Cuckold Chastity Resort Stories

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Length
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Infinite Scroll

Eleanor's Transformation

by justincbenedict on Jul 10, 2018
BDSM

Eleanor closed her eyes, trying to strain against the hurt. She heard the swish of the loop of baling wire in Adam's hard hand, and searing pain, a burning line of it crossed her soft, plump buttocks. Eleanor had to stay still. Otherwise Adam might bind her hands and feet with rope, as he thought she was a bit of a "Squirmer". But she'd been trained to lie...

Candi's Conversion Ch. 03

by CandiCumminz on Oct 3, 2018
Transsexuals & Crossdressers

Please read Parts 1 & 2 first. - Candi has had a long night and tomorrow she begins her sissy life properly. First thing? Shopping of course! - I hadn't slept well. I'd gone to bed horny and frustrated, and Lucy's screams of ecstasy in the other room weren't helping. Just as I'd got to sleep, a few hours after I'd crawled into bed, a loud phone notif...

Becoming Bobbi

by osodd_boi on Sep 19, 2017
Fetish

I had my "secrets" we all have them. I guess on the one hand we are terrified we will be discovered but on the other, there is that little part of us that wants to be discovered. At least that's the way it was for me. Meeting Ms. Anders changed all that. Somehow, from that first meeting, she could see all the way through me. She could see that dark secret th...

Verbal Foreplay

by shambles on Sep 11, 2017
Erotic Couplings

Jill and I had fucked a few times, but they'd been one night stands and pretty routine. This particular evening I'd had Jill round to my place and cooked a pretty fair dinner, and I was beginning the let's-go-to-bed gambit. Jill seemed to come to a sudden decision. "Fucking's pretty nice," she said, "but we've always been so eager we haven't really gone in...

Aphrodite's Curse Ch. 099

by Gaius8666 on Sep 25, 2017
BDSM

"BITCH!!!!! I know you are in here, so come out NOW!!!" Artemis screamed as she stomped thorough the empty reception hall of Hecate. Huge and imposing, the desolate palace was even more desolate than usual today as it was completely empty. Her frustration growing as no sound was heard she yelled even louder. "BITCH!!!!! GET YOUR BONY MOLDY ASS OUT HERE NOW!!...

Halloween Pool Party Pt. 02

by sissymissyct on Sep 15, 2017
Fetish

Maddy Returns I noticed Miss Maddy getting dropped off at the main house around 10 am. I did a quick final check of the pool room and my "pink" room just in case I forgot anything and around 11 Miss Maddy came in. She greeted me warmly with a light peck on the cheek and asked, "How's Ronnie doing today? I have missed our time here in the pool house". Why do...

Doll House - Surrender

by Dani_Doll on Sep 12, 2017
Transsexuals & Crossdressers

The red light popped against a sea of darkness as Miss Sterling sat in silence, staring into the emptiness. As she finished inhaling, it slowly smoldered, as if the light was being choked out of existence. Savoring the flavor from her vape, she let out a slow, deliberate stream of smoke. She treasured these moments: the time before the big reveal of a new gu...

The IFD Supermax Ch. 02

by prisonguy on Sep 17, 2017
BDSM

Jacqueline paced her small cell as she waited for word that the verdict was in. She hardly noticed the cold floor beneath her bare feet, having lost her boots because the guards feared that she might attempt suicide. She had become despondent earlier in the day when she had heard that both Dominique and Gabrielle had been convicted, and had agreed to five ye...

Aphrodite's Curse Ch. 091

by Gaius8666 on Sep 15, 2017
BDSM

Back in Egypt, Demetrius slept deeper than he had ever slept in his life. Exhausted beyond human endurance, his body covered in hundreds of bite marks and scratches from the innumerable women he had serviced on this journey up the Nile, he was lost in a complete deep, dreamless and completely unconscious state. His body showed the marks of his labors as each...

Just For Fun

by taurents on Sep 14, 2017
Loving Wives

How it All began: Lady 34 with understanding husband wishes to meet male with sense of adventure. Box No.... The Reply : Dear Lady, I was very interested in your advert and think that I have the sort of approach and sense of adventure which both you and your husband will find satisfying. I am 49 years old , straight , not overweight...