Sissy Prince Stories

14,095 results
Orientation
Length
Source
Infinite Scroll

Black Lady Cuckolding Black Guys

by Samuelx on Sep 17, 2017
BDSM

Salutations, sluts, bitches and pigs. This is Mistress Yasmina Hussein, a happily divorced Somali-Canadian woman living in the City of Ottawa, Ontario. I've been dabbling in the realm of BDSM for a while and I've gotten quite good at it. What can I say? I like to dominate both men and women, especially people of color. Black on Black BDSM and Kink are suprem...

Final Fantasy: The Silent Star Ch.4

by Prince Mordecai on Sep 12, 2017
Celebrities & Fan Fiction

Prince Mordecai: okay, so Chapter 3 needed a few more rewrites. I think you’re making too big a deal about it. I was under the influence of … at the time, which is probably the only reason i sent it in as-is. I wonder if Literotica would let me recall it. Ah well, too late anyway. Chapter 3 served to introduce who will eventually become the main character an...

The Making of a Mistress Pt. 05

by EiryCGar on Sep 14, 2020
BDSM

Author's note: Marie has married and taken possession of Charles, now known by his initials as Cunt. She has become an official Hotwife; Cunt is now a true cuckold. This chapter deals with their honeymoon on Felicity's island, and the momentous decision that is taken when she and Cunt return home. As always in my fictional stories, all sexual acts take plac...

Lady Esolen

by justincbenedict on Jul 30, 2019
BDSM

Esolen smiled at Claude. She shook her short dark hair. It was a bob, easy to control, but quite thick, and a bit curly. Claude stood in front of her, weeping slightly, and holding the thick leather strap. "Claude, we talked about this." Esolen's soft voice resonated. Esolen never raised her voice. "There are rules and consequences. When I moved in with you...

Slave Immigrant Ch. 13

by OldGuy1026 on Sep 15, 2017
Sci-Fi & Fantasy

After receiving a cloned body I immigrated 127 Light Years from Earth to Free Skyes. Unfortunately I had to work and pay for that cloned body and I had very few skills a high tech society could use. So it was either I become an Unskilled Labourer or a Sex Slave. I guess Human Recourses sure had me figured out. All those years in BDSM chat-rooms and websites...

Eve Quest Pt. 02

by JJ Neal on Sep 19, 2017
Transsexuals & Crossdressers

Chapter 6 I tossed and turned all night sleeping for short periods, but afraid I would oversleep or that the clock wouldn’t go off. About 4:30 I got up. I reasoned I’d need some extra time anyway so I got started. I sat on the toilet thinking about my douche. Somehow a douche seemed so much more acceptable than an enema. I tossed my gown on the bed and fill...

A New Spin on Role Playing Games

by shawnavinyltv on Sep 18, 2017
Transsexuals & Crossdressers

I've always been something of a geek. I love sci-fi and fantasy books and movies; I can recite countless bits of useless trivia back to you about all kinds of movies. So, it was no real surprise that I took to role-playing games, or RPGs, as we like to call them. You know the kinds, Dungeons and Whatnots, all that kind of Tolkien-esque stuff. I had a couple...

Friends with Benefits

by KittyandBear on Sep 13, 2017
Transsexuals & Crossdressers

It was late Saturday evening when Dave and Eric, shuffled home to Dave's place. They were returning from a party at the campus pub and were slightly inebriated. Eric had never fit in with the popular, party-going crowd in high school, but now hoped it was different in university. Dave had a nice apartment off campus, and Eric enjoyed the freedom of hanging...

AliExpress and Sissy Downfall Pt. 04

by His_fag_wife on Dec 30, 2017
Transsexuals & Crossdressers

As Tim added inch after inch, slowly taking his time, stretching his new slut, driving deep into Emma's tight twitching arse, she moaned with the pain like a wounded animal. He loved the supremely tight fit as he slid forward into her, bit by bit. His sweaty ball sack finally rested on Charlies face, each of his big balls settling into Charlies eyes sockets...

The Making of a Mistress Pt. 06

by EiryCGar on Sep 14, 2020
BDSM

Author's note: 'All things must pass' and I feel that this series has reached a natural conclusion. As always, I must point out that all players in this fictional saga are aged 18 or older, and all sexual acts are consensual. The Making of a Mistress Chapter 6: Cwm Pechod's Cuckold Community The invitations to the party for the combined wedding anniversary...