Undercover Sissy Stories Stories

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Robin and Jimmy Olsen - Sissies Ch. 01

by tawnysuede on Sep 15, 2017
Celebrities & Fan Fiction

Note that this story stands separate from other stories I have posted. * "If you hunky men will excuse us for the moment, we girls have to go... powder our noses!" Robin said as she scootched around on the cushions of the private booth. Jamie rose and joined her. Their dates watched the two girls' rounded asses sway back and forth as the two sissies walked...

Moving to the Sexworld

by Shendude on Dec 19, 2010
Science Fiction

Imagine an alternate universe where casual & free sex, sexuality, & nudity are everywhere, where all people are at least bi, where there are almost no sexual taboos, where everyone's a nympho or satyriac, and where almost all interpersonal interactions have some form of sexual content, and it has ALWAYS been this way. Now, imagine that this world com...

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Seduction

by Uwe37073 on Aug 15, 2020
Cheating Spouses

Hi Guys, Under this story I will publish several short stories. Some stories will get a longer or shorter storyline. Depending on the popularity, I will focus on individual storylines. Other authors are very welcome to implement their ideas and write them down. Basically, every short story has a male or female Protagonist in the foreground who is either the...

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Forced Into Submission

by lonejackman on Sep 16, 2017
Transsexuals & Crossdressers

Chapter 1 "Oh shit, fuck my black ass with that thick white cock you fucking tranny." He moaned. "Harder, rape my tight fucking ass baby." He screamed "Quit screaming like a bitch and take it like a man cock-whore." She exclaimed. He could feel a growing sensation of pleasure in his taint, a feeling of unnatural pleasure building up inside his loins that...

Sam's Panties Ch. 02

by Quietoldie on Sep 19, 2017
Transsexuals & Crossdressers

At the end of their holiday the two couples exchange email addresses and phone numbers. Jean and Ken live in the North East part of England whilst Mike and Sam live near London. The 250 miles separating them is no bar to them meeting up from time to time when Jean can enjoy her new found desire for extramarital sex with both Mike and Sam. Her cuckold Ken is...

Pounded Into Submission

by Jamesjones52 on Sep 12, 2017
Transsexuals & Crossdressers

"Oh shit, fuck my black ass with that thick white cock you fucking tranny." He moaned. "Harder, ram my tight fucking ass baby." He screamed "Quit screaming like a bitch and take it like a man, cock-slut!" She exclaimed. He could feel a growing sensation of pleasure in his taint, a feeling of unnatural pleasure building up inside his loins that had never b...

Blurpees Before Lights Out

by puzziboi on Jun 1, 2020
Transgender & Crossdressers

The scrawny, balding man with a pointy nose and large ears cleared his throat. He was seated up on the dais wearing his black robe. He spoke in a low tone. "Will the jury foreperson please stand," he half asked, half instructed. A bronze-skinned woman wearing too many bangles and a lot of bright purple hair weave stood. The judge inquired, "Has the jury re...

Robin and Jimmy Olsen - Sissies Ch. 05

by tawnysuede on Sep 15, 2017
Celebrities & Fan Fiction

Jamie Olsen hated Mondays, because on Monday morning she had to go back to being boring Jimmy Olsen after having spent all of the weekend as Jamie! Sunday evening had been disappointing. As usual she had been out on her street corner on the stroll. Last night she had chosen to look extra trampy, wearing torn stockings, her five inch heels, and her black lea...

Prostitution Stings

by WaltForest on Sep 16, 2017
Reviews & Essays

In my area—and I suspect in yours—the local news regularly runs stories of prostitution "stings." In case you are not familiar with them, they work like this: female police officers pose as prostitutes. They may walk a street "known" for prostitution (which in my city means you may find, at most, a dozen down-and-out, drug-addicted women on a busy night, plu...

Journey into Feminization Ch. 01

by KneelingNancy on Jul 14, 2020
BDSM

***Chapter 01 - The Beginning Like so many of our beginnings, mine started to what some would call a normal life. I grew up in on the west coast and would consider my family upper class. Both my parents had successful careers and my brother and I had a lot of great experiences growing up (private sports clubs, investment in the arts, etc.). During my chil...