Owned Sissy Stories

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Infinite Scroll

Casey's Submissive Journey Pt. 09

by corduroysissy on Jul 17, 2018
Transsexuals & Crossdressers

A day With Dorothy -- Part One - The Players Casey -- Submissive closet sissyfag with a corduroy fetish, owned by Karen. Karen -- Wife/Mistress to Casey and member of the Lady's Club. Julian - Submissive closet sissyfag owned by Dorothy (Dottie) Dottie -- Wife/Mistress to Julian and member of the Lady's Club. Maxie -- President and founder of the Lady...

Jesse's Journey Down a Rabbit Hole Ch. 14

by sadkins116 on Sep 14, 2017
Illustrated

I want to thank everyone for reading, voting and commenting on our story. I submitted the first six chapters, and Rebeccasm submitted chapter 6 through 12. I will be submitting chapters 12 through 18. We have both worked hard on this series and as such both deserve to share the postings. Hopefully you will visit both of us and enjoy the series. As I mention...

The Wedding Ch. 09

by betamale08 on Apr 1, 2020
Transgender & Crossdressers

The Wedding (Patti Cake part 3) Chapter 9 – Coerced, Consumed and Consummated... After wrestling my Uncle John out of his suit and laying him out on his back, I knew his passed-out routine was all a farce as he looked to me winking with a smile before going back into his pretend-coma... Faking it in front of Patti and no doubt doing so in the want of stay...

Sissy

by rogue01 on Sep 19, 2017
Fetish

Sissy It happened at last that he was caught. His wife came home mid-afternoon with her friend Miriam and found him upstairs in the bedroom wearing a pair of her panties. Her reaction shocked him. In the hot instant of his overriding shame he was aghast to discover in her a persona he had not yet known existed. Him, a faintly domineering man, like so many...

Unexpected Encounter Pt. 01

by cddream on Mar 6, 2018
Fetish

It was a week night and I received a text from an ex girlfriend I haven't talked to in 2 years. I stared at my phone in surprise when I see her name pop up. My heart kinda skipped a beat and I opened the text anxiously. It was from Molly, she was the first girl I exposed myself to. She knew all my secrets and kinks from our past together. The text simply re...

Bird of Prey Ch. 14

by Sputnik57 on Sep 14, 2017
BDSM

The women now gave their full attention to the newly subdued mail; he would be like this permanently without the need for drugs within a few short weeks. Gloria retrieved some of the more expensive of the ex-owner's wine from a cabinet and the three stood triumphantly over Fox-Janner, who was pacified by the drug but able to comprehend what was happening as...

Opening Him Up Ch. 02

by humbleboy on Sep 12, 2017
BDSM

Amy was looking down on her husband, watching the large life like phallus enter into his mouth. She got the strap-on in four inches and then Tim started to choke. "Relax my little bitch and try to think of swallowing my cock." Tim tried and he eventually gained another inch, but for fear of this new sensation he wouldn't go all the way. "Don't worry, I'm goi...

Smoking Blues

by sissymissyct on Mar 26, 2019
BDSM

"Hey Bren," called my assistant Sarah. The home office called while you were out smoking. You Better call Mr. C back. He didn't sound happy!" "Okay, thanks dear. I will call him back straight away," I replied as I headed to my office. As I was opening my door Sarah continued. "You know, you really have been taking a lot of smoke breaks lately. We are all co...

The Office Ch. 05

by EasilyConfused on Sep 24, 2019
Transgender & Crossdressers

Tom had lost count of the number of times Hamilton had struck his ass with the wooden paddle. His cock ached for release but his unwitting periods of mental manipulation had embedded a control in his psyche. He knew that whenever he was in the presence of his Mistress he should seek her approval before acting. And that very much included ejaculating from his...

Payback's a Bitch

by sissymaidallyson on Sep 13, 2017
Transsexuals & Crossdressers

Knelt on my knees and taking a glance to my right at the sight of a woman counting cash whilst I sucked off a guy I started to wonder how this had all happened. I had a good job and didn't have a huge problem with getting lovers. I was straight and loved women but here I was – nothing but a sissy prostitute being rented out for the oral pleasure of men I di...