Cuckold Sissy Maid Stories

25,992 results
Orientation
Length
Source
Infinite Scroll

Haitian Dominatrix with a Strapon

by Samuelx on Sep 1, 2017
Group Sex

Black men the world over got this nasty habit of walking around like they own the place. Act like they're the toughest guys. Swagger like they've got the biggest dicks. And I both love and hate them for it. My name is Jeannette Saint-Mathieu. I was born and raised in the town of Cap-Haitien, in the North side of the Republic of Haiti. I've been living in the...

Mystery Train

by DanielOrme on Sep 16, 2017
Interracial Love

Place and Time: Memphis, 1954 Ruth checked herself in the mirror again. She didn't know why she was taking such pains. It wasn't even a date, just another evening hanging out at JB's Blues on Beale Street. Her sister Lily was dating the owner, and he'd invited them both to see a new act. "You've got to see this guy," he'd told them. "He used to come and pl...

The Neighborhood Ladyboy Ch. 01

by Rstyusameg on Sep 16, 2017
Transsexuals & Crossdressers

All characters are fictional, except me, everyone in the story is over 21. My stories will involve, male/male sex, crossdressing, racism, bad language, and drug use. So if this offends you please don't bother reading. * Wearing my favorite low cut denim jeans, showing off the "tail" of the whale from my stringy pink thong, I walked into Albertsons. A loca...

Death in the Shell Ch. 07

by ElectricOutcast2X on Oct 29, 2018
Celebrities & Fan Fiction

A/N: So here we are at the tail-end of the Conspiracy saga and will spin into the Loyalty saga of Death in the Shell. I just want to say that I do appreciate everyone taking time to read it even though I've been putting out content really quick. If there's anybody out there that can give me ideas to make improvements, I hope we can work together and fix it....

Four Play Pt. 03

by WeAreOne247 on Aug 6, 2019
BDSM

The man was bent over the end of the king-size bed, his forearms bound together behind him and a bar spreading his ankles. A thick pillow was beneath his chest, so that he could watch as my Bull manhandled his wife. I had agreed to leave the gag out of his mouth, as long as he didn't make too much noise or protest anything done to her. I was sure that he wou...

Micropenis Under Vesuvius Pt. 02

by Fella101 on Oct 8, 2019
Fetish

(Author's Note: The historical and archaeological details are generally accurate, but not immune from narrative anachronisms or oversimplifications. You'll learn a little bit about Roman culture and history, but nothing too educational.) ***** As if taunting me, a crudely gargantuan phallus had been etched into the lefthand side of the bathhouse doorframe....

Memories of Sleeping Bag Sex

by TxRad on Jan 7, 2020
Erotic Couplings

I guess I should point out that this didn't happen every day, more like once or twice a month. I don't want someone to get the wrong idea. We didn't neglect the kids or leave them on their own for long periods of time. Most of the time we had a cigarette and came back in. We were young and very much in love. Sex was something on our minds all the time. Anyw...

A real love story Pt. 02

by Bottomedout172 on Mar 31, 2020
Romance

It was moving day for Hal and Ben. They loved the house they lived in, but they found a house built in the 1890s that, after a half million dollar renovation, fit all their needs. The barn in the back was transformed into Hal's studio. Ben's commute was cut short by fifteen minutes. It was perfect. The house began life as a simple, two story farm house tha...

Allie and Martine

by chloevargas on Oct 5, 2020
Transgender & Crossdressers

After a second drink, I had to go to the bathroom. I ordered another, looked at the girl next to me and her friend with whom we had been talking, nodded to the bartender. Shelly, the girl next to me, smiled and giggled, "Thank you!" "Save my seat?" I asked and she laughed out loud. I took that for a yes. Shelly and Martine worked in accounting. All the you...

Sissy Powers Ch. 07

by ClarasBestFriend on Sep 29, 2020
Sci-Fi & Fantasy

We moved into the living room, and Clara and I sat together on the cough while motioning for Barbara to grab a seat in our armchair. "So, first of all, congratulations!" Barbara began with a smile, looking pointedly at Clara. "Me?" she asked, slightly confused. "Yes, you!" Barbara laughed. "It's not every little slut who's lucky enough to be with a focus...