Chastity Cuckold Stories

13,138 results
Orientation
Length
Source
Infinite Scroll

Wedding Night

by slutslave201 on Sep 11, 2017
BDSM

Samantha and I met at a social gathering and hit it off almost immediately. Within weeks, we were a serious couple. We had similar interests (though differing opinions) and really got along well with each other. In no time at all, we both knew we were falling in love. In spite of Her great beauty, what I valued most were Her intelligence and Her sense of hum...

Nun Gives in to Lust Ch. 02

by MrRusty2000 on Sep 19, 2017
Anal

Sister Joanne was consumed. She had upheld her vows of chastity for 19 years only to succumb to a middle aged man who maintained the convent buildings occasionally. But these past 10 days she had given in to lust, abusing herself so many times with the fruit of the garden, and been intimate with two men. What was more concerning was that she wanted more. Th...

A Sin of Lust

by Velvet_Rose on Sep 12, 2017
NonHuman

He tossed and turned in his bed, desperately trying to rid his mind of the stunning images that had plagued him since that afternoon. That young woman kneeling so obediently as the altar and crossing herself with an innocence belied by her attire... her presence had called him from the rectory as certainly as the loyal bells ever had. Even a young priest suc...

The Dominican Trip Pt. 01

by MarriedCuck on Sep 17, 2017
Loving Wives

As we boarded the aircraft, I could not believe it was actually happening. We were going to the Dominican Republic to see her boyfriend. This was something I had wanted for over two years. Every other time she had gone, however, she refused to allow me to go with her. This time she had finally decided to allow me to come with her, but under some rather stric...

Linda in the Darkroom

by pg2xxx on Sep 14, 2017
Erotic Couplings

Linda was one of my first real sexual teachers. I met her in college at Michigan State. Before you dismiss my story as sophomoric (literally), you should know that this isn't your typical college fuck story, if only for this reason: Although she was a fellow student, she was quite a bit older than me. I was 21, and she was 38. Linda and I had a marketing...

Decision Day Ch. 04

by yorkshiremike on Sep 17, 2017
BDSM

The Letter A week later, the clock in the living room chimed ten as Carol came downstairs from her bedroom to face another day. She hadn't seen Arthur for a week. He was away playing some shows in the North East. While he had been away she had reverted to her normal life style- travelling by bus to her pupils' homes where she would teach them piano for an...

Confessions of a Tgirl Slut

by Sissypansyfairy on Sep 13, 2017
Transsexuals & Crossdressers

When the day started, I had no dates, no arrangements of any kind. But I was feeling horny. I needed cock. I'd gone over a week without sex and I am one cock hungry sissy slut. I'm getting on a bit but I know how to dress and do my makeup. I like to think I can embody a straight guy's fantasies and give him the sex his wife won't and dress in a way genetic w...

The Shower

by amberbmaid on Sep 13, 2017
BDSM

"You know what we've never done?" my Mistress asked me over the phone as she as on her way to my apartment. "What might that be Ma'am?" I answered. "We've never taken a shower together," she responded. I thought it over for a second but it was true we hadn't. We had shared a lot of experiences together but never a shower. Courtney and I had known each ot...

Master Walt's Homecoming

by tommibottom on Sep 15, 2017
Transsexuals & Crossdressers

Walt had been talking for months about taking me with him on one of his river trips. He was the skipper of a river tugboat and would be gone on trips for about a week at a time. When he finished a run, another captain would take his place and he would be home for a week. In the year and a half ,or so, that I had lived with Walt and Ellen, I lived as a femal...

Sugarlips

by justincbenedict on Sep 17, 2017
BDSM

Sugarlips finally came downstairs from the bedroom where he'd had to clean up Doolittle Ramsey from Clark Street and Beth Henessey, who was on the Easter Seals Committee with Sugarlips's wife, Fanchon. Sugar's jaw was exhausted from cleaning Ramsey's crotch off, because of course Ramsey had wanted an extra BJ... And then of course Ramsey had to show off, th...