Milking Boy Stories

119,036 results
Orientation
Length
Source
Infinite Scroll

The Story of N Day 02

by shortonreality on Sep 15, 2017
Fetish

Background: this is a story about an advanced robot and AI, called N. This adventure takes place while my wife J is away on a long vacation. N is turning me into a cum slave. A few things that have already happened: 1) She has installed a nervous system interface that enables her to transmit sensations from various devices as though I were feeling them myse...

Me And My Online Master

by ftpmike1980 on Sep 16, 2017
Letters & Transcripts

This was a chat with my master. Online Master: Hello, lad. Hope you are being a good boy, Michael. Michael: I am doing well. Hope you are doing well. Online Master: Glad to hear you are doing well, Michael. I am also. Let me know when you are ready to play again on cam, lad Michael: ok. sorry we haven't been able to meet up online. i've been busy with...

Mrs. O'Malley's Golden Juices Ch. 14

by milfleglover on Sep 25, 2017
Fetish

(Please be advised that this is a very nasty story, with an older woman dominating a younger man, with scenes of golden showers, farting and creampie eating. Some like this genre, some don't, but there you have the caveat before reading. Thank you) Susan O'Malley was pissed. She'd been puttering around the house, and had changed into her running clothes...

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...

Sometimes I Get A Craving

by Marlene on Sep 16, 2017
Transsexuals & Crossdressers

Sometimes I get a craving for cock. And I just want to suck one after the other until my mouth's so sore I can't get it around a dick anymore. I also like it anonymous. There's something so very hot about not being able to see the guy whose cock I'm eating and his not being able to see me except the glance of me he gets through the glory hole at the xxx book...

The Perfect Man Ch. 02

by Freakboy80 on Sep 18, 2017
BDSM

Please read the "Perfect Man" before reading this. This story is a continuation of that story. * It had been a week since Justin had seen Sandra. He talked to her on the phone everyday, but she had refused to see him until another week had passed. When he would ask to see her she would always remind him of what she had told him the last time they saw each...

Sally's Visit to the Dairy

by Quixerotic1 on Feb 10, 2020
Fetish

"Oh, they sent a woman," the balding man said. "Is that a problem Mr. Haley?" Sally replied. Her heels were starting to sink into the mud at her feet. Haley spat on the ground, "Naw. Not for me, but listen here, I've told them they don't need to send women out here. Hell, it's worse than when they send the men." He sounded genuinely concerned. Sally pres...

Life on the Farm Pt. 05

by izenrann on Oct 31, 2017
Sci-Fi & Fantasy

Kyle stretched and yawned as he woke, the sunlight streaming in from his bedroom window. It was another sunny morning at Brighton Farms. Looking at the calendar at the walls, he realized that it had been almost a year since he had come here. A year of a new life, so far removed from his old one that it seemed like it was in another world...and in many ways i...

Sausages for the Slave Ch. 07

by dyetied on Nov 26, 2018
BDSM

The wife is enjoying herself over dinner, looking at her instagram feed or twitter feed or something. Her mind is only half on her food. My mind is fully on her food, because most of my dinner derives from her food and has yet to arrive on my plate. I'm hungry, but she probably had a big business lunch. I've had a busy day shopping. I bought the hand tied sa...

Apple Cove Ch. 02

by R410a on Mar 2, 2020
Romance

Anyone portrayed as having sex is 18 or older. * Apple Cove part two I flew into La Crosse and was standing in the luggage retrieval area looking for Aunt Clara when I spotted him, still as handsome as ever, looking strong, staring at me without blinking. I saw my bag as it made the corner and bent to pick it up, while doing so a large calloused hand reac...