Cuckold Sissy Stories

12,909 results
Orientation
Length
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Infinite Scroll

Corporate Family Dinner Ch. 01

by justbobkc on Sep 13, 2017
Loving Wives

My wife Elaine was acting very excited today. Tonight was the night of our city's 5 year "Family Dinner." My name is Robert - Bob - Parker and this would be the 3rd one we attended. The very first was just about 1 year after I was hired into the St. Louis branch office of International Machine Tools & Robotics, Inc. Every 5 years a few very high Corporate...

Should Fantasy Become Reality?

by DG Hear on Sep 14, 2017
Loving Wives

This is one of the first stories I wrote. Readers seemed to like it but said I needed an editor, so I had it edited. Thanks to 'Gypsies' for editing this story for me. This story is about some fantasies we have. I'm Jim and have been married to Melanie for 30+ years. We have three children who have since grown up and now have left the nest and have lives of...

MILFS Primed for Black Gangbang

by pageturner2012 on Sep 12, 2017
Interracial Love

Friday night was normally 'milf night', but for the last few Friday's Gill hadn't been joining Maxi and Mandy. Gill, Maxi and Mandy, aka the milfs, regularly hit the town on a Friday which ended as a stay-over, mostly at Mandy's for convenience, but occasionally they would get to slum at one or the other's house. The respective husbands were ok with this a...

Cuckold to an Emperor Ch. 05

by cuckoldwriter on Sep 15, 2017
Loving Wives

Julia's time with Harold and using her sexual skills to negotiate trade and other deals on behalf of her husband was the high point of her time as a whore to the Emperor. She had grown accustomed to her increased sexuality and enjoyed sex with her husband and even other men more and more. Caligula's interest in her had waned during that period as he found ot...

Practice Seems to Help

by moreandmore on Dec 18, 2017
Loving Wives

This story contains a very limited amount of explicit sex. You've been warned. Thanks to all who give meaningful feedback. I enjoy emailing with you. Ian Anderson: "I may make you feel but I can't make you think." + + + + + + + + + + My name is Jeff. I've been married to Katie for ten years. She's just over five feet tall and not really overweight. I'm ju...

Office Work Ch. 02

by RipRespon on Jan 24, 2018
Loving Wives

And so it continued, for the next month she remained the office tease, and true to her promise, the boundaries were not crossed; flirting, teasing, and a little flashing of underwear was as far as it went. Even on the days she went braless, when her big hard nipples poked out boldly under her blouse and her firm breasts would giggle and sway freely, the guys...

Jim's Genie Ch. 01

by pornprons on Sep 19, 2017
Loving Wives

** This is loosely cuckold themed, and will get more intense as the story progresses. There is also magic, which will again become more pivotal the longer the story goes. Let me know if you have any suggestions ** Jim sloshed through the puddles outside of the building where he worked as an accountant. The sun was getting low and the rain was coming down ha...

100 Years in Purgatory Ch. 06

by JonThomas_ on Feb 6, 2018
Sci-Fi & Fantasy

Hey folks. It's me J T. Pete called me recently; the Pete I'm referring to is Saint Peter of course. Anyways, he called to me with this sob story about how pissed at him the Almighty was. Evidently this old angel named Johannes Kepler had sneaked out of heaven. There was also scuttlebutt that some Guardian Angels had teamed up with him in some kind of...

Capital Cuckold

by Brass_ankle on Dec 14, 2017
Interracial Love

Jonathan stood with a foot on the bar rail sipping at his drink. This was his first visit to the Canadian Capital, and he was dreading it already! That very morning it was forty Degrees Celsius when he boarded his flight, yet upon landing here it was cold, windy, raining and thirteen. He also found all the French they spoke most confusing, lastly to top it...

Learning The Ropes Ch. 01

by TheKinkyIndianGuy on Jun 19, 2018
Loving Wives

This is a fictional story; any resemblance is just coincidental and uncanny. If you are offended by strong-minded powerful women controlling, using, and abusing others (men or women), or put off by fetishes like cuckold, spanking, whipping, humiliation, then please STOP NOW. Please search something more suitable to your interests. If you are intrigued by fem...