Gay Chastity Stories

28,507 results
Orientation
Length
Source
Infinite Scroll

A Tranny Whores Tale

by KinkStevens on Sep 13, 2017
Transsexuals & Crossdressers

Ok, so I love tgirls. Absolutely adore them. I've had many experiences at this point, but want to share one. I looked around in the local paper and found this one TS escort. It was early morning (about 5am) and I went to see her. Even though I have had experiences, I get enthralled with nerves and excitement every time. It's almost paralyzing. So I go into h...

Caught In Pink Panties

by NikkiCD on Sep 13, 2017
Transsexuals & Crossdressers

I just got home from work at the local coffee shop; it's around 3 in the afternoon, about the same time I get home every day during the week. I recently graduated from high school and I'm working this job until I decide what I'm going to do next. I live alone with my mom, my father left us when I was 11 years old, and I'm 18 now. My memories of Dad are that...

Art, Part Two Ch. 12

by art4real on Sep 14, 2017
Novels and Novellas

Art, part two. Ch. 12 Art gets an invite to the Manor House. Suzanne tried to call again several times, but it's been quiet now for awhile so maybe she's given up. I heard the front door slam and a moment later Lisa and Heidi came barging into the room. Lisa's face is all red. She's either pissed off or crying; probably both. "Damn it to hell, it's none o...

Krissy Loves A Good Interview

by c7racer on Sep 1, 2017
Group Sex

A couple of parts of this story are true, the rest a wonderful play on what could have been. I'll let you decide which... Krissy and Tom had been meeting up for coffee and a chat for a few weeks after first meeting at their gym. He clearly had the hots for her, and she in turn was intrigued by him enough to keep meeting up. He was good company, always full...

The Dionysus Project Ch. 05

by FP37 on Sep 15, 2017
BDSM

Six weeks after Dean's arrival, Patterson decided to visit her 'pet' project. She arrived shortly after three to learn that the subject was toning his body to ensure that he remained irresistible to women, and gay men. She stepped through the door with Moriarty to see Dean pedalling briskly on the mounted bike, his face aglow and his arms glistening in the p...

Who The Fuck Are You, Anyway? Ch. 3

by NoJo on Aug 31, 2017
Humor & Satire

Tim sprinted to the bus stop just as the driver shut the doors. He tapped and looked pleadingly through the glass doors at the driver, who ignored him. The bus roared off. Tim sighed and returned to the curb. He looked up at the sky. It had begun to rain. His brand-new Kenzo suede jacket was going to get rain spots. He felt a fleeting pang of irritation at...

Mz Zen's Fabulous Birthday Pt. 02

by lushusboobs on Sep 17, 2017
BDSM

Chapter 3: Wet Wank Zen woke to the sound of birds outside her bedroom window. She stretched deliciously and had a vague impression of the night before. She wiggled her toes, thinking about Steve and Liam and became fully conscious when the vision of Rick came to mind. She wondered if she was still dreaming. She rolled out of bed quickly and padded into the...

The Geek Ch. 02

by BANJAR on Aug 18, 2017
First Time

Thanks to S.E. and all those who sent positive comments on The Geek, Part I. My semi-autobiographical account continues below. The characters, locale and events are all real except for the sex. The sex is fiction born of a permanently prurient imagination from which I have suffered now into my seventh decade. When I was 17 my parents gave me a ukulele. I so...

A Turn of Events

by BebeEversJ on Sep 1, 2017
Group Sex

I would never have thought that my lovely wife and I would have after eighteen years of marriage have gotten involved in swinging. We had grown up in a small town where we knew every one and most lives were more of less an open book. As in any small towns nothing is sacred or confidential. Gossip abounds here but during my life of forty years I had never kno...

Can He or Can't He?

by sr71plt on Sep 17, 2017
Group Sex

I had heard that Lewis Hart had checked into the Mandalay Bay, but I didn't really believe it until I saw two luscious babes, one blonde and one a red head, cooing over an old guy at the hotel pool. He could have been anywhere between seventy and a hundred and seventy. It wasn't that he looked a wreck, but that he looked like he'd been totally replaced a cou...