Bringing Out the Sissy in Fred

by 0ra1Master on Aug 18, 2017
Gay Male

"Yessss.., ooh yesss, aahhh! yesss! That's it! Thaat's iit! God it feels good, so good! Ohh Sammy! Fuuck mmee! Yessss, yessss, fuuck, fuuck, yesss!" Mary Pats nails were digging into my shoulders; her ankles were hooked on my ass cheeks. I wasn't sure who was riding who but it was what it always was, a great fuck. "Give it to me Sammy! Harder...., h.a.r.d.e...

Abused by a BBC

by Experimental901 on Oct 24, 2018
Gay Male

Thank you so much for reading my first written submission! I've wanted to write erotica for years now but I've never really had the courage or the time to get started, until now! I realize I may have some work to do and I would gladly accept any advice or future story requests that you may have! * I had always considered myself straight. I'd had a few girl...

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...

The Coach and I

by CAPervert44 on Oct 19, 2020
Gay Male

Every girl in high school I knew wanted the head football coach. They all thought he was sexy. In my senior yearbook there were photos of the coach with the cheerleaders. They all but said they wanted him to fuck them. And none of those cheerleaders knew that just a couple of years later I was sucking his cock and I was his sissy-boy. I was spending long...

Cadogan Street Carpark

by PicturePainter on Sep 16, 2017
Gay Male

My name is Peter and I am 49 and married but a secret sissy cocksucker. I have a very dirty secret. The feel of women's lingerie against my skin makes my 6 cut cock harder than steel. And it's more than just the cross-dressing. I am bi sexual and I would love to submit to dominant older or younger men. I remember as a child my older sister Janette had the...

How Did I Get Here

by bart_allen on Oct 15, 2017
Gay Male

I found Wendy on OKCupid. She was just another face as I scrolled down, albeit a fairly attractive one. I clicked on her profile, glancing over it: she was older than me, which is not usually my type, and she was six years older than I at thirty two. She had a darker natural red hair in shoulder length cut, but a sort of light olive complexion, and pouty lip...

Aquata Cove Ch. 23

by Feare909 on Sep 14, 2017
Gay Male

Chapter 23: Work Day Morning came from the outside. Adam smiled as he slowly woke up, rubbing his arm right next to Merrick - best he's slept in weeks. Merrick drearily woke up with his head on Adam's pec. He snuggled up to him and kissed him tenderly, "How you feeling, babe?" Adam muttered as he rubbed his leg against the other. "So much better...~" Merr...

Recruited as a Man-wife

by Benstrauss on Aug 18, 2017
Gay Male

Ben knew it was coming because Lucy's breath, previously deep, regular and accented with small moans, started to quicken. The rhythm of her hips quickened too, arching up to increase friction, demanding more intense stimulation from his fingers against her clit. And all too soon the moans became shorter and shorter, more and more high pitched, until her body...