First Time Sissy Cuckold Sex Story Stories

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Infinite Scroll

The Perfect Handjob

by Ricky_writes on Sep 13, 2017
Loving Wives

I've been married for 20 years. It didn't take my wife Tammy and I too long to figure out that I had a much stronger sex-drive than she did. Frankly I have thoughts of sex about 5 times an hour and my wife has the same thoughts about once every 5 days. I'm sure it is a rare occurrence when two married people have the exact same desired level for sex. The way...

2016 Literotica Reader's Choice Awards Winners

by Literotica on Sep 16, 2017
BDSM

The stories and authors below were chosen by our readers as the best of 2016, in voting which took place here. Though these are not the only wonderful authors and stories on Literotica, they are worthy of praise and recognition. Thanks to all of the writers for providing us with hours of hot reading, and to all of the readers for your input, support, and a...

A Cuckold's Story

by yumacd on Sep 25, 2017
Fetish

Part 1 I sometimes have submissive tendencies when it comes to sex. These are never full-time thoughts, just fantasy interests I like to explore occasionally. A while back I started gravitating to this one particular dominant woman on the interent. Her name is Lexi Lapetina. She has a cool website, but that's not where I found her. I first discovered her...

Born to be a Cuckold

by W_MA_DWM on Sep 11, 2017
Fetish

This story starts off slow, however it does lead into some very explicit sexual scenes. So be patient -- it gets hotter. It all began over twenty years ago when I met Lizabeth, the girl who became my wife. I had no idea what Mother Nature's plan was for me in those early years. I did realize that I was different than the other boys and felt that I neve...

Erin Ch. 15: Perfect Sissy Cuckold

by Graves94 on Nov 16, 2020
Fetish

Erin Ch. 15: A Perfect Sissy Cuckold By Jonathan Quincy Graves {Note: This is the fifteenth in a multi-part story series cataloging the progressive evolution of a relationship between a dominant woman who provides leadership and discipline for her husband. Each installment can stand alone, but they read much better if you start at the beginning. Go to: Eri...

Ashley Gets a Real Fucking

by Equinox31 on Sep 13, 2017
First Time

*This story is fictional. Don't read if things such as cuckolding, and male on males offends you* * This is the story of how a college girlfriend turned her wimp boyfriend into a cuckold. Mike and Ashley started dating when we were both 16 and they were now 21 but went to different colleges. All of Mike's friends would tell him to watch out, and that she m...

Jackie and Artie Ch. 01

by Goodhusband on Sep 25, 2017
Loving Wives

"Jackie and Artie" is romantic story about a dominant hot wife and her submissive cuckold husband. While they have a deep and abiding love for each other they do lead an alternative lifestyle. If this subject matter offends you or makes you feel uncomfortable I strongly suggest that you find something else to read. For my friend Peakmb, a consummate critic...

Sandra and Stevie Ch. 45

by Goodhusband on Sep 19, 2017
Loving Wives

Note: This story is the forty-fifth installment in a series entitled "Sandra and Stevie". If you have not read the previous forty-four episodes of this series, I encourage you do so before beginning this chapter. This is a dominant wife humiliates submissive husband story. That is the kind of story I write. If you do not enjoy these types of stories, I stro...

Big Black Cock: A Sissy Surprise

by silkstockingslover on Feb 13, 2018
Illustrated

Summary: A wife joins her husband as a slut for a teen BBC. Note: This is a 2018 Valentine's Day story so please vote. Note 2: Thanks to Tex Beethoven, thor_p, Robert and Wayne for editing this story. WARNING: If you hate gay stories, interracial submission, sissification (not a word I know) or cuckolding please don't read. If you do like those themes.....

Sandra and Stevie Ch. 39

by Goodhusband on Sep 19, 2017
Loving Wives

Note: This story is the thirty-ninth installment in a series entitled "Sandra and Stevie". If you have not read the previous thirty-eight episodes of this series, I encourage you do so before beginning this chapter. This is a dominant wife humiliates submissive husband story. That is the kind of story I write. If you do not enjoy these types of stories, I s...