Shemale Island Stories

19,185 results
Orientation
Length
Source
Infinite Scroll

Val's Mom Ch. 05

by ChrisCamp on Sep 14, 2020
Exhibitionist & Voyeur

Val and I decided we needed some time alone and got out of the house for a few hours. Val lived in a relatively affluent area in upstate New York. It was really nice but there wasn't a hell of a lot to do, so we headed over to the local mall. We walked around, got a bite to eat and caught a movie. I am not even sure what the movie was about because all Val a...

The Embrace of Uvulu'ai

by manyeyedhydra on Oct 6, 2020
Erotic Horror

The legend of Uvulu'ai stated the god inhabited a cave high in the mountains. It took Ramsey Lumley five days to hack through the dense jungle before he encountered the narrow opening adorned with the simple carvings of the Lu'ai tribe. His guide had abandoned him the night before, which in Lumley's experience was usually a strong indicator he wasn't far fro...

Naked Through the City

by Nicky1985 on Nov 16, 2020
Exhibitionist & Voyeur

The weather had changed overnight. We went directly from a week of constant rain to a blue sky and lots of sun. The inhabitants of Greater Copenhagen hadn't yet realized that it was excellent beach weather, so I was practically alone in the artificial dunes of the Amager Beach. I had left my apartment after lunch and planned to spend the whole afternoon sun...

I Dream of Demie Ch. 27 - Song

by Krosis on Dec 14, 2020
Erotic Horror

"Tom!" I started awake. I was lying diagonally across my bed where I had collapsed after having sex with my ex-girlfriend Laura, randomly somehow my next-door neighbor. I still felt incredibly tired. Kate was there, holding the baby. "It's your turn. I have to get some sleep." She handed me Amy and then took a second look at me. "You feeling okay?" "Just...

Prince of Darkness vs Prom Queen 04

by coldhands_warmheart on Sep 18, 2017
Romance

coldhands_warmheart © 2013 The sequel to Prince of Darkness v Prom Queen 1, 2 & 3 Chapter 1 The Little Prince of Darkness There was a new Dominant in the house. Matthew Donovan Corbett Born: October 11th Proud Mom: Laci Corbett Panicked Dad: Donovan Corbett Au Pair & Unofficial Big Brother: Victor By all accounts he was a remarkably good-nat...

Naked Portraits Pt. 16

by eagelwolf on Sep 19, 2017
Novels and Novellas

Author's notes: Hello Literotica reader. Again, sorry for the long gaps between stories. In the last installment I wrote you from the island of Maui. I'm still here. I can't bring myself to return to northern Virginia just yet. I have a lot of unused vacation time and I'm cashing it all in. My friend with the farmhouse in Haiku says I can stay as long as I...

Medusa: Fate's Game Ch. 09

by NovusAnimus on Jul 25, 2018
NonHuman

~~Otrera~~ They weren't stupid. Well, not completely. Under the guise of night and the magical mist of Charon's ship — one of Charon's own fucking ships — they sailed to the coast many miles from the city. They needed the cloak of night, but also the protection of the forest and mountains, to scout the area with any degree of safety. Andromeda was a sorcere...

Medusa: Fate's Game Ch. 14

by NovusAnimus on Sep 18, 2018
Sci-Fi & Fantasy

~~Darian~~ "... Bellerophontes." The world stopped. The air petrified, the breeze ceased, and the crickets and birds faded away. The world died around him until it was as if sitting atop a stage, lifeless. Cold crept along his skin until he thought his tears might have frozen on his cheeks. They weren't, but every sense in his body told him they should hav...

Banished!

by JBEdwards on Jul 10, 2018
Sci-Fi & Fantasy

Banished This is my entry to the 2018 Nude Day Contest. Please vote with your stars awarded at the end of the story. I hope you like it. **************** I was in trouble and I knew it. I had dumped my first serious boyfriend Byron after he cheated on me, and he then posted salacious pictures of me on the Internet in various stages of undress, including...

Dream On

by History Nut on Sep 13, 2017
Erotic Couplings

Dream On An Old Man's Fantasies Let me explain the sub-title. I am a seventy-four year old widower who has not had sex with a woman in close to fifteen years. My sex life, if you can call it that, exists entirely of masturbation facilitated by an active imagination. Some of my favorite 'jerk off' fantasies appear below. Please excuse my use of a pseudonym...