Cuckold And Boots Stories

359,786 results
Orientation
Length
Source
Infinite Scroll

Hooker Thai Wife Cuckolds Hubby

by StarfireMayo on Dec 9, 2019
Loving Wives

**Note: If you object to prostitution fantasy or cuckold sex please skip. Thanks. *** My dirty slut of a wife Bambi has been fucking other guys ever since she did my best man at our wedding. I have had the pleasure of enjoying seeing her screw literally hundreds of guys, and climaxing on each and every cock. She has a petite sexy brown tight Thai body made...

Betty's Transformation Ch. 01

by dom_u_softly on Sep 16, 2017
Loving Wives

Earlier submissions under The Transformation of Betty surveyed the main events of my wife's transformation into a sub slut. But there are events and scenarios that were erotic as stand alone vignettes and here are a few of them: Vignette 1, The Window: Unlike couples who limit sex to the bedroom, my wife and I relished playing in our living room. She loved...

Leena Submits Again Ch. 04

by dan57 on Sep 26, 2017
Loving Wives

After Peter had publicly announced his home staff that his wife Leena was a submissive and that the Indian girl most of them had enjoyed so often was their mistress wearing just a skin pigment, the atmosphere had dramatically changed. The previous austere formality had vanished. Leena was now considered basically as just another staff member, a maid especial...

Online Cuckold Looking for Love

by subboy129 on Sep 1, 2017
Fetish

I was online one night, searching around online, basically looking for someone to talk to. I stumbled across an ad on one site: "Dominant female seeking TPE LTR with submissive male. Must be ok with open relationship, must be ok with being submissive both in and out of bedroom. Please email for more." And I thought why not. So I emailed her back and within t...

For Art's Sake Ch. 02

by IgneousRocks on Jun 15, 2020
Mature

You asked for more. Vicky's expanding her horizons and I couldn't stop her. If this fiction matches any events, or has names or characters relatable as real, it's a pure coincidence. ********* Arthur sat down to breakfast at the kitchen island. Vicky served him his usual oatmeal with brown sugar and strong black coffee. Pointing to the oatmeal she war...

Cuck Dreams

by mdp_2004 on Sep 13, 2017
BDSM

When you're awake and you experience something that you sense you've had before it's called de ja vu. The dreams began about two weeks after I decked Master Black's driver. At first, I was floating on the feather that Donna had created in our erotic hypnosis sessions. My feather hovered over the floor by our bed and I watched her anally and orally service...

A Teacher's Way Out of a Dilemma Ch. 04

by SubBabs on Sep 16, 2017
Loving Wives

We were led to a side wall where there was a ledge about five feet above the floor with a long row of heavy wooden chairs fastened solidly to the wall. There were four or five people, men and women, seated in these chairs. Kevin told John he was to have a seat in one. Going up several steps, John sat in the third one from the end. Kevin was right behind him...

New Year Cuckold Ch. 02

by 0131aj on Sep 16, 2017
Transsexuals & Crossdressers

After the party at New Year Julian realised his marriage was over. He had have been working overseas for about five years and the strain eventually had proved to be too much for his wife. Ever since their wedding day he was aware that she was having a series of affairs with other men. She was a beautiful brunette, with superb legs and shapely figure, confide...

A Wife's Lover, His Boss Ch. 02

by keptsissy on Aug 30, 2017
Fetish

"I take it she's spoken with you about me, about me and her?" He sits behind his desk and stares at me. He's aloof. He's never said more than two words to me before, passing in the hall at best. I'm so nervous I can hardly speak. When we got invited to his all-company BBQ party at his house it was the first time he'd ever really paid any attention to me. Mo...

Cuckold with You and John Pt. 02

by nottee_1 on Sep 17, 2017
BDSM

After a break, as John and I just sat back and smoked some more, you were still hard as a rock watching...you weren't allowed to jack off this whole time, which I know made it extremely hard for you to do. I know how much you love jacking off watching me with other men. I knew that it was a big rush for you! John left the room for a minute and when he came...