Chastity Island Stories

24,344 results
Orientation
Length
Source
Infinite Scroll

Alene Raven's New Life Ch. 16

by neolim on Jul 2, 2018
Fetish

Alene just stood there after her immense display of sexual prowess. The floor below her was nothing more than a knee-high ocean of her cum. On the island that was the couch, Angie was still shaking in orgasm, long after Alene left her body. "I did as you asked," she said in a confident voice. Her cock was limp but it was still the biggest thing Paula ever s...

Can Dreams Come True?

by ahaz on Jan 23, 2019
Transgender & Crossdressers

Tim Chasen slammed his fist down on the desk in frustration. He had hit yet another dead end. For ten years now he had carefully chased down every rumour, every story, even the vaguest hint and nothing. There were always plenty of leads to work on, they were scattered everywhere, in the ancient and in more modern literature, across the web, everywhere. On th...

Slutty Real Estate Ch. 03

by DickThePimp on Sep 24, 2019
Celebrities & Fan Fiction

My girl Max (Kat Dennings) has been looking around for a new place for us and her best friend Caroline for a month now. She and I and Caroline have been living together for about two years. Max and Caroline are waitresses at a diner here in Brooklyn. I'm currently locked up in Rikers Island for some alleged illegal activities. The court says drugs. I say th...

Lady Kia of North Carolina

by Samuelx on Nov 20, 2018
BDSM

The month of November has come to the beautiful, storied American South, and for Lady Kia, a feisty young Black woman fortunate enough to have been born under the sign of Scorpio, North Carolina never looked better. It was getting a bit chilly, hence why she didn't feel like leaving her house today. Of course, there was another reason. A certain tall, handso...

Housewife

by aliadeat on Mar 31, 2020
Erotic Couplings

I sigh as I attempt to scrape the dry mud off the floor, almost scratching it in my haste. Aaron landed an hour ago, so he would walk in any moment now. I know I'm technically not supposed to do cleaning beyond light housework, but I don't want him to come home to a disaster zone. When Liam initially got suspended, I'd phoned him right away. The call had go...

Ty-Ulir

by darkened_bucolic on Jan 27, 2020
Sci-Fi & Fantasy

The beam struck our starship with force as we had attempted to leave this hostile atmosphere, and a hole bore through our floor gave entrance to oddly small and thin opponents, covered in a perfect armor that gave no weakness or hint of location of eyes, mouths, or anything aside from head, torso, and limbs. Many ran throughout the ship, each finding a victi...

Restructuring

by cathynylons on Jan 21, 2020
Transgender & Crossdressers

My name is Reggie and my beautiful wife is Meg. About three weeks ago when Meg came home from work she told me that we needed to have a conversation. I always hated when she said that. She began, "You know honey, these days many companies are downsizing, reorganizing, and restructuring. Downsizing, you know about since that is the reason you lost your job....

Poker Chips and Pantyhose Ch. 01

by HisPrettyToy on Aug 6, 2019
Erotic Couplings

I'm buying you some pantyhose. You're going to wear them for me and then I'm going to tear a hole in them and fuck you through them. Hazel read the text again and smiled before setting the phone down in the passenger seat and pulling out of her apartment's parking lot. She had a drive ahead, and then a full day and night of pleasures awaited her in Charlie'...

Solodad O'Brien

by No Panty Girl on Dec 12, 2018
Celebrities & Fan Fiction

Soedad was born on the north shore of Long Island in September 1966. Her Mother Estelle was Cuban and her father an Australian making Soedad biracial in a time when interracial marriages were illegal in may states. She attended Smithville High and later went onto Harvard. In 1989 she landed a job hosting a medical show on KISS FM in Boston. Soledad was a...

Revolutionary Passion

by gentle504 on Dec 18, 2018
Interracial Love

The sounds of the revelry were loud enough to be heard within a five-mile radius of the capital. People were singing songs, happily drinking, eating, and tearing down all the statues of the tyrant who oppressively ruled over them. Watching from the distance in the palace, Henrietta couldn't stop smiling. The conflict was over, and they had won. Turning...