Tricked Into Sissy Stories

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Infinite Scroll

Panty Posers Ch. 02

by EROTICbearscribe on Jul 6, 2020
Transgender & Crossdressers

NOTE: This is a work of fiction. The characters appearing in this series are consenting adults over the age of 18. Any reference to past experiences by any character appearing in this story are intended to define that character. * It was almost 3 when I woke up in my roommate's double bed. Sunlight streamed between the broken slats of his plastic blinds...

Superstars Rise and Superstars Fall Ch. 01

by felicia_rene on Oct 6, 2020
Transgender & Crossdressers

Superstars rise and superstars fall 1 Part 1 of 4 By Felicia Rene This is fiction so literary license allows for the omission of condoms, but our reality doesn't. Enjoy the story Synopsis: The underlying theme is transformation and sexual punishment of the main character for his anti-gay womanizing feelings. For his heinous actions initially making h...

The Setup

by alexyzia on Sep 13, 2017
Transsexuals & Crossdressers

A "true" account of femdom, reluctant coerced-bi and (mild)cross-dressing/TV, blackmail, and permanent humiliating service to a very manipulative ex-girlfriend, all leading up to a total reprogramming and gracious acceptance of my destiny. PART 1 So my ex-girlfriend Jessica dumped me recently and said that the only way that she'd even consider taking me ba...

Introspection

by Sissy_Sammi_ on Jun 19, 2018
Transsexuals & Crossdressers

Editor's note: this story contains scenes of incest or incest content. *** *All characters are 18+ years old ***** Jimmy was born into a small family in Colorado. His mother was a beautiful woman named Dianne, and his father was a gruff working man named Thomas. If only kids could have been given a choice to be born, Jimmy would have chosen otherwise. He...

Sam Meets Ms. D

by jadedappetite on Sep 26, 2017
Transsexuals & Crossdressers

Sam was a very bright, 18 year old man. He was slighter than some of his peers, having never worked out his muscles. Sam was somewhat of an outsider, not sharing in all of the same interests as the youth around him growing up. He had few friends. Being a junior in college, he had his own apartment under the new free housing act. He was non-religious and this...

Black Licorice

by EROTICbearscribe on Oct 19, 2020
Transgender & Crossdressers

My name is Jamie. I am 19 years old. This is the story of what happened to me Halloween one year ago. It was the last week of October and the leaves had turned brilliant shades of orange, red and yellow. The nights were getting cooler. Everything you could imagine was pumpkin flavored. Usually I get psyched for this time of year but things were different f...

Afro Stress Relief Ch. 05

by llts1970 on Aug 1, 2018
Transsexuals & Crossdressers

My alarm went off the next day, my mouth and asshole ached, it was going to be a long day I thought. I had put plenty of grease up my asshole just to ease the soreness but it still felt pretty stretched. I started to remember last night, I couldn't believe I'd taken Baba G's fat black penis in my mouth, or that I'd spoken to the police officer like that! I w...

My New Neighbours Ch. 02

by csm1967 on Dec 19, 2018
Transgender & Crossdressers

Apologies for the time it has taken to write this second chapter. I went on an overseas holiday and when I returned had to move house. Still settling in so hopefully, this won't be too disjointed as a result. ***** I closed the front door behind me and leaned back against it, eyes closed. My mind was swirling with what I had just been through. It was witho...

Afro Stress Relief Ch. 07

by llts1970 on Sep 23, 2019
Transgender & Crossdressers

Author's Note: - there was a character in the previous chapter called Jane who was working in Tina's company, I realized this was too confusing because of the main character Dr Jane and so I've changed the name from Jane to Monica. I apologize for the delay in getting this chapter out and hope to have more chapters completed sooner. ***** Staci rang and sa...

I Make Believe I'm a Cuckold Ch. 03

by donaldelliott11 on Feb 3, 2020
Transgender & Crossdressers

This is the third chapter of "I Make Believe I'm a Cuckold." You should read those first. [Writers love feedback. Please comment on and rate this story. About 99 readers out of 100 do *NOT* bother to do either. Comments help me improve my writing; ratings help other readers find what they will most enjoy reading.] +++++++++++++++++ Wednesday morning afte...