Sissy, Heels, Cuckold Stories

88,578 results
Orientation
Length
Source
Infinite Scroll

Francie and Graeme's Defloration

by skriblur on Sep 12, 2018
Erotic Couplings

The odd-numbered parts have the sex. The even-numbered parts have the love story. ~1~ Francie likes what she's seeing -- her feminized husband. All slutted-up in strappy heels and frilly socks, a cute cornflower blue skirt and white cotton blouse, kneeling in front of the living room couch, sucking off one of Francie's boyfriends. Francie (wearing nothin...

28 Days

by tinywhiteboi on Dec 2, 2019
Interracial Love

28 days. That's 4 weeks since my last orgasm. And I was so horny, to the point of constant distraction. It was all I could think about. My locked little penis was dripping into my panties, and my little balls were swollen. Six weeks ago my wife, Angie, caught me jerking off to interracial cuckold porn, a video with the cuck locked in chastity. She'd come ho...

Cuckold Chronicles: Damon

by deltonaman2man on Sep 14, 2017
BDSM

Prologue This is the third part in the continuing adventures of Heather and Dave. A couple very much in love, playing out their fantasies. It has been 3 weeks since Heather took me to Todd's house for an evening of wild unbridled sex (for her and Todd ) and humiliation ( for me ). { See Cuckold Chronicles: Todd } We left there riding high on the excitemen...

Trip to LA Pt. 03

by gbr2004 on Mar 3, 2020
Fetish

This story contains forced fem, gay sex, discipline among other fetishes. If not your thing, please pass by this story. ***** I force myself out of bed and can't stop thinking about last night and even worse thinking about it continuing today. I go take a nice hot shower and that help some but when I come back into the room and see the pink pumps and the s...

A Cuckold Earns His Horns Pt. 01

by lapraline70 on Sep 16, 2017
Loving Wives

Dozens of replies. Dozens. I did it on a whim without Her permission; I was horny and thought it would be fun, never expecting anything to come of it, really. I've never been good at fortune telling, though, as the results attested. Hotwife/Cuckold-to-be seeks Bull to seal deal - mw4m my Wife is a pro Domme and has instructed me to place this ad for U/us....

Adult Trip Pt. 04

by cuckcpl4play on Jul 18, 2018
Interracial Love

Master released me from the tree and quickly positioned both hubby and me on our knees next to one another. He handed me a brief and simple contract and ordered me to read it aloud. Obediently I read the contract as demanded. "You have agreed to be Master's dirty married white whore for the remainder of Master's trip, subsequent trips to this hotel where...

Dominant Wife, Husband's New 'Duty'

by keptsissy on Sep 19, 2017
Loving Wives

She sits on the seat in front of her make up table. As she does her eye makeup, staring into the mirror, she talks to me. "Do you want to fuck me?" She leans in, concentrates on her left eye, brushes dark dusting onto the lids. "Yes, Ma'am, yes. I stammer, stare with a shocked look on my face. I'm naked except for a pink ribbon tied around my soft peni...

Sissy Cuckold & The Old Bull Ch. 01

by DirtyDaddyHunter on Sep 19, 2017
Loving Wives

He waited on the bed as instructed. He had dressed exactly as he was asked: A pair of lavender lace trimmed panties stretched tightly over the young man's small cock; a matching bra covered his hard brown nipples too. He also had on a garter belt and some high heels. Too top in off he had on some coral lipstick and he had painted his nails perfectly. There...

BWC for Black Male Sissy

by Samuelx on Sep 12, 2018
Transsexuals & Crossdressers

Meet Bass, which is short for Bashir Malong, a six-foot-seven, dark-skinned and ruggedly handsome man originally from the nation of South Sudan. Bashir is definitely more than he seems, and that's just the tip of the iceberg. A lot of people, upon meeting the tall, handsome brother with the deep voice, wonder if he's some sort of professional athlete, and Ba...

A Perverse Plan

by Candyboi on Sep 25, 2017
Transsexuals & Crossdressers

It started off with little things, small suggestions, that quickly snowballed into perversion. My wife Carla, who for the first decade of our marriage displayed little interest in kinky sex games became a hot wife virtually overnight with total control over me... Carla is 44, has a very curvaceous ass, 34DD tits, and works as a doctor at the local hospital....