Boipussy Stories

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Blurpees Before Lights Out

by puzziboi on Jun 1, 2020
Transgender & Crossdressers

The scrawny, balding man with a pointy nose and large ears cleared his throat. He was seated up on the dais wearing his black robe. He spoke in a low tone. "Will the jury foreperson please stand," he half asked, half instructed. A bronze-skinned woman wearing too many bangles and a lot of bright purple hair weave stood. The judge inquired, "Has the jury re...

A Sissy's Forced Gangbang Pt. 01

by sissy77 on Dec 3, 2017
Transsexuals & Crossdressers

I have always seen myself more feminine than most guys I grew up with. Slim and hairless throughout my body, more curvy than muscular. Until my early teens (I am 25 now BTW), being a sissy for me meant not being masculine as other guys both physically and mentally. When i reached my early twenties it turned to me brainwashing myself through sissy hypo vide...

House Rules Ch. 09

by EROTICbearscribe on Jan 22, 2020
Transgender & Crossdressers

AUTHOR'S NOTE: This story contains characters and references to events in two previous stories I have written: Just Across The Hall and PIXIE: Sissy Stripper. It is not necessary to have read these two story chains. This chapter of House Rules could stand on its own for entertainment purposes. If, however you want context, please read the other two stories f...

I Called You Daddy Pt. 02

by jessymichelle on Aug 26, 2019
Transgender & Crossdressers

Mmmm. God. That was so hot. Like, you have no idea how long I've been wanting to suck my best friend's dad's cock. But I had to have more. I needed more. It felt like I would die if I didn't have this man inside me right now. Was this how cisgender girls felt? That primal urge, that needful desire to be good enough to be fucked by a real man? To be worthy of...

CD Quickie

by AtlantaCDslut on Sep 12, 2017
Transsexuals & Crossdressers

**All my stories are true** My name is Rebecca. I am 22 years old and have been cross-dressing now for about 10 yrs. At first, dressing consisted of putting on a pair of panties or just a bra. Now it consists of shopping on line for different outfits, silicone breast forms, wig, etc. When I moved down to Georgia I got a roommmate who never gave me time to...

Another Tasty Creampie

by Skymaker on Sep 13, 2017
Transsexuals & Crossdressers

It was 7:30 in the morning as I stepped off the treadmill. A light sweat shimmered on my fair, smooth skin. I walked into the middle of our gym room and started doing my post-workout stretches. My body ached a bit after my morning run, but it was a good feeling. Every curve felt warm, glowing, supple and sexy. I bent over at the waist to touch my toes. My b...

Nick and Sandi Meet for Lunch

by sandifeettv on Dec 3, 2017
Transsexuals & Crossdressers

This happened a few years ago, but I fondly remember the day. I'd been cross-dressing for years and had yet to meet someone that was a dominant type. Mostly I met men that only wanted me to get a room, tell them the number and they would stop by and I'd blow them. I passed on that. I met TV/CD's. This was more fun, as we modeled for each other, but every one...

The Wish of a Submissive Older Brother

by SubmissiveJosh on Dec 20, 2018
Fetish

Hello people, this is my first story, I am not a native English speaker, so the first chapters might have some mistakes. This was already posted up to chapter 14 in other sites so I am just porting the story over to the Chyoa format. I would like as much feedback as possible. Don't be afraid to lay hard on me what you think and how bad my writing is! I would...

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Fringe Benefits

by puzziboi on Sep 16, 2017
Transsexuals & Crossdressers

Shawn showed his employee badge to the TSA agent and was waved through to the metal detector. He quickly slid off the lanyard placing it into small bin to take a ride down the conveyor belt. Once he was fully cleared, he collected his belongings and headed away from the security checkpoint to the Office of Physical Plant. He clocked in then spoke to his boss...

Jock Princess Ch. 04

by Sissyhalo on Sep 15, 2017
Transsexuals & Crossdressers

Logan carries me down the hall of his place like i'm some little feather making me feel definitely thrilled and small but he's a really huge guy honestly like one of those guys that was big in high school but he really worked out and got bigger still in college. I like the way that all feels. I like that he carries me all the way into his bedroom and sets...