Trans Surprise Stories

136,543 results
Orientation
Length
Source
Infinite Scroll

Gone Before Sunrise

by FelixFontaine on Sep 16, 2017
Transsexuals & Crossdressers

It was late, and Josh was bored with his late night graveyard shifts. He had taken this job a few months ago, thinking how easy it would be to work graveyards at a motel. It freed up his daytime, and the nights would be so slow that he could focus on some writing. Tonight was definitely slow, but he had writer's block and a semi-hard cock. He decided to brow...

Not Exactly Shared

by glory_first on Sep 17, 2017
Loving Wives

(This story is generally fictional, though a variety of details are true - especially those that were photographed) Saturday morning, stroking as my wife flicked my nipple, already surprisingly horny after unexpectedly running across some trans porn at a follower's own tumblr. Surprisingly sexy trans porn, hard cock action in simple settings. The sense o...

Biker Bitch Ch. 09

by MicheleNylons on Jan 6, 2018
Transsexuals & Crossdressers

Chapter Nine: Fuck the Trans Cooze! Cassie sat behind a desk in a stark interview room at the Los Angeles County Jail. ATF do not have their own detention facilities; they use Federal penitentiaries and often borrow local law enforcement facilities to temporally incarcerate suspects and interrogate them. She had been freed of her cuffs and her clutch purs...

From a Husband to a Dutiful Sissy Ch. 14

by Sissy_Chantel on Sep 25, 2017
Transsexuals & Crossdressers

Chapter Fourteen: Going to a Rock Concert and Something Very Special. Mikel and I had a wonderful Christmas and New Years. Helen and Alan both like him a lot, find he is a solid citizen and man. Helen sees how Mikel lights my life up, fills my heart with love and joy. She hopes for a better future together but warns me to be careful so as not to get too far...

From a Husband to a Dutiful Sissy Ch. 12

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Twelve: New Days, New Times, New Possibilities. As in life the Sun still rises and sets, days will pass by, tears will dry, life will go on...Over the last few days, I have kept myself busy as I can to keep my mind off of Jack. It is hard not to think of him to sense him and to want to be held by him. He was my first love now that I live as a trans...

You Can't Have Just One

by ash_rigby on Jul 27, 2020
NonHuman

Note: The human in this story is explicitly a transgender man. He is post-top surgery, on T, and specific terms are not used to describe his anatomy—aside from words for male genitalia being used in reference to his bottom growth. This is done for the comfort of FTM readers who prefer a mix of vague and masculine descriptors when trans men are written in ero...

Sex Trek

by Drew22 on May 28, 2018
Science Fiction

The year is 2701, the beginning of the 28th century, the United Federation of Planets has never been more powerful, with old foes such as the Klingons and the Romulans having joined the Federation, and even the once universally feared Borg on the defensive. Trans-Warp technology has allowed for the creation of Star-Gates and other Transwarp technology which...

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Pussy World

by darkness_drearing on Apr 13, 2020
Bisexual

For contributors While there were will be two general threads to go off of (for a guy and girl), feel free to create your own characters or scenarios. The only shared premise among them needs to be that they find themselves, through magic or science, in this universe and, as The Eagles would say, "You can check out any time you like but you can never le...

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Special Delivery

by DrGonzo124 on Jun 9, 2020
Transgender & Crossdressers

As I stepped off the elevator, I had only two thoughts. Lexington Steele and a ride home. I was thinking about the interracial pornography star because I had been working out for about a month but hadn't really seen or felt any significant changes. I was thinking about the ride home because according to my wrist cuff watch, rush hour had started so I had...

Piss Vandalism Ch. 03: Role Reversal

by GoldenCompulsion on Apr 15, 2020
Fetish

This story contains a transgender (FtM) man (post-operative chest and pre-operative genitalia) and (trans)male-to-male sex. His enlarged clitoris will be called a dick, cock, etc. Finally finishing the series, but I may revisit these characters in the future! ***** It had been about a week since the embarrassing mess they made, and Peter was far from heari...