Cuck Roommate Stories

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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...

Best Breasts of All Time

by JuanSeiszFitzHall on Jul 16, 2019
Sci-Fi & Fantasy

August 2027 Forty-six-year-old Gordon likes to finish by fucking my tits. That was also true of forty-five-year-old Gordon. Twenty-nine-year-old Gordon only finishes that way once in a while. I think this means that in sixteen years either my tits will droop horrendously or they'll be gone because of breast cancer. If I'm even still in Gordon's life by then...

Halloween Party

by cuck2serveU on Nov 26, 2017
Interracial Love

Trish and Brent hosted the Halloween bash this year. Once again Jennie was still busy with her new vanilla man so she opted to send a replacement for me to service. Once again it would be a surprise because that's how she rolls. As always, this party is the most expensive of the year because it's held at a hotel in Vegas and there is an entry fee for all cou...

Willing Cuck-Slut Husband

by mokey482003 on Sep 14, 2017
Fetish

Waking up, he walked naked (as required by her very strict rules) into the kitchen to make coffee, his wife of 15 years already gone to work. Even though she was nearing 50, she still had a hot body that men were more than willing to sample, 5' 2" and 125 pounds. She had fairly large tits with huge nipples that swelled up when she was hot. On the counter, he...

BBC for Hotel Hottie

by SirReal7 on Oct 29, 2018
Interracial Love

I stepped in the hotel room and looked the cuck up and down. He was pasty white and dressed in only pink panties. Blueberry candles scented the room nicely — not too sweet. I turned to the bed, and sitting on her knees atop multicolored blankets was a slender brunette. Her cropped hair was angled perfectly covering one eye. Her red lips parted in a devilish...

Susan Russo's heels create a cuck

by profperverse on Dec 3, 2019
Fetish

The minute I spotted them under her desk my fetish kicked in. They were sexy red high heels and their allure to a fetishist like me could not be denied. I had walked into her office just after hours to drop off a file she needed. Susan Russo kept the heels in the office to wear but stored them under the desk when she left for the day. They were only worn in...

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...