Asspussy Stories

158 results
Orientation
Length
Source
Infinite Scroll

Bunny in the Woods

by Skymaker on Sep 14, 2020
Transgender & Crossdressers

Disclaimer: this story may contain more mentions of the exploration of a little sissy's guts than some of you are comfortable with, but it does not involve any actual scat. Don't be afraid, there's nothing too nasty here -- just consider yourself warned. All characters are over the age of 18, so enjoy yourselves! ********* Light rain pattered on the roof...

What Every Sissy Knows

by BelissimaSissy on Jul 31, 2018
Transsexuals & Crossdressers

Note: the following story is about 99% true with only minor embellishments. For example, there are no condoms in the story. In real life, protection is a must, but stories give us room to fantasize. Enjoy! ***** I was scared but it didn't matter. I pushed through it until my plump little dick poured out its hot seed onto my tummy. After that all I could he...

Lara & Skye

by SkyeNightshade on Sep 11, 2017
Transsexuals & Crossdressers

(This is my first literary submission for my lovely Mistress Lara. Merry Christmas, baby! I love you!) Skye shifted and made a contented sigh. Her lover, Lara, was spooned against her back like she always was, holding her firm and protecting her. Shaking off the wisps of slumber still clouding her mind, she sorted out where and when she was. She lay docil...

My New Daddy Ch. 04

by sissytoy20 on Mar 6, 2018
Transsexuals & Crossdressers

I got out of the shower Saturday morning, my cock hard as a rock in its cage. I loved how it bobbled on my crotch like a piece of jewelry. That was all my cock was now - a decoration. My asspussy was my real sex organ and I hoped it would get a hard workout today. I dried my cage and put my butt plug back into my freshly washed ass. It slipped in easily thi...

Punished Asian Shoplifter Ch. 10

by asianspankee on Sep 15, 2017
Transsexuals & Crossdressers

Time flies and by now it's mid-autumn, 2 months after the initial fateful day when I first foolishly (but luckily :) dared to shoplift from your store. You've decided to postpone my 8th spanking session a couple of weeks until the end of October. While I welcome the relief to my regularly spanked asscheeks, strangely I start to miss my weekly session at your...

The Prostate Exam Pt. 08

by His_fag_wife on Sep 25, 2017
Transsexuals & Crossdressers

Please do not read on unless extreme sissification and forced gay and bi scenes, watersports and cum eating, really flick your switches. I don't want to offend anyone so thought this comment might help. ***** It'd all started with a routine visit to his Doc for a simple prostate exam. His Dominant female doctor had pushed her finger just into his ring and...

Daphne

by mr_rippley on Sep 12, 2017
Transsexuals & Crossdressers

The rain was coming down like wet nails outside. Consequently, all the runners and walkers decided to get their workout at the gym, and as a result the place was packed. Every machine was occupied with a line of three or four sweaty people trailing next to it. The smell of human effort permitted the place. Francis stood in line and tried not to let his frus...

In the Club

by girlygay on Sep 23, 2019
Transgender & Crossdressers

No longer virginal, now degraded. That is my life as Dave's sissy whore Chandra. With my girlfriend Nikki and her boytoy Adam, we descended into our city's LGBT club scene with a fervor. Dave and Adam were only too happy to share their girls with their friends, and Nikki and I adored the attention, the sex, and the feeling of being desired by so many men. O...

Simply Friends

by puzziboi on Mar 30, 2020
Transgender & Crossdressers

"Hey, Eli," the common law wife and mother of two spoke into her cell phone. She paused a moment then said, "We're around the corner for your place." Valencia Williams ended the call. She looked at her husband, Durrell, who was driving the cash rental car. It was a metallic white gold 2010 Volkswagen Passat station wagon. Durrell, at 34 years of age, was a...

COVID-19 - Campus Closed

by puzziboi on May 12, 2020
Transgender & Crossdressers

"Momma, they're shutting down the campus on Friday," lamented the college junior. "I figured they would. I've been on the phone with Aunt Nettie. You can stay with her for the time being since she's close." "Doesn't she already have a ton of people living with her." "Patrick..I mean, Prisha," she swallowed hard. "There's just not a lot of options right no...