Chastity Island Stories

24,344 results
Orientation
Length
Source
Infinite Scroll

Serving a Goddess Ch. 02

by slutslave201 on Sep 17, 2017
BDSM

As soon as my plane touched down in Ft. Lauderdale I switched on my phone and checked my email. Just as I thought: nothing from my new Goddess. Not a problem as even though my feet were on the ground my head was still in the clouds. I still couldn't believe how lucky I was. Even if it were only for a few moments, I had gotten to kneel before Goddess Candy. B...

From Stephen to Stephanie Pt. 02

by nikkiwest101 on Sep 12, 2017
Transsexuals & Crossdressers

Chapter one Samantha and Karen had set up the two meetings; they were both with friends of theirs, both with domme tendencies. My role was purely to take notes, at the first meeting I was introduced to their friend Louise as their secretary which I clearly found embarrassing, both Karen and Samantha both appeared to inadvertently used the word 'she' rather...

Beach Life in Buttermilk Falls

by justincbenedict on Sep 17, 2017
BDSM

Byron Leicester had a difficult time visiting his strange Aunt Galena Twysel. Auntie Gal was actually only about sixty-three years old and damned good looking for that. The doctors said she had early Alzheimer's, though this mystified Byron as his aunt still lived in her own house, did her gardening and shopping. "But don't upset her or offend her" his m...

Rosie Finally Meets Jessica

by DoesAnyNameWorkOnHere on Aug 6, 2019
Transgender & Crossdressers

It was cold. Bitter cold. January always brought negative temperatures and more snow than I care to see. It's the kind of cold that gets into your bones and you can feel it for hours after being in a warm place. Not even a hot shower can soothe the chill you have inside. Short days and long nights made the month long and depressing. My only respite from the...

The Superbowl Party

by justincbenedict on Sep 14, 2017
BDSM

Scrip didn't get Marigold. First she'd asked him to bring home other men for threesomes, then she'd told Scrip, after a few session that she didn't want him to participate. Really, but to "just watch" which was fine with Scrip, as it seemed most of the time when there was a three-way. Marigold did almost all the sucking and attention on the other guy while...

Aphrodite's Curse Ch. 072

by Gaius8666 on Sep 15, 2017
BDSM

It had been a week since the Grace's party and Apollo still had not come out of his bedroom. Concerned over his continued absence, the servants in his palace stood nervously outside his closed door and goaded each other into deciding who among them would be brave enough to knock. "Pindar, I think as chief steward, it should be YOUR job to rouse Lord Apollo...

The Branding

by xMistressDolorx on Sep 12, 2017
BDSM

I looked over at you as you struggle valiantly against the ropes. Your hands were tied tightly to hooks that hung from the ceiling; your legs were spread in a rather scandalous position and tied to the hooks on the ground. What made this even more humiliating was the fact that your body was bent over a metal table, your glorious ass in the bare for my eyes t...

Romancing the Raptor

by Cashmere_Snow on Sep 15, 2017
NonHuman

Tiffany. Maria. Sandy. Destiny. Chastity repeated the names to herself as she directed a coy smile at the man she had brought back to her apartment. Tiffany. Maria. Sandy. Destiny. They were the names of the women he had raped and then sent to the grave in one case and into the ICU with the others. They were women like her—women who shared an... affliction...

Chastity Debauched: Penitent

by MorganHawke on Sep 15, 2017
BDSM

In Which Chastity has an appointment with the Unholy Father... For Bear Part One: The Club “I can’t believe my Dad had me to come to his company pool party at the Club.” Chastity grumbled to herself while standing before the tall mirror completely nude. She stared into the mirror’s reflection of her deep violet eyes as she tied her waist-length, strawberr...

Secrets of the Deep Ch. 01

by Lady Malachite on Sep 14, 2017
Sci-Fi & Fantasy

Once upon a time, when magic was everywhere and wishes still came true, there was a tribe of women of such distinguished beauty and insatiable lust, that the sun itself stared open-mouthed at them, and the corals turned their heads to listen to their sinful moaning. And because they seldom were seen in anything resembling clothing, they were known in the hea...