Gay Milking Machine Stories

3,215 results
Orientation
Length
Source
Infinite Scroll

We're Done

by ZulKnight on Aug 18, 2017
Gay Male

The genial rays of the setting Sun filtered through the canopy, illuminating Central Park in irregular splashes of golden rays with a tinge of green as it reflected off the surrounding verdancy. I took a deep breath of the humid air and could smell, among others, cedar and honeysuckle. I looked out and took in the majestic view of God's gift to Earth that sh...

Brody's Christmas Package

by DavidMcAllister on Aug 30, 2017
Gay Male

Chestnut Falls 1952 It was a beautiful, frosty Christmas Eve as Mark Matheson stood at the bathroom mirror, neatly combing his hair. Always the early bird, he had already dressed and readied himself for the Christmas Eve church service while the rest of the Matheson's scurried around with their last minute holiday preparations. From the kitchen, Mrs. Mathe...

Married Cocksucker Buds Begin Ch. 04

by mikeman341 on Sep 14, 2017
Gay Male

(This is a continuation of a story of good friends becoming lovers and best friends filling a need neither one realized he had. Guys alone in a hunting cabin…miles away from home….buck fever satisfied…friendships deepened…I only wish this were a true story! Hope you enjoy it. I am working on the next chapter and I’ll post it as soon as I can.) I finished...

Manly Persuasion Ch. 02

by Ryan Carlyle on Apr 3, 2018
Gay Male

Author's Note -- There are moments of dubious consent or non-consent in this part of the story. If that type of element offends you, or is problematic, do not read. ### "Maria, c'mon . . . I told you this already." I held my cell phone as the sound of my girlfriend's voice reverberated in my ear. "I TOLD you that I have a meeting to go to. It's required...

Cramp

by MirageLM on Aug 30, 2017
Gay Male

NOTE: Just a fantasy. Just for fun. Everyone is of age. Everyone is consenting. Anatomical details may not be exactly correct. Just enjoy it, okay? ***** You're on a business trip and after a long day decide to use the hotel exercise room just to wind down. You change into a pair of shorts, a tee, and your gym shoes and take the stairs down to the room jus...

The Jack Off Sessions

by dlake on Sep 19, 2017
Gay Male

James closed the drapes, darkening the living room of his parents house while Brent inserted the DVD into the machine. With a press of a button, the movie started. The room was average sized. There was a beige corduroy couch with a small coffee table in front of it directly across from the covered windows. Against the wall to the right of the couch was a b...

Traveling Ch. 02

by jjdtx on Sep 16, 2017
Gay Male

Traveling 2 – Workout room and sauna I had been on the road for about three days and was staying at a great hotel. The workout room, though small, contained two bikes, two treadmills, a small weight machine and a sauna! The sauna was more like a small closet, with room for maybe four people. I love saunas, especially after riding on the bike for 30 minutes...

Workout Ch. 05

by DougsLair on Sep 14, 2017
Gay Male

I realized that I was spiraling down that long, dark, (no pun intended) tunnel of depravity on my way to being a slut for Big Black Cock. I was torn, on one hand, I thoroughly enjoyed sex with Jim, but I knew I was getting out of control, thinking about his thick black tube of flesh in my mouth, spewing its salty load down my throat, pounding my now forever...

Rick Needed a Beer, Gets Much More Pt. 11

by Iwanttwo on Aug 12, 2019
Gay Male

This chapter may better fit in the cross dressing category, but I'm keeping it in Gay, as past and future chapters are gay stories. And this chapter does involve some hot gay sex. I recommend you read previous chapters first, if you haven't already, to understand the characters. —————————————————— Tuesday at the office was awkward, to say the least. I avo...

We Meet Eventually Ch. 06

by 1suitedbi on Sep 23, 2019
Gay Male

Chapter 6 - The morning after Alex and Will recover from the Charity Ball. I awoke, daylight streaming through the windows, I smelled fresh coffee, I was alone, the bed was empty, my brain went into overdrive, last night, charity ball, Will wow, I felt my cock ache, I peeked under the covers, it was caked, as was my chest. Fuck, where was Will? As if on...