Gay Milking Stories

43,222 results
Orientation
Length
Source
Infinite Scroll

The Milkmaid Ep. 01

by spunkylady on Oct 9, 2018
Fetish

Let me begin by saying that I am delighted to have the opportunity to share my particular fetish with you here. I do not believe anyone could consider it vile, horrid or in any way despicable, but then again nor do I intend to make any apologies for it. I shall tell you a little more about myself as we go along, evidently, but concerning this penchant of min...

Masturbaterix

by Mediastar on Sep 14, 2017
BDSM

My Mistress is a Masturbaterix. She loves cocks. More specifically, she adores making them cum. Partly this is because she loves the fact that she can- not every woman has her technique for wanking men to orgasm- often it's too hard, too gentle, too fast, too slow; in her case she has an expert grip, an innate understanding of how cocks work. But fundamenta...

Power Trip Ch. 02

by Wally_West on Sep 18, 2017
BDSM

Reader Warning: Over the course of several chapters this story will contain cuckoldry, forced-bi, male chastity, humiliation, and other female domination themes. These kinks are not for everyone; if you do not enjoy FemDom themes you will not enjoy this story. It was difficult for Colin to concentrate during his last class of the day. He had been distract...

Cocksucker: Drag Queen

by silkstockingslover on Sep 25, 2017
Transsexuals & Crossdressers

Summary: Straight man is turned into a twink and drag queen. You do not need to read the first parts to enjoy this story of a straight man who gets submerged into the drag queen world of San Francisco. (but obviously it helps). In case you are curious how this straight married man got into this predicament here is a brief summary of the first five chapters...

Bar Hopping

by JJ122964 on Sep 13, 2017
Transsexuals & Crossdressers

Hello readers: I am trying something new. I hope you like it. Please comment or send feedback. ************ I was getting ready to go out for the evening with a few friends, we had planned on drinking and forgetting the day's cares away. I was dressed in jeans and good t-shirt with tennis shoes. I haven't had a good fuck in a while and I had mentioned this...

Paparazzi! Ch. 11

by BOSTONFICTIONWRITER on Sep 16, 2017
Celebrities & Fan Fiction

I looked up wanting to see myself with my pants down around my feet and with Jamie Lee on her knees and her mouth attached to my cock. She was giving me an incredible blowjob and I was humping her mouth making the most of her milking my cock. Only, when I looked up, there was a man and a woman standing behind us by the door that led to the kitchen some sixty...

Uncovered

by wabbit_season on Mar 3, 2020
Exhibitionist & Voyeur

Jessica stared at him with a look bordering on horror. She pulled the sheets of Tom's bed up to cover her naked chest. "You're not gay?" she asked incredulously. Tom had tried to think of a plausible explanation for his erection. He treasured these evenings when his housemate would curl up beside him in bed, upset over a liaison or frustrated with her univ...

Adventures Of A Kinky Tgirl Whore

by JessicaTV on Sep 14, 2017
Transsexuals & Crossdressers

It was a cold winter's morning when Jessica and Phil awoke to the soft twitter of the birds outside and the early morning sunlight shining through the window of their large detached home on the outskirts of London. Although close to the town it was still a rural location and a place in which they had made their home. It was always quiet there which made it...

The Slave Traders Pt. 03

by jamtby on Jan 23, 2019
Transgender & Crossdressers

Exhausted both physically and mentally I got into bed. It was then that I noticed my breasts were tingling. A strange sensation. I felt totally humiliated especially having the woman I love forced to watch me being masturbated by a man. She must have lost all respect for me. I also wondered what hell Carla was going through. The constant threat of having her...

All About Me!

by Freakboy80 on Sep 13, 2017
BDSM

Lisa and Jim were smiling uncontrollably as they left the town hall. "I can't believe we are finally married!" expressed Jim as he held the car door open for his new bride. "I know I'm so happy." replied Lisa. Jim and Lisa had been dating for almost two years. Lisa is a nurse and Jim is a cop. They met one night when Jim had to bring a prisoner in for med...