Pussy Boy Stories

278,208 results
Orientation
Length
Source
Infinite Scroll

Life's Fortunate Journey of Jimmy B

by dsoul on Sep 17, 2017
Celebrities & Fan Fiction

The beginning of my journey started one morning a year ago with a fateful news, the type that's been making rounds around corporate offices that you wish never to befall you but eventually does. I got summoned to my boss's office and took a seat while he sat behind his desk, deliberating for a moment, passing time by glancing back and forth at some document...

Sixth Period Trig Pt. 07

by notemale on Sep 13, 2017
Erotic Couplings

Thank you Andrea4328 for editing this story. Her help is very much appreciated. I'd like to apologize for the error I made in chapter 6. I accidently copied once but pasted twice. It was a stupid error and will never happen again. I'd like to apologize for the error I made in chapter 6. I accidently copied once but pasted twice. It was a stupid error and w...

Greg Seeks Medical Help

by cashcrunch on Sep 16, 2017
Mature

A sequel to 'Greg's Cum Laude' * The long, hot, fun-filled summer was drawing to a close. Scott Greg had spent half-days in the office, taking advantage of the flex-time offered by the company to enjoy afternoons of tennis, beach volleyball, and fucking Adena Abdel. Just before she left to attend a more prestigious law school, she noticed a strange blotch...

Hell Bent for Leather Ch. 03

by heavenlyKK on May 21, 2019
Exhibitionist & Voyeur

Marlow walked over to the window and looked out. It was a beautiful morning and the view was worth waking up for. She stretched the morning sleep out, flexing her shoulders and back. Though she couldn't see anything, her thoughts turned to the neighborhood peeper. An enterprising pervert such as Herman probably figured out a way to spy on her bedroom. For al...

Boob Meets World

by DDDDave on Sep 13, 2017
Humor & Satire

All characters are 18 or over.

Big Tits, Big Dicks and Fantasy Fucking! ( o)(o ) ( o)(o ) ( o)(o ) ( o)(o ) ( o)(o ) ( o)(o ) ( o)(o ) ( o)(o ) ( o)(o ) ( o) As usual Corny and Gazonga were hanging out. They were in the Matthew's kitchen with Corny's best friend Sawn, his brother Eric and Eric's friend Jack. It was one of the last Fridays before they wer...

War is Hell

by Gaius8666 on Sep 13, 2017
BDSM

The paintball group I belong too really takes the game seriously. Every weekend fourteen guys and myself get our fatigues on and hike up into the mountains to "play army", as my girlfriend would say. It is a lot of fun and all of the guys seem to really enjoy the time away from their girlfriends and wives, just some time to themselves. There is nothing like...

Sully Ch. 01

by Paris Waterman on Sep 14, 2017
Novels and Novellas

A loosely autobiographical novel of my younger days and nights. Originally written 2001-2002 Chapter One I know, I know, they say you can't go home again. But after all those years . . . there I was, in my hometown for a day or two with nothing much to do, it was mid-October of 1999 and snowing lightly, not sticking to the streets, but the grassy areas wer...

Ms. Laura Ch. 01

by M777A2 on Sep 25, 2017
BDSM

It was midnight and the airport was dead quiet. A knot was forming in my stomach. I had never done anything even remotely like this. Eighteen, I had never even had a date. The board above the baggage caracal suddenly changed. The 11:50 flight from Dallas changed from "delayed" to "arrived". I immediately stood up in nervous anticipation. It would be a few...

I Lost the Poker Game Ch. 03

by belted and teased on Sep 13, 2017
BDSM

Any feedback is greatly appreciated. It encourages an author to continue writing, and helps frame future segments, which this story will have. This story is about a male who comes to realize his submissive dreams, about his humiliation, and dominant women. If these fantasies are not your thing, then don't waste your time, simply move on. Leave this one for t...

Sisters Forever

by Ginita on Sep 16, 2017
Transsexuals & Crossdressers

My story began on the internet. I met her on a dating site. She looked innocent but playful – amost like a naughty pixie, and that is what she was. She was also sweet, sexy and cultured and we talked for hours online. Slowly the conversation became more intimate. One day I showed her mine and she stopped talking to me...for a couple of days. Then she came...