Feminization Roommate Stories

14,765 results
Orientation
Length
Source
Infinite Scroll

The New King

on Aug 1, 2016
Miscellaneous

My time has finally come. King Alton, my older brother, passed away yesterday without producing an heir and now the kingdom is mine to control. I have been the object of ridicule among many of the other nobles because of my small stature, funny appearance, and inability to attract much attention with the females of the court. Those people would now pay becau...

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Darling Nikki

by Latexsissy69 on Sep 25, 2017
Transsexuals & Crossdressers

Chapter 1 - The Setup "I'm going to catch him!" Samantha thought to herself as she looked at her disheveled panty drawer. She now had proof that her roommate, Nick, had been wearing her clothes, but had to catch him in the act. She did a search online for ideas on how to catch him. She looked at cameras, tape recorders, etc... but she knew it wouldn't hold...

Summer at Auntie's

by BimboBarbie on Dec 18, 2017
Transsexual

You stumble off the plane and into the airport with your legs feeling like jelly having been seated for a few hours, heading down to the conveyor belt to collect your suitcase. Watching as a few familiar people you recognize from the flight all come and go, collecting their bags happily and leaving while you remain growing increasingly worried. Eventually it...

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Who Wanna Be a Bimbo

by mattpantyhose on Jun 17, 2019
Miscellaneous

This story is based on a game “Who Wanna Be a Bimbo” created by Dahakma; it can by found on TF Games. The game, despite its simplicity, is really absorbing and entertaining. It turns out, it can be inspiring as well. I have already published all of the episodes on Literotica, so you can read it all there as well.What's next? Nick, a young office worker Tiff...

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The 2 notebooks(Public)

by dicchic on Jul 5, 2018
Miscellaneous

This is public. You're walking through the mall when you notice a run down shop. Curious you enter. It's mainly populated with stationary for a student. You notice two note books which seem to pull you in. When you read the titles they say. 'Book of creation' and 'Book of life'. You buy them and go home. You open the notebooks and they each have their 'powe...

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Sissy Starlet

by Queen_Diana on Nov 18, 2020
Fetish

First Sissy tell me. Who are you? Jenn- A tall long and blonde sissy. Platinum blonde locks that go all the way down to her back, glossy pink lipstick, long manicured nails, a model face, and killer ass and legs. One of the favorites for this year. Racheal - A brunette Sissy, with wonderful perky titties and plush ass, dark skin and luscious lips. Kim - An A...

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Fantasy or Regret

by Koyomi on Mar 24, 2021
Cheating Spouses

The sun shines brightly through your blinds, your room illuminated with a golden glow. You slowly open your eyes, greeting the new day tired and wishing to go back to sleep. Your bed is large, your blankets soft and comfortable. You turn to your side, seeing your beautiful wife still lying fast asleep. Your eyes start looking over her every detail. Her long...

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Better as Emmy Ch. 01-05

by cactusaur on Jun 8, 2020
Transgender & Crossdressers

Hi everyone! It's been a while since I've posted any new stories here, but a fan reached out for a continuation and cross-over of the Emmy's New Kinks and Better as Riley stories. This new story builds on the characters, themes, and storylines from Emmy's New Kinks and Better as Riley. I recommend reading those before diving in here. Themes: Feminization, t...

Sissy Truth or Dare

by BimboBarbie on Dec 23, 2017
Transsexual

You wait nervously outside the front door of Samantha's house, your heart pumping as you still can't quite believe your luck. Just a small, nerdy guy like you being invited over to the most popular girl at school's house! Finally gathering up the courage as you tentatively press the doorbell, hearing the sing song chime through the door. A whole minute passi...

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A Brand New Girl

by Princess_April on Sep 13, 2017
Text With Audio

* * * * * Click Here to listen: .mp3 format or .ogg format. (68 min/mp3) * * * * * A Brand New Girl is an Audio Story. It is a transformation / feminization experience primarily for men who are not comfortable in their own skin, although some women might enjoy it as well. In it you will be transformed from a man into a woman. At first your transformation...