Gay Milking Machine Stories

3,215 results
Orientation
Length
Source
Infinite Scroll

Fun at Work

by tyler100 on Sep 14, 2017
Gay Male

John was sat at home with nothing to do, watching TV and drinking his fourth cup of coffee. He had took the week off work to spend some time with Harvey, but yet again Harvey had been called into work, because there was some paper work that needed to be done. Harvey was the boss of his own company, and John was always pissed off with the fact that he never...

Sissy Dream Come True

by Sjen451 on Oct 6, 2020
Gay Male

It was Friday and I had one job left before I could start my weekend. I didn't have much planned other than watching some of my favorite sissy porn and playing with a few of my larger dildos. Not too exciting, but it's how I spend most of my weekends when I don't have other plans. Today I wore my red lace panties under a pair of black break-away running pa...

Painting Donovan Ch. 04

by yeti8080k on Sep 14, 2017
Gay Male

Alright, so I decided it was unfair to end this series on a cliffhanger. If you read this and want more, say something. -K * "Come on, Don, get up. We're going to the lake." It was the morning after the storm. Donovan lay on his stomach with his face half-buried in his pillow. I gave his body a shove, but my brother was built like a brick shithouse. T...

Glory Hole Haven Ch. 3

by clintmeister on Sep 14, 2017
Gay Male

Following Trent's last night at the adult bookstore, his mind was whirling. He couldn't believe what he had done the night before. To actually place a throbbing cock in his mouth and suck it like an expert and then allowing his anonymous lover blow a hot load of cum down his throat was unbelievable. Even more unbelievable was the fact he had enjoyed feeling...

Destiny in Daytona Ch. 02

by JKendallDane on Sep 14, 2017
Gay Male

8===> Sleeping arrangements that make everyone happy Trent looked at me and with a head toss towards the door, he asked, "You want to grab another Coke from the machine before bed, Kevin?" I knew it was more of a suggestive demand than a question and I answered back, "Sure. You guys want us to get ones for you too?" I offered to Greg and Ethan as I stood...

Building Big Pt. 02

by muffinbod on Aug 17, 2017
Gay Male

Needless to say that after our first, exciting encounter as fuck buddies, I was very keen to get another chance to explore the possibilities open to three big strong horny men, myself being the exception to the hairy category that Dan and "Big" occupied comfortably. As I approached 21 years of age my chest and belly were all but hairless, my back totally smo...

Flower Shop

by newbitime on Sep 16, 2017
Gay Male

I was broke! Broke and bi curious. I'm a good looking, in good shape 27 year old that was plain and simply, down on his luck. With too much time on my hands, due to lack of work, I was spending more and more time surfing online personals... from women looking for men, to men looking for men, and even a few trannies looking for men! Regardless of which secti...

Condo for Sale

by KeithD on Mar 3, 2020
Gay Male

For Sale: $675,000. 1 bed, 1.0 bath, 546 sqft condo at Hill Street, Unit A. Do you want to own a home in a great location in San Francisco? Here is a terrific opportunity on Hill Street in the heart of Noe Valley and the Castro District. In this 1 bedroom, 1 bath Condo in a 4 unit building with your own private deck. Close to transportation, many great shops...

Piggy's Corn Hole

by bi3inchpig on Jun 9, 2020
Gay Male

Harry had never had a massage. How could he even consider putting some poor masseur through the torture of massaging his fat body? A guy he chatted with online assured him, "They are professionals; they work with all body types. Your fears are irrational. Just book it and let it happen. You'll be glad you did." His back was killing him. He had put on a bit...

My Cottage Neighbour Joe

by canaigle on Sep 17, 2017
Gay Male

Chapter One I was on my way to the cottage after several years' absence. I had just inherited the place from my grandparents. On the weekend I was going to be 28 years of age, single and very excited about seeing my summer childhood haunt. I loved our country refuge. The cottage was built in the early 40's by my dad and grandad. They scavenged material to...