Briefs Stories

21,071 results
Orientation
Length
Source
Infinite Scroll

A Sticky Situation

by realpussyboy on Sep 19, 2017
Transsexuals & Crossdressers

This story is entirely fictional... * My boyfriend, Scott, has gotten himself into quite a predicament, and I don't know whether he even knows yet, but he will before too long. He's been throwing up for weeks now and seems to be able to eat only white bread, which he normally hates, and potatoes. He's also tired most of the time and has been sore in unusua...

My Need: Crossdressing

by TheBigVoyeur on Jul 27, 2020
Transgender & Crossdressers

Dear Wife: There was a list of things, my peculiar fetishes, that you said you were struggling to understand and accept. I hope that this note, my second of its kind, helps you get your head around another of my quirks. All I ask is that you hear me out, at least try to read all of this before galvanizing your opinion of me. And believe that I am opening u...

Roles Reversed Ch. 01

by Thunderbear on Sep 3, 2017
Erotic Couplings

She watched him from the couch, with her headphones on, with some concern. His head was turned, but she could see his form under the sheets straining. Was it the sleep apnea, that kept her up at night, or some other thing? All of the sudden his back arched up off the bed and he inhaled explosively; she pulled her headphones off and started to come off the...

I'm A Cuckold. This Is My Story Pt. 04

by TyrannosaurusRacks on Sep 25, 2017
Fetish

"Does he blow us together, or will he suck our cocks separately?" Kevin asks Doug. "Whatever you want" says Doug. "I'm sitting this one out. I can get it anytime I want. He's all yours guys." "Deepthroat?" asks Marcus. Doug nods. Kevin smirks and says "I doubt it". I wonder what I've gotten myself into. Hearing this, Matt springs up and drops his shorts...

Naked Embarrassed Tom Ch. 02 - Exposing Tom, All Inclusive

by tosoaronhigh on Dec 31, 2017
Exhibitionist & Voyeur

Tom, Kevin, and John climbed off the plane into the humid heat of the Dominican Republic for their week long all inclusive vacation. The boys had always talked about taking a trip like this, but until now, there was always something that stopped them from going. An hour later the boys made their way from check-in to the suite they'd be calling home. Kevin...

The Two Dads Turn Me Out

by SteveLeonard on Oct 3, 2018
First Time

It was 9:00 in the morning and already it was scorching hot outside so I called my girlfriend Rachel to see if she wanted to hang out at her pool today. She lives in a house that overlooks Mission Bay here in San Diego and it's got an amazing pool in the backyard. "What do you mean you're not home?" I asked as I popped a coffee pod into my Starbucks Versimo...

A Fitting for a Tux Plus

by carlyle2 on Oct 15, 2017
Fetish

I am a white guy, most people I know say I'm handsome and I'm in pretty good shape. I was a runner in school, so my legs are quite muscular, which in my experience most women seem to like. My only physical shortcoming is that I have a tiny penis. It's not just small, it's barely there - 3 inches hard and 1 inch soft and very thin. Well, I also have a littl...

Holiday Romance Ch. 04

by Flaouterakh on Sep 1, 2017
Erotic Couplings

Chapter 4: Home to UK Cliff dozed in the aircraft as it flew over the Atlantic, business in the States now done, going back to his new home in Scotland, UK. He was looking forward to getting home this time, as he was seeing Jeannie at her home in East Anglia on his way through from London. They had met by chance in Scotland, as she had chatted to him a coup...

Sissy BBC Cleaner Pt. 01

by SmegmaSissy on Sep 16, 2017
Transsexuals & Crossdressers

I got all dressed up. Put on my tight black one piece with a snap up crotch, a tiny transparent black skirt, a black g-string, thigh-high fishnets, six inch black open-toed heels, my black leather choker, big hoop earrings, blue eye-shadow with dark red lipstick to match my finger and toenail polish, and a large black plug. I'm five-eight, one hundred and fo...

After the Drag King Revue

by Lucifer_Carroll on Sep 16, 2017
Transsexuals & Crossdressers

"You were right, that was fun," Melissa said entering into the backroom at the back of Club Nightingale. She was dressed in a full Soviet military uniform complete with Karl Marx beard and moustache. "I told you it would be," Claire replied following close behind dressed in a three-piece suit, her short blonde hair slicked into a perfect part and colored gr...