Gay Milking Stories

43,170 results
Orientation
Length
Source
Infinite Scroll

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...

Bdsm adventures

by Sgtwolf on Dec 7, 2017
BDSM

This story is for a compilation of many different bdsm adventures. It was formerly known as latex adventures, but as chapters developed they dealt more and more with different aspects of bdsm, and less consistently with latex. Latex still exists as a strong element in many of the chapters, namely because I like to write about characters wearing it. I created...

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The Experimenting Fiance

by erogeek on Nov 11, 2020
Cheating Spouses

This is currently a work-in-progress. Updates to the ongoing story and paths, with reference dates, will be included here on the first page. Any questions/comments/compliments/insults are welcome via chapter comments and private messages, don't hesitate to reach out if you feel inclined! This story has multiple flags and variables that will influence how the...

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Siss the Bride Ch. 03

by theonewhowas on Sep 19, 2017
Transsexuals & Crossdressers

Every marriage has its problems, even mine, which is a huge problem considering I'm a guy who gave up every semblance of a normal life to follow hidden fantasies on a spur of whimsy induced by my hot older brother. My life during my marriage to my brother has been built upon submission, only natural when you are a sissy crossdresser and when he has the perfe...

Owned by The Boss and Her Gay PA Ch. 01

by labrysuk on Sep 16, 2017
Fetish

This is a story that will take place over a few chapters. Some of it, both what has happened and the feelings behind it, is true. Most, unfortunately, is just fantasy. The main characters, m,e Jo, and Andy are all real people and I've kept as close to the truth as I can without giving away who we actually are. * I first met Andy some years before this st...

My First Bisexual Experience

by desires2 on Sep 12, 2017
First Time

Let me say straight off that I don't consider myself bi-curious. Bi-sexual, or gay!! I'm not attracted to guys at all. I don't want to touch them, kiss them and I never look at guys with any sort of sexual thoughts. Having said that, as a teen I had this friend and we did engage in what can only be described as bi-sexual behaviour, and sure - I guess it w...

My Curiosity Got the Better of Me

by QCDaddy on Apr 15, 2020
First Time

This is a true experience that happened a couple of days ago. I wanted to share it while the memory is still fresh. I am a regular, masculine, straight guy in my early 50s. I am married and active, in good shape. I have a great life and a good marriage, except for sex. I do have a woman on the side that helps me take care of that. She is a beautiful, young...

Daddy, Not Dad

by latecomer91364 on Sep 13, 2017
Transsexuals & Crossdressers

I discovered my bisexual inclinations fairly early in life, so by the time I was 19, I had done nearly everything you could do with any combination of genders and numbers. I'm a regular guy on the outside, but in private I am comfortable in both the masculine and the ultra-feminine role. I could pass on the street as a hot, high-heeled slut, blowing straight...

What Would You Do? Ch. 03

by akilfinch on Sep 14, 2017
Fetish

After seeing what Reesa could do, I could not stop bothering her sister to set up a group meeting. At first I asked casually, trying to set something up the next Friday. Her sister would say yes, and then have an excuse for not showing up. I know when I'm being played, and confronted her about it... she just pretended not to know what I was talking about. I...