Chastity Tranny Stories

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Samantha Meets a Dom Master

by SamanthaSatine on Sep 16, 2017
Transsexuals & Crossdressers

A true story - I am the main character and all the various activities described were undertaken with my consent...no harm came to me in any way... ***** The date was fixed. The room was booked – neither of the willing parties could accommodate, a not unusual event in the world these two inhabited from time to time. The morning of their meet had now arriv...

Tranny Fantasy World

by panopticind on Sep 15, 2017
Transsexuals & Crossdressers

If I were not afraid of shame and assuming practicality is no issue, I'd turn myself into a piece of fuck-meat for well-hung trannies. I'd have an army of the world's most beautiful and well-hung chicks with dicks living in my mansion. I suppose they'd receive a salary as an employee of mine and not be slaves or something. But I'd say I'd need about 500 tran...

Lock Your Phone

by Iamasissy on Sep 15, 2017
Transsexuals & Crossdressers

I am a sissy and I love it like most sissies I dream about belonging to a man to be owned by him. I fantasize about being outed and being forced to become a transsexual. I put out adds on craigslist NY looking for a Master. I take lots of pictures dressed, I take videos dressed saying my name is Karen I am a sissy and I want to become a transsexual for a rea...

Letter from Augusta

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom Deuce, my second son is finally beating me at Ping-Pong. The ball flies over my head! When I was a kid the balls were just white, but now they come in neon orange! Deuce looks relieved, I wonder why. Is it because I have always punished him, taking his pants down and spanking him hard with my paddle when I beat him at table tennis...what a...

Always Read Before You Sign Ch. 09

by Reaver90 on May 12, 2020
Transgender & Crossdressers

Paula was in the living room, having some toast as she watched the news on TV. She was waiting for Samantha to appear so she could launch her secret surprise on her slave. Samantha was in the kitchen, making herself a cup of tea. Samantha always enjoyed a cuppa in the morning. As she waited for the kettle to boil her mind drifted back to a few days ago wher...

The Third Clearwater

by Damos on Jan 5, 2019
Fantasy

The Arrival It was a rainy day in Forks and looking out the window was met by Sue, my Aunt staring at me through her mirror at me, "It's Okay Damian, Charlie will take care of it all!" "I just can't believe she is gone! it was only yesterday when I was sat there watching the game with her and now she is gone!" she nodded before smiling sp...

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The Sexy Cuckold Couple Pt. 13

by cuckcpl4play on Sep 19, 2017
Fetish

Part 13 Vegas Arrival We quickly departed the plane and as expected, Master had a limousine waiting for all of us. Getting into the limo, Master asked his slut / my wife loudly enough for all of us to hear, "Is that stretched out pussy already tender and sore?" My wife immediately responded that it was hoping that Master might express some niceties or co...

Sucking My First Tranny Cock

by SamTravis on Sep 16, 2017
Transsexuals & Crossdressers

I'd been in chastity for 5 days, and my thoughts are not really focused on anything but sex (my lack of it) and sex (my desire for it). Princess Melissa plans on keeping me in chastity for a long time. She says Sunday (4 days away), but I suspect she may be teasing me. She told me I needed to suck cock and swallow some come - TODAY. So while I was at work...

Cruel Mistress Carnation

by justincbenedict on Sep 15, 2017
BDSM

JULY, 2005 Clausen Widdicombe pulled up just outside Enger Haverford's farm...She was the town dominatrix, and a bit weird, but Clausen had reasons for being here...he wanted to see Enger's niece, the wonderful Carnation!!!! Clausen got out of his little Miata convertible and sighed. Enger's youngest daughter, 20 year old Secondari (She and her sister Sel...

Tough Love Ch. 03

by justincbenedict on Sep 14, 2017
BDSM

Geneva smiled, looking at Kearney, who was snuffling in the corner. She knew how much he hated standing in the corner. Recently, she'd taken him to a BDSM party at the Scourge Society... Kearney had actually been involved with the Scourge Society even before Geneva, and was so excited about seeing his friends, and watching the gorgeous young girls get whipp...