Boss Cuck Stories

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Orientation
Length
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Infinite Scroll

Blindfolded Surprise

by LilithsCuck on Oct 6, 2020
Fetish

Ken sat cross-legged in the middle of the room, unsure of where Lilith and Matt were in the room. Lilith had blindfolded Ken before making him disrobe. Ken couldn't see the look on Lilith or Matt's faces when he took of his underwear, but he could hear Matt's snicker as the small steel cage flopped out from behind the elastic of his underwear. Lilith laug...

Man at The Bar

by MissFaith on Sep 17, 2017
BDSM

It was a warm evening. One of those that carry the slight hint of autumn in the air but the promised coolness hasn't arrived yet. The sun was softly sitting on the horizon as people bustled past as I sat on the bench and awaited my date for the night. We had met a few times and I was beginning to get comfortable with him. I had chosen to be brought by my car...

Dark Horizons: Laura Ch. 04

by LeMondial on Sep 15, 2017
Interracial Love

The morning dawned bright and unseasonably warm for October. Ray skulked out of the young couple's house at around 8 A.M. Laura's pussy was still sore from the pounding she had taken, plus the fact he was inside her as they slept like spoons for most of the night. She started the shower and felt the warm comforting steam beginning to infuse the bathroom. As...

Carol, Candy & the Ex Pt. 02

by corduroysissy on Mar 26, 2019
Transgender & Crossdressers

(Will Candy make a good cuck?) Davie was standing at Carol's front door dressed in a pair of copper brown wide-wale corduroy dress trousers, and a beige polo shirt. Oddly enough, he felt more nervous than he did the night before when he was in full drag, and he attributed it to the ex-factor. Last night Davie as "Debbie" was there to meet Robbie as "Candy"...

Cuckold & Netorare Shorts

by grimbous on May 17, 2019
Cheating Spouses

Hello Readers, What follows will be random Cuckold related short stories, set ups, or scenes. I get a lot of cuck related story ideas that I need an outlet for. This is simply a place for me to collect some of the ideas I get from time to time to see how they go over and gauge what is popular and what isn't. Don't expect lengthy or overly involved tales. Do...

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Cuckold Humiliation Story Time

by depositdutchess on Nov 8, 2017
BDSM

If only you were a real man and not a cuckold loser. Then maybe, just maybe someone would actually want to fuck you and I wouldn't have to tell you about my amazing sex every night, haha! Clearly an impossible reality. A cuck likes you gets to sit at home and circle jerk his cock to the thought of me getting fucked by a real man. Honestly, you could never fu...

Holiday Inn, Rochester

by dsoul on Sep 15, 2017
Illustrated

Saturday, 12/01/13: 2:15 p.m. -- 8:34 p.m. I hooked up with my favorite couple in upstate Rochester once again. A good thing we found ourselves in Cuckoldspace.net. Ever since I deleted my former Yahoo mail box, I couldn't find a means of getting at them, but as luck would have it, we found ourselves again. The hubby, Robert, and I exchanged cell numbers an...

Derrick Explains Cuckolding Ch. 01

by funcouplelb on Nov 16, 2020
Interracial Love

I couldn't believe I did it. I hit send, and a 15 year old picture of my wife at our wedding and a one month old picture of her naked ass texted to Derrick. You would never have thought that ass belonged on a 43 year old... ********* One month earlier... My wife was a U.S.-born East Indian with a beautiful face and a thick ass. After two kids with extra e...

Cuckolding: The Lifestyle Ch. 01

by Karenkay on Sep 16, 2017
Interracial Love

Madison sat reading the book that her husband ordered for her online a few weeks ago for the second time. She sat on the living room sofa dressed in black lingerie that Ted bought her along with her favorite fluffy slippers. The book was about the subject of cuckoldry. A subject that Madison just learned about during a discussion recently with her husband Te...

Wife Adventures - Marriage Control

by Crayman on Sep 26, 2016
Cheating Spouses

You've been engaged for a few months now. Your bride-to-be, Emily, was a stunning brunette, and she knew it. She was average height, 5'7", but there was nothing else average about her. Her long wavy brown hair seemed to always shimmer with an unnatural glow which complimented her flawless skin. She wore a knowing smile and a pair of eyes that could see...

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