Gay Sissy Stories

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Farzana Khan of Ottawa

by Samuelx on Sep 16, 2017
Transsexuals & Crossdressers

"Nice ass, them Indian girls sure got nice bums on them nowadays," Geoffrey Kean said to himself as he spotted the tall, curvy, Sari-wearing young Indian woman getting off the 95 bus at Mackenzie King Bridge in downtown Ottawa. This particularly Indian cutie strode through the crowded hallways of the Rideau Shopping Center like she owned the place, sashaying...

Humiliation Vignette

by MichaelWest on Sep 13, 2017
BDSM

***** The building looked like a defunct Seven-Eleven, except it was brightly lit by chasing bare bulbs in multiple colors like tacky Christmas lights and three big tacky neon signs announcing "Adult Bookstore", "Viewing Booths" and "Open 24 Hours". Although the door and windows were glass, they were all frosted as if by being soaped and only seemed to glo...

Tremplin's Pain

by justincbenedict on Sep 14, 2017
BDSM

Tremplin Duddingstone, wrists and ankles bound, but in the kneeling position, struggled to rub his straining penis against Mueselle's cat's scratching post as Mueselle and her guests, both male and female, laughed uproariously. Tremplin always wound up naked, horny, and humiliated. Nine months ago, Tremplin had gotten up the courage to show his wife the pec...

Note To Black Women & White Men

by Samuelx on Sep 17, 2017
Non-Erotic

Dear Black woman, I want you to know this. I'm in love with you. I think I'm in love with you. I want to be in love with you. Am I in love with you? Can I love you? Can you love me? I don't know. So many questions. Who am I? I'm the Brother with the Ivy League MBA who's leading a Fortune Five Hundred company into the twenty-first century. I'm the Brother who...

The Office Party

by Coltrane on Sep 1, 2017
Exhibitionist & Voyeur

Years ago I was working as a consultant for the State Department of Mental Health in Tennessee. Being a consultant meant I traveled the western part of the state helping rural communities set-up vocational training programs for the disabled. Being a traveling consultant also meant I worked out of an office group that was comprised mostly of social workers tr...

Felicity Ch. 45

by jjcolejr on Sep 12, 2017
Novels and Novellas

I had just noticed my fiftieth birthday had passed a week ago. I was a loner and no one knew it was my birthday; hell I didn't either, so I was neither surprised nor disappointed that no one had wished me a happy birthday but wondered if anyone in the office had that same experience. I was not about to ask of course, I just wondered. Over the next few wee...

Life and Time of Lady Vargos Ch. 19

by rik581 on May 21, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** Martin stared out the car window as he was driven to meet Darren once again. He was in the back seat of a different car than the first trip and it was no limo by any means. Martin's thoughts were swirling around things he was beginning to notice. He was being allowed out w...

Halos and Heroes Ch. 04

by WasAlmostFamous on Jun 18, 2019
Novels and Novellas

Thank you all who have been reading and following along. I always appreciate getting feedback. It helps with becoming a better writer and it's always an ego boost, so feel free to reach out. I will always respond! The usual spiel: This isn't a stroke story, (more porn with plot.) Be warned, it's very long. 33+ chapters, and many sexless ones, which is why i...

Kim's New Life Ch. 02

by JanetMon on Feb 12, 2019
First Time

"Whoa, Kim! I'm sorry. I didn't mean to make you so upset. Please forgive me. Since you have, or rather recently had, a serious relationship with your boyfriend, I know you couldn't be a lesbian. That's why I said you answered my question. Therefore, I assumed you must be bisexual." I think the alcohol was helping me to be more than a little pissed at her i...

Forgiveness

by YDB95 on Nov 18, 2019
Erotic Couplings

Katie zipped up her ridiculous plaid dress and looked at herself in the mirror. Every hair in place on the outside, just like every other year. Wound up tighter than a corkscrew on the inside, just like every other year. Two years into college and there was still no escape when she came home for the holidays. Next year, she vowed, she would find some excuse...