Sissy Humiliated Stories

21,486 results
Orientation
Length
Source
Infinite Scroll

Young Sissy Ch. 01

by smittysimon on Sep 19, 2017
Transsexuals & Crossdressers

Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series. * I don't know how long I was under...days, weeks....

The Neighbor Daddy Next Door

by ddogg44 on Jun 4, 2019
Transgender & Crossdressers

PART 2 (continuation of "college is a time to explore) Daniel awoke with the feeling of a lacy black thong riding up his ass. A raging hard on pulsed in rhythm to the sound of Text messages being received. It was the next day, and Daniel was due for a spanking by his next door neighbor "daddy" for getting some cum on the carpet. "Be here at noon, keep th...

Helen, my Wife and Cuckoldress

by siscuc on Sep 12, 2017
Fetish

She stood before me, eyeing me up and down shaking her head. "So this is what really turns you on, hey?" she said mockingly as she slowly ran her fingernails over my cock through the lacy panties she had told me to wear. "Look at you getting all excited but your dicky is so small it can't even escape from those panties!" She laughed as she turned on her heel...

Down The Path Ch. 03

by gbr2004 on Sep 14, 2017
Fetish

This story involves gay sex and forced fem, not your thing, move to another story. * I haven't been able to concentrate all day, didn't get anything done. All I can think about is having to go back to the bookstore tonight. I don't know if I can do it but if I don't I'm not sure what he might do. Maybe he just won't contact me anymore and I really don't w...

A Husband Named Cathy

by cathynylons on Sep 25, 2017
Transsexuals & Crossdressers

When my wife Jane first found out about my naughty little secret she flew into a rage and launched into a tirade calling me a lying, duplicitous, deviant, degenerate pervert sissy faggot. She stormed out of the house slamming the door behind her. About an hour later she returned and had calmed down. In a very apologetic tone she said that she was sorry and...

Sarah had to Wear Little Panties

by SarahCD on Dec 25, 2018
Transgender & Crossdressers

I first published this story a few years ago. Since then, my writing skills have improved a little. While, I cannot change what actually happened to me, I have added some more details and corrected some grammatical mistakes. ------------------------------------------------------- It was Saturday morning and I decided to get my laundry done before going ou...

Princess Mia Ch. 03

by rossdrakon on Sep 14, 2017
BDSM

First, I would like to thank "B. Smith." For editing the story and for your advice. I also want to thank the readers for your encouraging words. I will try my best to improve on the stories and writing. The story is based on real life experience. This is a story about a guy who found the perfect dominant woman that makes him truly happy. Story would be mor...

Neighbourhood Terror to Sissy Pt. 03

by Fibaro on Mar 26, 2019
Transgender & Crossdressers

(Hey, so things have been a bit busy lately, but I'm back with another part. I really hope you guys like what I have done with this and as always comments are really appreciated, enjoy.) ***** Mark woke up to the sound of his alarm with a loud groan. Taking the bus down town would take a lot of time and he had pretty much made up his mind that he couldn't...

Miss Jennifer Fucks Little Tiffie

by tiffanyfoxe on Sep 12, 2017
Transsexuals & Crossdressers

The Saturday after Miss Jennifer had her boyfriend fuck my pussy/bottom, she called to me while I was doing her laundry and told me to come to her room. As I entered, she told me to come and stand in front of her, where she was lying on her bed. I was, of course, dressed like a proper little housewife, with my pink lace bra stuffed with my big 54DD falsies...

The Awakening of a Sissy Pt. 03

by sissyjolie4u on Jan 20, 2020
Transgender & Crossdressers

As i was watching the video of Mistress and I for the 3rd or 4th time, my phone rang. "Hello my sweet Joey, how are you doing? I so enjoyed spending our time together, I'm so proud of you and the progress you are making. Are you still in your pink bra and pantie? That is such a sexy look for you, it makes you look so soft and feminine. Tomorrow we will build...