Twink Stories

289 results
Orientation
Length
Source
Infinite Scroll

DC Transitions Ch. 01

by bittyrey on Sep 16, 2017
Transsexuals & Crossdressers

This is the first part of a story about David's transition. It includes descriptions of oral and gay sex, shopping, and political intrigue. If you like it, there's more to come. ***** July 2015 Sara and Alexis left their dates at the dinner table while they went outside to have a cigarette. Neither of them fit the Vogue or Cosmo ideal of beauty, but neith...

How Do You Like It?

by blackstallion21 on Sep 16, 2017
Fetish

So here in lies the age-old question... How do you like it? Huh? What do you mean? You have no clue what I mean? You don't think about it? Well since you are still in the dark, please let me enlighten you and open your eyes to the broad spectrum of how it's really done... The next time you are on the bus headed downtown to work just close your eyes and th...

Enticed Twink Gets First Time Anal

by Alluring_Crimson_Shifter on Jun 4, 2019
Anal

Tommy had driven into town to run some errands. Leaving one store he saw a pretty woman crossing the sidewalk. She fluffed a kink out of her kinky skirt and Tommy could see her panties and memorable ass cheeks. "Hello." Tommy was not great at picking up girls, but this one was pretty and he was going to try with his best effort. "Bonjour, Comment allez-vous...

The Alex Experiment

by Certeis on Aug 21, 2019
Transgender & Crossdressers

Alexa timidly set foot in the bar, and was immediately assailed with a sense that she didn't belong there, but she fought back against it. She really wanted to go out and have some fun, to have a nice night without some creepy guys hitting on her or groping her. Last week she'd even caught some weirdo trying to put something in her drink, and she was thoroug...

Granny's Calf and Ass Twink

by milfleglover on Sep 16, 2017
Mature

I'd just gotten home from errands when the bell rang. I answered and there stood little Jimmy, a shy 18-year-old from the neighborhood. He smiled. "Hi, Mrs. V!" he said brightly. "Just wondering if you needed, uh, help with anything?" I laughed. I'm 68, a good-looking single, retired blonde school teacher with willowy, lean body, and this little buck was h...

Autumn's Chores and Pleasures

by riverboy on Nov 6, 2018
Exhibitionist & Voyeur

Many thanks to my editor for helping me to be a better writer. ***** Two hundred thousand leaves. A mature maple tree has roughly that many, and in the part of the world where Marla lives, they all end up on the ground in October. She couldn't believe it when she read the number. "I've got over a million leaves in my yard!" she said. There was no one there...

Chuckwagon Cookie

by JonThomas_ on Mar 26, 2019
Transgender & Crossdressers

Greetings all; in my stories my characters exist in my head, but there might be real life inspirations for some of them. Who knows? Anyways as my regular readers are aware, I enjoy writing about characters with fluid sexuality. The old American west has an image of hardy settlers, tough as nails cowboys, and Native Americans fighting for their land. Howev...

The Promotion Pt. 02

by TransPunkPrincess on Mar 7, 2018
BDSM

Mrs. Barton was already there when Andrew arrived for his shift at 9:45, wearing her usual dress-black, elegant, modest and overly formal, covering her from neck to ankles. Save for a cursory "Good evening," she ignored him, busying herself with this and that, and she seemed even more sour and frustrated than usual, which made Andrew nervous. By late evenin...

Toy Stories Pt. 01

by 1077ad on Sep 16, 2017
Novels and Novellas

Chapter 1: Urinal Gag This one is dedicated to M.S. It was during an email exchange that I sketched out the fantasy I'd had when I first came across the Urinal Gag online, and that gave me the impetus to write this out. That shows how valuable that feedback (especially emails and private messages) can be. It makes it feel worthwhile to know that these stori...

Justin's Secret Ch. 08

by ameliawrites1 on Sep 19, 2017
Transsexuals & Crossdressers

It had just gone past twelve o'clock in the evening, and Jason was sure that Justin was sleeping. The little twink's mouth was slightly open and small, cute snores escaped it, his eyes closed lightly. The second movie they'd decided to watch was almost over, not that they'd paid much attention to either of them. If they weren't making out they were talking...