Sissy Caught Dressed As A Bimbo Stories Stories

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Sissification 101: Ch. 06

by silkstockingslover on Sep 28, 2020
Interracial Love

Sissification 101 Ch 06 Summary: Eric gets fucked by BBC for the first time; Joan gets black pussy. 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...

Twenty-One More Questions

by silkstockingslover on Jan 1, 2019
Reviews & Essays

Summary: Jasmine responds to the most frequent questions asked by readers. Thanks to: Tex Beethoven, Wayne, and Robert for editing this essay. This isn't really a sequel, although it's a second part, as it addresses questions I didn't answer in 2017's Twenty Questions. 21 More Questions After 2017's 20 Questions, I received many more questions. I have n...

Ventura's Highway

by komrad1156 on Sep 14, 2017
Mature

"I'm sure you've heard the rumors, and I can tell you they are all true. I am not an easy person to work for, Ms. Stevens. I expect you to be available at all times day and night. My needs take priority over your own as well as anyone else's. Will that be a problem for you?" "No, Ms. Collins. I understand completely." "I have a half-dozen more qualified pe...

2 Magic Marbles

by baubleheadz on Aug 7, 2018
Sci-Fi & Fantasy

Part 0 - Introduction - Not knowing can be Dangerous... and Fun! Dear Emporium Shop Owner, Here is an account of my experience as you requested. The magic marble you gave me manifested a garment for my wife and my pleasure. I lay on the bed, naked, watching my wife holding the garment to her skin. When it's impossibly thin and improbably silky texture...

A Bully in Frillies

by Cdslavejessie on Apr 22, 2025

Hey yall!!!! So I know I already have two stories going but I decided to add a third to the mix!! This is a commissioned story for Giratuno, who has a love for frilly sissies in ultra girly girl wear, sausage curls, and being totally and permanently emasculated! A bully who bonks their head and loses their memory? Hopefully the bully’s girl victim is nice an...

A Sissy's Date Night

by nadia603000 on Oct 19, 2020
BDSM

Author's Note: Mistress Pepper and Sophie are "anonymized" versions of me and my slave-girl. The real me. All of my stories are (or should I say will be) my memories of a session with a sub. Thus, they are true stories. Only in this version details have been changed to protect the sub. I do live in Mobile about 10 months of the year (the remaining two I spe...

Chloe's Story Ch. 01

by MandyM1 on Sep 16, 2017
Novels and Novellas

The Dilemma As the tattooist's needle pierced my delicate skin and the painful process of inscribing the company logo above my bare pussy proceeded, I began to think again of all the chaos I'd recently caused. Derrick's bankruptcy and impending incarceration, the rapes of Carla and Amber, and the anguish that awaits my husband. I knew too what awaits me, th...

Secrets of The New World Order Ch. 04

by bjmichaels on Sep 14, 2017
Sci-Fi & Fantasy

"Judith, you're awfully quiet tonight... is something wrong?" asked Mary. I heard her voice, but not the words. I was holding up a cute bra and panty set pretending to be admiring the sexy lingerie, when in reality my mind was a million - miles away. "I'm sorry - what did you say?" I asked my friend. "Sweetie, you've been distracted all night...your eyes...

The Glimpse! Ch. 03

by Macpappy on Sep 17, 2017
Loving Wives

Changes. Our plane touched down at the airstrip in St. Louis and we went home. I ordered Chinese food to be delivered and we had dinner while I began doing my laundry. She seemed insistent that she would take care of hers at home. Soon it became clear why. After dinner she held my hand across the dining room table. "Joe, we need to talk." "Sure baby, Wha...

Sister Act

by Cat_photobuff on Sep 15, 2017
Group Sex

Cat hated to fly. Rather unusual for a former space flight engineer. Flight simulators were okay, but she just didn't trust the commercial airline industry. Probably a result of listening to disgruntled aeronautical engineers and mechanics complaining about how much they hated their employers. Oh and lets not forget the pilots who sit in airport lounges drin...