Big Dick Boy Stories

270,607 results
Orientation
Length
Source
Infinite Scroll

Daydream Whore

by maya449 on Sep 14, 2017
Loving Wives

When I was a young girl my recurring daydream was that my boyfriend comes by my home late in the night and drives me to a party. After walking from room to room and outdoors, I suddenly know I am the only girl there. My boyfriend holds my hand and pulls me to the grass next to a pool. The backyard lights are bright. He places his hands softly around my neck...

Audrey's Boy

by ScarlettName on Dec 10, 2018
BDSM

There's a first time for anything, and so it was for Audrey. Everything up to this had been a fantasy, from the opening of her first dating site account till the last message she exchanged with Sam. She had been able to go back for so long, even up till that last one. She could have just ignored Sam, the androgynous boy she only knew from his headless profil...

Locker Room Speedo Humiliation

by swimfan2 on Sep 11, 2018
Fetish

My name is Simon and I'm a senior in college. I'd say I was a pretty good looking dude - cute, short blonde hair, 6' tall and with a smooth, slim swimmer's build. I've never had any trouble getting girls, but keeping them was often a problem... Since I don't like to change in front of the other guys, I'd arrived early at the locker rooms for the first swim...

One Of The Guys

by litpervgrrl on Sep 16, 2017
Transsexuals & Crossdressers

When I was 18, my family moved to Seattle. That was when I decided to become a boy. I had grown up and spent all my life in Ohio. I hadn't had many friends there, but in Seattle, I knew nobody. I was unknown, a blank slate. So, on the first day of my senior year of high school, I gave my first name as Andrew instead of Andrea. It wasn't hard; I was tall and...

Afro Stress Relief Ch. 09

by llts1970 on Feb 3, 2020
Transgender & Crossdressers

After a hectic and traumatic weekend, it was Monday again, I was still in a state of shock after what had happened. I spent most of the day at my desk doing very little, and wondering if any of the loading bay crew had seen the photos of me kissing Drake's ass, but I thought they wouldn't recognize me, as I was fully made-up as a sissy in the picture, but I...

Cheaters

by puzziboi on Sep 16, 2017
Transsexuals & Crossdressers

"God yes," Lisette moaned as her husband flicked his tongue in and out of her hole. The five-foot-ten-inch brown-skinned beauty grabbed his head with both of her hands and pushed his face deeper into her ass crack. As he made love to her tranny pussy, her body, all one hundred and forty-five pounds of it, squirmed. She wiggled in every direction effectively...

Biker Bitch

by amandawhipp on Sep 16, 2017
Transsexuals & Crossdressers

Friday Five of us, two guys, two girls, and I, went for drinks at our usual after-work bar, then to dinner at another, and now this bar. Certainly not our usual bar. Somehow it seemed a little rougher than the white wine and martini crowd we were used to. We were feeling no pain and didn't have to drive home. Naturally it got loud, that is loud if you could...

Diaries of a Bisexual: MILF Boss Pt. 01

by Daryljones on Feb 6, 2018
BDSM

Talk about a workplace romance gone wrong. I'm 22 doing my job in my new company. I'd just been appointed and I really wanted this job to stick. I'm a bisexual, I sucked several dicks before to get this job. I'm not generally into guys, but I just like thick black cocks. They are so pleasing and juicy. I like my women usually with big bouncy tits and a jui...

Mistress Barbara Calls Ch. 02

by goamz86 on Sep 19, 2017
BDSM

Message to the reader: Once again, this story, as the first one in this series does, has aspects of cuckolding, male submission, lots of humiliation and whipping and even some man/man cock sucking. If this is not your thing, please move on. The use of the "N" word in no way reflects the author's opinions of minorities. Leaving abusive comments about the auth...

Jaclyn's Bitch Receives a Gift

by lusty Vamp on Sep 12, 2017
Transsexuals & Crossdressers

The big night had finally arrived and Greg was so excited he could hardly stand it. As he laid out Jaclyn's outfit for the evening he winced in pain as his little penis pulsed against the confines of his cruelly spiked chastity harness. "Damn this fucking thing." He said out loud as he grabbed it and tried unsuccessfully to make it at least a little comfor...