Cuck Sissy Stories

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Infinite Scroll

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...

The Women in My Life Cuck Me Ch. 02

by Philyssis on Mar 18, 2020
Fetish

Continued from part 1, right in the middle of a sex club... I was relieved when my wife grinned. Then I was a bit concerned as it turned into an evil grin. "Wow Phil" my wife said to me. "I knew you had a dirty mind, but I didn't know you had THIS in you!" Amy, my wife's little sister, leaned over and kissed me on the cheek, then looked at Tara, "I'm s...

Dinner Party - A Cuckold Journey

by Cuckyboy3 on Sep 14, 2020
Fetish

Characters: • Linda, hotwife, 33 years old, a tight & fit yoga instructor of Mediterranean Italian heritage with olive skin tone and long, luscious, brown hair, and curvaceous proportions. Linda has an insatiable sexual appetite, has always dreamed of a manly man, but learned only after marriage that her husband held cuckold and sissy tendencies. Loves her...

The Wedding Ch. 09

by betamale08 on Apr 1, 2020
Transgender & Crossdressers

The Wedding (Patti Cake part 3) Chapter 9 – Coerced, Consumed and Consummated... After wrestling my Uncle John out of his suit and laying him out on his back, I knew his passed-out routine was all a farce as he looked to me winking with a smile before going back into his pretend-coma... Faking it in front of Patti and no doubt doing so in the want of stay...

Discussion with a Wife of a Cuck Ch. 01

by wantyou on Sep 12, 2017
Interracial Love

This is what I believed to be a true story of e-mails that passed back and forth between a black man who was a friend with a white guy that wanted to see his white wife get fucked by another man. As it turned out his wife and he talked about it one night and she told him she had always had this fantasy of fucking a black guy. So if they were going to try the...

Stroke Slut: Goddess' Cuckold

by StrokeSlut on Oct 19, 2020
BDSM

"Well don't just stand there drooling on the doormat, come on in." The black hood had come off Stroke-Slut's head, the sudden burst of sunlight that hit his eyes was nothing compared to the radiant beauty that stood before him. Despite hours of jacking off to her on the internet, not the mention their previous sessions, he never seized to be amazed at the si...

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...

From a Husband to a Dutiful Sissy Ch. 04

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

A quick note about this chapter. It runs a tad long as I want it to really set things up for Chantel's future, not just some sissy maid for her now Mistress wife, as cool as that can be, but to develop a more varied sissy, crossdressing, maid and slut story. I hope it works for my readers. ***** Chapter Four: Moving on to reinforcing my new lifestyle Satu...

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...