Milking Boy Stories

119,036 results
Orientation
Length
Source
Infinite Scroll

Spring Break Adventures

by studrelease on Sep 14, 2017
First Time

*** Reminder: This story, as well as all characters in it, are real. However, all names including my own have been changed for privacy, and likewise with the names of the towns in this story. Also, ALL characters within this story are now above 18 years old and have been for a few years. *** My last Spring Break of college came, at long last. My fifth an...

Destined to Keep Cumming Ch. 09

by CiaoSteve on Feb 5, 2018
NonHuman

Copyright © January 2018 by CiaoSteve CiaoSteve reserves the right to be identified as the author of this work. This story cannot be published, as a whole or in part, without the express agreement of the author other than the use of brief extracts as part of a story review. This is a work of fiction. The events described here are imaginary; the settings a...

Sin

by KallieHF on Feb 6, 2018
Transsexuals & Crossdressers

She wouldn't cry again, Ji-Ha told herself, as she walked hurriedly down the dark, deserted, snow-covered street. Huddled in her oversized coat, she was hurrying to keep warm, not because she was going somewhere. She had nowhere to go. Nowhere at all. But she wouldn't cry. She had shed enough tears tonight. Enough for a lifetime. She wasn't going to shed an...

Biker Bitch Ch. 06

by MicheleNylons on Dec 29, 2017
Transsexuals & Crossdressers

Chapter Six: Control Top "So down to business," Cassie said as she lay in Dale's arms. "You know as a prospect I ran dope with the Devil Dogs MC?" "Sure. We work with the Devils on a couple of things that are of mutual benefit," Dale blew smoke at the ceiling. "Well while I was in hiding in Mexico I ran junk for Diego Martinez for a while. I made some go...

Neighbor Fantasy Ch. 02

by TabooDreaming on Sep 10, 2018
Mature

Everything had been like a dream, and then, a surprise nightmare. After a nice shower with Mrs. Roberts, Brad had rather unceremoniously had to rush back out through the patio doors when the garage door made the unmistakable sound of opening. Mrs. Roberts, although quite intoxicated from the drinks, recognized the sound in an instant and swore loudly. Quickl...

Getting Lucky at Lanikai Beach

by rwshaffer on Oct 12, 2017
Romance

After what seemed to be an eternity, (truth is it was just under a year) Randy was back in a place he adores dearly. He was once again in his beloved Kailua, a suburban Honolulu beach side bedroom community, that's blessed with a never ending summer, located on the Windward Side of Oahu, in the State of Hawaii. Randy has been back in the Lanikai Beach area...

Aunt Rashida Jones Ch. 04

by TheNewcomer on Nov 22, 2017
Celebrities & Fan Fiction

Everyone is over the age of 18. Original: 10/25/17 Story Revision: 11/1/17 ***** The last month has been challenging for her, to say the least. She's finally accepted the fact that sleeping with her nephew to help him cope with his dead mother isn't the worst thing in the world, but now she's addicted to that blessing between his legs. Keeping it a sec...

A Fair Trade

by JapleinViera on Sep 14, 2017
Mature

My name's Chip Campanelli. I'm a retired repair shop supervisor for a major airline. My wife and I invested wisely (her wisdom, my income) and by the time we were 49 years old, I was eligible for a 30 year pension and we had investments worth 2.8 million dollars. Our happy retirement lasted all of eight months before she was diagnosed with pancreatic cancer....

Dare at the State Fair

by frankland on Sep 13, 2017
Exhibitionist & Voyeur

I always know I'm in for an adventure when Ellie's sister, Rachel comes to town. Unfortunately, it seemed, she was bringing her boyfriend along this time. I have no problem with her dating; as a matter of fact I like it because it gives her something to do and takes the edge off the crazy. But it also takes a little punch out of the sexiness of her behavior...

Subliminal Obsessions

by Sissyhalo on Sep 13, 2017
Transsexuals & Crossdressers

Finding a place in the city is rough sometimes for a good place honestly and I spent two years in a real shitty studio apartment with not even a laundry room in the building and just no room or increasingly no room. And my luck turned around after I won money. Seriously there's a 50-50 draw at work and just sort of on a whim I put my name in and I won. Not...