Cuckold Maid Stories

21,035 results
Orientation
Length
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Infinite Scroll

Unexpected benefit

by ddf_21s on Mar 31, 2015
Fetish

"... with nice partners. As I said, it is amazing role-playing in "Torment"... I gotta go, bye!" - you end your chat about new amazing RPG you played last (whole) night, put cellphone aside and return to your work. You don't notice that someone looked at you with interested. Later, when a lot of people left, one of the colleagues approach...

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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...

Heiress MMM gets Her Cuckold

by mmms_ricki on Sep 19, 2017
Loving Wives

Mary had recently inherited a rather large family fortune and become a multi-millionaire. As a result She was feeling extremely Independent and Powerful. Now that she was independently wealthy she had the urge to release Her Female Supremacy and Female Dominance side. She especially looked forward to showing off the Power She had over Her sissy submissive hu...

He Looks Like His Father

by RainStevens on Sep 13, 2017
Interracial Love

WARNING! This fictional story isn't for everyone. It involves cuckolds, male feminization, submission, interracial sex and breeding. If you're not interested, go find another story. * I am a white fifty something year old married cuckold and a proud member of the W.B.A. My wife is twenty years younger than I and we have four children (with one on the way),...

From a Husband to a Dutiful Sissy Ch. 03

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Three: My sissy maid lifestyle becomes more set in reality. Morning comes and I carry on my new sissy morning ways, shower, shave, makeup and dress up in my maids dress, this morning a pink satin one over pink pantyhose and pink patent 5 inch spike heel pumps. I dutifully prepare breakfast for my Mistress Helen and get a bowl plain porridge for myse...

First Time Cuckold Ch. 04

by Angelscuck on Sep 14, 2017
BDSM

Oscar could smell her vaginal juices from his proximity kneeling between her legs. Her delicious cunt beckoned his waiting mouth. "I do need to warn you dear that I'm a squirter!" Bea cautioned. "Once my floodgates are opened its head for the high ground!" "Let it pour!" Oscar replied as he buried his face deep between her thighs and tasted he sweet guim....

French Maid

by jcace on Sep 16, 2017
Loving Wives

My wife and I was playing dress up, it's a game we usually play before sex. I dress her in a sexy outfit and then we make love. She has a vast wardrobe of sexy lingerie and other various items of clothing that I get to place around her very sexy body. I also have different types of underwear that I wear at these times such as thongs or other sexy briefs. Thi...

Always (un)Faithful Pt. 02

by SemperCuck on Sep 17, 2017
Loving Wives

Part 2: Homecoming Author's Note: These stories are completely true. My wife has helped me write these stories not only to share with the world, but to also help relive the past steamy sexual encounters she has partaken in. On the week before I was coming home from my first deployment, my wife Mary told me she had a surprise for me when I came home. I kne...

My Indian Slut Wife Vidya Ch. 08

by spankedboy on Sep 23, 2019
Loving Wives

Mr. Sarun visits us and stays for a week, enjoying my wife's hospitality. – Rajesh Author's note: This is a story of a cheating wife, of adultery, of cuckoldry and small penis humiliation. If that is not your thing, skip this story. And remember while adultery can be a great source of enjoyment in fantasy and erotica, in real life it damages souls and dest...

First Time Cuckold Ch. 05

by Angelscuck on Sep 14, 2017
Fetish

Oscar started sucking my well fucked pussy with great zeal, licking up all the cum that Jordi had deposited. Jordi's cock was so big and thick that it had left me quite sore and Oscar's attentions were both soothing and stimulating. After about an hour and four orgasms, I reached the conclusion that I really enjoyed being sucked to being fucked. Oscar looke...