Cuck And Stockings And Heels Stories

359,800 results
Orientation
Length
Source
Infinite Scroll

Belated Halloween

by heaterlee2020 on Sep 1, 2017
Group Sex

I am a bisexual, active woman who is married to a very loving and giving woman. We have a unique relationship that most don’t understand but that doesn’t matter because we are happy. Let me tell you about us. As I said, I’m an active woman, I ride a bicycle over 100 miles a week and am an avid rock climber. I’m five foot seven with an athletic build, my be...

Girlfriends Fantasy

by Sfmm22 on Mar 6, 2018
Fetish

You had made a promise to your girlfriend Doe that you would fulfill her deepest darkest fantasy that she has had for the longest time, that until you she never felt she could experience. Well now the time time had come for her to collect and for you make good on your word. A little about Doe she was everything you had ever wanted in a woman and you knew tha...

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Madam Molly Pt. 02

by corduroysissy on Feb 11, 2019
Transgender & Crossdressers

Molly & Jessie's conversation lasted about twenty minutes, and by the time it was over she'd made it quite clear that when it came to obedience her expectation were very high. She then informed him he was going to be her little slave-boy and amuse her for a while. When she was ready to get laid she'd summon her cuck Tracy back and Jesse would resume his boyf...

Celebrities BLEACHED

by Wingd Knight on Jul 22, 2020
Miscellaneous

Different people find sexual appeal in different things and ideas. Some like getting tied up, some like to be held softly, others like calling their partner 'Daddy' or 'Mama', some like to be hurt, and others like to do the hurting. This is not about those people. At least, it isn't about the people who like those things by themselves. This is a story about...

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Making Him Watch

by mac73 on Sep 16, 2017
Loving Wives

I sit in the chair, waiting totally blind by the hood, the smell of leather engulfing my nose, with the bite of the clamps on my nipples and the restriction of the handcuffs on my wrists. I wait for my mistress and her lover to come into the room. I hear them outside, a mix of chat and moaning, they're getting ready to pleasure themselves. I can feel the s...

Madam Molly Pt. 01

by corduroysissy on Feb 6, 2018
Transsexuals & Crossdressers

It all started in a chat-room, "Closet Sissyboys." Jesse had been spending a lot of time in chat-rooms in the six months following his divorce. He wasn't looking for love, he just liked to drink and have cybersex while jerking off with corduroy. Yes corduroy. Jesse had a corduroy fetish his whole life and now at the age of 36 it was stronger than ever. He...

Dreams

by DrLuverotica on Sep 25, 2017
Transsexuals & Crossdressers

"Hey! Hey! Wake up, wake up!" "What? Jo, what is it? What's going on?" "I think you should be telling me that!" "I don't understand." I was slowly coming round now, But I was still mystified as to why my wife had woken me at 2 a.m on a Saturday morning. "Erm your cock is as hard as nails and you were waving your ass in the air," Jo said, starting to laug...

Cuckolding Robert

by Lucyslovers on Sep 17, 2017
Loving Wives

"Robert!" Came the voice from the doorway, and Rob looked up from his computer screen - horrified at what he saw. There on the threshold was a naked, albeit except for a pair of moderately high heels, Frankie. Frankie was his internet/cyber lover of two years. No way in hell should she be here, let alone naked. This was Rob's home, the home he shares with...

Greta and the Boys Ch. 03

by GrantLeeStone on Oct 30, 2018
BDSM

This story involves themes of Group Sex, Dominance/submission, bisexuality with some mild male homo-erotica. There is some discussion of incest in this chapter, but no detailed descriptions of incest or acts of incest. IF the story goes in that direction (and you are welcome let me know what direction you would like the story to take in the Comments), but IF...

Michael Cuckold of the Year

by rodryder44 on Aug 28, 2018
Fetish

Warning 100% cuckold story. Michael went over the edge. I'm almost ashamed to say I know him. Jo saves the day by being so fuckable. It's surprising how fast a marriage can sour. A cancelled anniversary dinner finds Jo cuckolding Michael and discovering her slutty side. She's now his boss' slut. Michael quickly adapts. Relevant comments are welcomed. ro...