Boipussy Stories

101 results
Orientation
Length
Source
Infinite Scroll

When she comes home from work

by erinpiers on Jul 30, 2019
Transgender & Crossdressers

"I'm heading to work," my wife called out, I came to the lounge room to kiss her goodbye, the joys of days off. She looked the epitome of business sexy, knee length black pencil skirt, white blouse and black jacket, her hair relaxed down to her shoulders, the blouse accentuating her figure, tan Cuban heel stockings would be buckled onto a garter belt and b...

Camping Out

by Sexyleggs on Oct 31, 2018
Anal

To begin with. I had been turned out and was actively crossdressing and being used by my older cousin. My cousin is best described as a football star, jock. Over 6 feet tall and solid steel! I'm younger, short, and as always, small. I'm slender, tan, and have great legs. His description. He caught me in panties playing and used this to blackmail me and t...

Birthday Wishes Ch. 02

by b_wishing on Sep 16, 2017
Transsexuals & Crossdressers

Everyone in this story is above the age of 18 and no one was harmed in the writing of this story. Look for me on Yahoo messenger as b_wishing for some kinky play like this story. Please like my story too. KISS KISS Before I knew it there were two of my fingers engulfed by her wet cunt. I felt my head being pulled to her neck and I kissed her there a cou...

Unleashed

by puzziboi on Sep 16, 2017
Transsexuals & Crossdressers

Ray stood up from the chair in the New Millennium African Braiding salon and checked his fresh cornrows in the lengthy wall mirror. He folded off three twenty dollar bills and told the attractive dark-skinned stylist from Ghana to keep the change. She had attempted on occasion to get the six-foot-four-inch, two hundred forty pound brother to get inside her p...

Black Mafia - 1975

by puzziboi on Sep 16, 2017
Transsexuals & Crossdressers

Bucky Collins downed the last of his whiskey and collected his chips to cash in. His cousin, Don Lee, who served as his driver and bodyguard escorted the Black Mafia attorney-slash-lieutenant to front door. His leisure trip to the Big Apple had been fruitful. Tonight, his winnings totaled $2,300.00. Don Lee was especially happy as his younger, much smarter r...

Handyman Chronicles Ch. 03

by whitestream55 on Dec 9, 2017
Group Sex

I followed Brooke out of the shower, threw a towel around my waist (and around my raging hard-on), and followed her out the door. I walked back into the kitchen to find Brooke and Marco sensuously making out next to island, Brooke stroking Marco's cock through his boxer briefs. I took in the sight for a moment before I noticed several glasses of a delightful...

Dena and Annie Pt. 03

by daisyboi_sissy on Dec 24, 2019
Transgender & Crossdressers

This story is a complete work of fiction and is only to be taken that way. If Transgender sexual ideas offend you then do not read. If you are not above age 18 then you should not be here anyhow. ***** "Come on sexy let's see what Dena has for the camera! Make some man want to rush over and ravish that little body of yours. I begin posing around the bathr...

Robin and Jimmy Olsen - Sissies Ch. 03

by tawnysuede on Sep 15, 2017
Celebrities & Fan Fiction

Part 3 Jamie’s story The few days before the date in Part 1... The car pulled up at the curb and Jamie got out of the passenger side door. She was a bit wobbly on her three inch heels. The car sped away fast, as if the driver was feeling guilty about what he and Jamie had just done. Jamie opened her purse and tucked away the fifty dollars she had stuck i...

The Virus Lock Down

by puzziboi on Apr 14, 2020
Transgender & Crossdressers

"Okay, Lionel, have your bags packed on Saturday morning," the younger brother reminded his sibling. "I will, Blaine! What time will you be here? I'll be there around ten in the morning." "Do you want me and Freeland to ride together or do one of us need to ride with you?" "You tell me what you want. Just think about it and let me know." "Okay. And you h...

Panty Boy Diaries: Entry 01

by _pdy_ on May 2, 2018
Transsexuals & Crossdressers

This is the first entry in what I'm choosing to call my Panty Boy Diary. It is a true story of the first time I gathered the courage to meet with a dominant black man. I will do my best to make this as accurate a retelling as possible. This is also my first attempt at publishing my writing so please go easy on me. I welcome any and all feedback/thoughts/opin...