Cuckold Sissy Maid Stories

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Story of a Sissy Cuckold

by HughJanus on Oct 24, 2019
Fetish

Hi there, my names Michael but everyone just calls me Mike, i'm a 46 year old guy, i was an average guy living an average life, married to the love of my life, her name is Samantha. Shes my high school sweetheart, we dated all through high school then when we graduated we got married. She still has a smoking hot body, even all these years later, she works ou...

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Wife And Bull Take Charge

by Cuckyboy3 on Sep 16, 2017
Loving Wives

This is a cuckolding story describing a wife who punishes her cuckold husband. It has elements of humiliation, fetish, chastity belt, BDSM, cross dressing, cuckolding, and tease and denial. It is all in the context of a wife's love for her cuck husband. If this offends you, please skip the story and find something vanilla to read. -------------------------...

The Sexy Cuckold Couple Pt. 06

by cuckcpl4play on Sep 19, 2017
Loving Wives

My New Life at Work...First Week Continues Part 6 I arrived home that evening (Monday) and felt exhausted by the roller coaster ride we had experienced over such a brief period of time. It brought me great comfort that Master must have some good intuition as allowing me to get home and be in my wife's arms, his slut's arms, tonight was truly needed. Also, o...

Becoming Her Whore

by ecdilettante on Sep 19, 2017
BDSM

Last time we parted, you told me that you were going to fuck me when we next met. You loved the fact that I've never been taken with a strapon and you promised to be gentle, in the beginning. It sent a shiver of excitement and fear through me, which made you smile. I can imagine heading to your small apartment, anxious and excited. I haven't cum for days a...

The Fantasy Twist Ch. 02

by oneguy4fun on Sep 18, 2017
Transsexuals & Crossdressers

Sunday morning was a morning for sleeping in. Dan spooned Lisa's naked body. This was not typical of Dan, as he usually preferred to sleep facing away from Melissa. Melissa was happy with this change. She enjoyed the warmth of his body. She stirred under the covers, snuggling even closer to Dan. Dan broke the morning silence, whispering into Melissa ear, "L...

The Making of a Mistress Pt. 04

by EiryCGar on Jul 13, 2020
BDSM

Author's note: The saga of Mistress-in-Training Marie and her sissy Charles has reached the point of their marriage. After the ceremony, Marie achieves her ambition and becomes a hotwife, making Charles a cuckold in the process As in all my fictional stories, all characters are over the age of eighteen, and all sexual practices described are performed conse...

28 Days

by tinywhiteboi on Dec 2, 2019
Interracial Love

28 days. That's 4 weeks since my last orgasm. And I was so horny, to the point of constant distraction. It was all I could think about. My locked little penis was dripping into my panties, and my little balls were swollen. Six weeks ago my wife, Angie, caught me jerking off to interracial cuckold porn, a video with the cuck locked in chastity. She'd come ho...

Sissy Chantel, New Reality Ch. 01

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

A new story of a sissy's fantasy becoming her reality. But a reality, much more than she ever thought. This will be a multi chapter sissy maid and sissy slut story around Sissy Chantel finding reality of sissy maid and slut life can be more than she bargained for, enjoy. ***** Chapter One: The Journey Starts. Well another night and here I sit dressed in m...

A Cuckold Earns His Horns Pt. 01

by lapraline70 on Sep 16, 2017
Loving Wives

Dozens of replies. Dozens. I did it on a whim without Her permission; I was horny and thought it would be fun, never expecting anything to come of it, really. I've never been good at fortune telling, though, as the results attested. Hotwife/Cuckold-to-be seeks Bull to seal deal - mw4m my Wife is a pro Domme and has instructed me to place this ad for U/us....

Becoming a Sissy Maid & Slut Vol. 01

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Title: How I became a Sissy Maid and Slut for a Dominant Master. Preface: I would like to begin by thanking all who will read my story here. This is a sissy story based on many thoughts I have imagined, many times throughout my life. These erotic thoughts have been enjoyed for a long while in my life. Like many sissy girls, stories like the one I will wri...