Crossdressing Strapon Stories

2,832 results
Orientation
Length
Source
Infinite Scroll

The Futa next door

by Abusedbyfuta on Jan 11, 2019
BDSM

You have lived in the same l cul de sacyour entire life. It's not a bad place to life, very much a part of suburban America. It's just not very exciting. You live in a large White House that looks the same as all the others on the street, probably a ploy by the developer to keep costs down. Every day you see the same boring neighbors, have the same boring ro...

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My Strapon Fantasy

by libertinaXx on Sep 19, 2017
Transsexuals & Crossdressers

I woke up in the middle of the day and smiled; my girlfriend had gone to work a few hours earlier and promised me a really good time when she got back. I ran upstairs to shower and make sure I was hairless before getting ready for her. I wandered into her room to dress for her arrival. I found a purple sheer thong and matching bra in her underwear draw that...

Confession

by holukukkar on Dec 10, 2018
Transgender & Crossdressers

Hello Everyone, This all started when I was 18 years old. Just like any other 18 years old boy I was browsing through the porn website for some porn to watch when I came across a crossdressing video in which the man was forced to wear female clothes, accessories and makeup and then treated as slave to do household chores and then fucked in ass by strapon....

Marion Turns Me Out Ch. 01

by jomar on Sep 13, 2017
Fetish

Marion Turns Me Out Ch. 01 by jomar If gentle femdom, crossdressing, strapon and male-male sex isn't to your taste, please back out and try one of my other stories. ********** "There, baby, that does it. Your toes will be dry in no time. A nice shade of mocha. Do you like it? It'll go perfect with your new bathing suit." Marion put the lid on the finger...

AC: lost in the animus

by Damos on May 17, 2019
Fantasy

“David; nice of you to come!” a voice spoke and looking over there I saw the dark haired woman standing there greeting me, “This is the team, Lucy!” I looked over and seeing the blonde nervous woman she whispered, “Hi!” I looked over to Rebecca who whispered, “She fancied a man who died saving the world!” I nodded before saying, “Desmond!” she nodded before...

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Pokeslut

by AzorAhai on Apr 6, 2019
Fantasy

Introduction to Pokeslut: Pokeslut is an alternate universe to the Pokemon games we all know and love but with a twist, the women in this Pokemon universe are not seen as equals to their male counter parts and often if a female trainer loses in battle they must pay the trainer in either sex or cash. It varies from person to person, some guys will just let yo...

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Bdsm adventures

by Sgtwolf on Dec 7, 2017
BDSM

This story is for a compilation of many different bdsm adventures. It was formerly known as latex adventures, but as chapters developed they dealt more and more with different aspects of bdsm, and less consistently with latex. Latex still exists as a strong element in many of the chapters, namely because I like to write about characters wearing it. I created...

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Sissy and Wimp

by 1Gratiano on Jul 14, 2020
Transgender & Crossdressers

1 Now the common belief is that any man who wants to wear women's clothes is gay, and that the heterosexual crossdressers who claim to be straight but "just like the feel" of silk panties and so forth, are being, well, less than candid. Be that as it may, heterosexual and homosexual crossdressers are in fact distinct psychological types. To be sure, ther...

Be My Bitch

by purekink on Aug 20, 2019
Transgender & Crossdressers

I'm so glad you agreed to be my slut – I've been searching for a crossdressing hussy I can train to be my personal tart for some time now, and I'm certain I can teach you to fit the bill. I understand your fantasy is to be dressed as a sexy sissy and have your manhood and your cherry fucked right out of you. This pleases me, as I enjoy nothing better than u...

Undercover Mistress Pt. 02

by nexomorph on Dec 2, 2019
BDSM

The first part was a bit raw. Sorry, I rushed it a bit. Read it if you want the plot. In this part I cut to the main thing. The series will contain all kinds of BDSM stuff and fetishes Have fun! *** I was in front of woman of my dreams. Aurora. Mistress Aurora. In black corset, garter belts, stockings, black thong, glassy high heel platforms, oriental hair...