Sissification Stories

145 results
Orientation
Length
Source
Infinite Scroll

RRRing, Ring, Mistress Calling

by lushusboobs on Aug 30, 2017
How To

Part 1: Phone Domination Isn't For Losers As a phone sex Mistress, I hear a lot of excuses as to why people choose not to call ranging from "Why pay when I can get it for free?", "Phone sex is for losers", "I can't get turned on by it." to "I want the real thing, not a fantasy." They are entitled to their opinion, however, I think that many people are close...

Breeding Natalia

by sweetsatine on Jul 3, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** Nathaniel Geller had been a young, up-and-coming salesman at MedZ who'd shown great potential. In just a few years, he made his way from ambitious college graduate to savvy junior manager. Risky ventures that others were skeptical of luckily always seemed to turn out succes...

NaNoWriMo 2020: Chyoa Edition

by grimbous on Oct 31, 2020
Miscellaneous

November is fast approaching which means NaNoWriMo season will soon be upon us. For those that don't know about it NaNoWriMo (National Novel Writing Month) is a creative writing challenge whereby a writer tries to write a 50,000+ word novel in the month of November. Our challenge here will be a different one but in the same spirit of encouraging writing and...

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Sissification 101: Ch. 03

by silkstockingslover on Jun 8, 2020
Transgender & Crossdressers

Sissification 101 Ch 03 Summary: Eric(a) gets pegged for the first time. Thanks to Eric who requested and helped plot this lengthy story. Recap so far: Sissification 101 tells the story of Eric, a mid-30s Asian, who has been hiding his sissy side curiosity for years until he is caught in pantyhose watching hypno-sissy porn by a very supporti...

Sissification 101: Ch. 05

by silkstockingslover on Aug 31, 2020
Interracial Love

Sissification 101 Ch 05 Summary: Erica practices taking BBC in both of her sissy holes. Thanks to Eric who requested and helped plot this lengthy story. Recap so far: Sissification 101 tells the story of Eric, a mid-30s Asian, who has been hiding his sissy side curiosity for years until he is caught by a very supportive girlfriend in pantyho...

Sissy for Marcus

by jackjones123hip on Jun 5, 2018
Transsexuals & Crossdressers

Hey readers! This is my first story on this site. I hope you get as hot reading it as I did writing it. The first chapter is sort of setting the scene, but the action will come pretty soon. I'd love feedback in the comments! Xoxo *** Hi! I'm Jack. I'm 5'2 with pale white skin, a super slim body and a mop of dirty blond hair. At school I always thought I wa...

No Choice

by AZgirlMichelle on Sep 16, 2017
Transsexuals & Crossdressers

You act as if this is news to you. I'm surprised that you would even question the fact. This isn't a bedroom game. It never was. I have a plan and you WILL follow it. Choice? What choice? Whatever gave you the idea you had a choice? I told you that things would change if you wanted to live with me. I told you it was my way or the highway. And what did you s...

Flowers For Pansy

by AmberFemXD on Sep 16, 2017
Transsexuals & Crossdressers

Daffodils were Pansy's favorite. To this day she is still a silly little flower gurl wanting, waiting, craving for another man to bring a fresh bouquet. But today was not an ordinary day. With the vacuum grinding and sucking and growling the knock on the door was just slightly audible. The little sissy . . . excuse me, pansy (she just loved being called a pa...

Wishes for my Wife

by Sinburn on May 17, 2019
Erotic Couplings

Tom sat on the park bench and watched his wife queuing at the ice cream stall. They were both hitting 40 this year and he couldn't help ruminate on the nature of his relationship as they planted their feet firmly in middle age. He loved her, no doubt about that but did he desire her? Yes and no. They still had sex and whilst infrequent it was always good and...

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Runt of the Litter

by grimbous on Oct 9, 2017
Transsexual

(This story involves a lot of humiliation of the main character, futa on male action, incest, and other fringe fetishes. If these aren't your thing turn back now. I also wanted to give credit and thanks to the artist Mafen for the above picture which helped inspire this story.) The hall is quiet. You were pretty sure nobody was at home. You creep carefully d...

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