Anal Chastity Stories

51,359 results
Orientation
Length
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Infinite Scroll

Everything Has a Price Ch. 12

by MALIBUMAN666 on Sep 16, 2017
BDSM

Author's note - don't forgot new stories from me will soon be posted under 'Robert_Anthony' - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - The 'soft' option... I .................................... (hereafter referred to as 'slave'), agree this day ....../ ...... / ............... to be bound...

Helping a Friend's Loneliness Ch. 03

by Bibliophile on Dec 2, 2019
BDSM

Author Note: I think the basic dynamics are already set for this plot line of the non-climaxing girl and the side-girl she insists on because of it - with the side-girl in chastity, but I had to go one more installment in order to put Miss X / paingirl / chastity-girl/princess into an actual (and probably expensive and not-very-functional) chastity belt inst...

Bike Ride

by sculptorn on Aug 19, 2017
Exhibitionist & Voyeur

Breathing deep. I've been preparing for this, but I'm nervous. Today is the Tour-de-Fat. I've decided that I'm going to engage in some long-term public bondage and see how well I can blend into the insanity. The route for the Tour rides past my house. I'm intending on joining the fray and riding roughly eight blocks with the tour and then continuing on ano...

We Rule the School Ch. 04

by TheWorldSpins on Sep 16, 2017
Group Sex

Katie Greenwood couldn't decide if she was looking forward to a confrontation or dreading a meeting with her ex. Last Halloween, Simon, the guy she thought was the perfect boyfriend, had more or less blackmailed her into a public, humiliating anal sex experience. She still wondered why she had gone along with the whole scheme. Simon's blackmail was based on...

One Glass of Wine, Revisited

by sublocked on Sep 14, 2017
BDSM

Note to reader: My last entry, "One Glass of Wine?" was not very good. That was partly because it was hastily prepared in fantasy mode. This version, "One Glass of Wine, Revisited" (without a question mark) is, I think, better and here is why. The first was fiction, with things added that I would like to see done to me. But that is not up to me, so in this s...

Crossdresser's First Anal Orgasm

by ksha on Sep 16, 2017
Anal

A young man still experimenting with his body, found a new fetish he enjoyed quite a lot. He found the joys of anal masturbation. He had heard rumours of an orgasm so wonderful it would leave you shaking afterwards. He was in search of his very first prostate orgasm. This is the story of the first time this young man would discover the joys of prostate pleas...

Nocturnal Anal Stimulation. A Study

by suppleWriter on Sep 17, 2017
Fetish

Note: this is a story, fiction. None of the facts are correct, and all the names are false, invented. So enjoy! (Re-posted with the above clarification, and links deleted). Nocturnal Anal Stimulation in Orgasm-Denial Relationships - A Study NOCTURNAL ANAL STIMULATION IN ORGASM-DENIAL RELATIONSHIPS. A STUDY BY: Willsoin,D.E., Arangji,T.F - UCNYCE - Dept...

(Cross) Dressing for a Latex Party Pt. 01

by latexlegs on Sep 25, 2017
Transsexuals & Crossdressers

We had been planning the outfit for months, and finally the day was upon us. The outfit was for me, not my wife. I have been a latex fetishist for years and I have slowly been able to bring my wife round to my way of thinking, although she is not as out there as me. We live in South Africa, where latex is scarce and expensive and really hard core fetish...

How Chastity Changed My Life

by ronron1818 on Apr 22, 2020
Fetish

My name is Mary and I am 45 years old. I am ok looking, nothing that spells out sexuality in any obvious way. My life changed dramatically last year when my husband Mike started to work as an accountant for an all female sex toy company; that is owned and managed by Lisa who is a very sexual and sexy young lady. Lisa is 26 years old; tall and thin. She ha...

A Woman's Chastity Belt Torment

by achillesthegreat on Sep 25, 2017
BDSM

At last I have you in my arms. We are together and naked. We kiss passionately on the bed, with me on top of you. I can feel the wetness between your legs and you can feel my raging hard-on, as I want you so badly. I turn over with you and you are now on top of me, ready to straddle me and shove my cock up inside of you and give you what you crave. Inste...