Gay Milking Machine Stories

3,215 results
Orientation
Length
Source
Infinite Scroll

The Ride of a Lifetime

by jasedean on Aug 18, 2017
Gay Male

It was the day after my 21st birthday, I was finally old enough to drink! It was early in the evening, so I decided to walk down a few blocks to a neighborhood bar. It was pretty quiet inside as I sat and ordered a beer. An older man was sitting just down from me, and I noticed he was eyeing me. He wasn't in bad shape, probably in his late 40's with a goatee...

Thirsty Old Men Ch. 02

by TheReluctantKnight on Sep 14, 2017
Gay Male

A word to the wise: This is a work of complete fiction. Never happened in real life. I don't condone rape. This is a fantasy about a young (straight) man who is pleasured against his will. If you have a problem with this (in fantasy as well as in real life) then I suggest you stop reading here and now. Please know that emails sent about the content of t...

This Thing Called Life Ch. 08

by noodneighbor on Sep 14, 2017
Gay Male

I was cleaning myself up in the sex store bathroom, happy that I had gotten 'Eager' hooked up with his roommate and was also pleased that Tree would see I could earn my keep at the hotel. My ten inch cock throbbed as I washed it off, still somewhat hard, likely due to the Viagra, even though I had just fucked and then shot my load onto 'Eager's, well, eager...

The Retreat Ch. 08

by JJ122964 on Sep 14, 2017
Gay Male

Hello Readers: This may be the final installment of the Retreat. As always feedback is important and would like to hear from everyone in the comments section. ******************** The New Council Members I remember feeling someone slip into bed with me and being cuddled, however I do not remember opening my eyes to see who. He wrapped his arms around me a...

The Dairy

by thaidom30 on Aug 30, 2017
Gay Male

Walking down the stairs to the basement, the stifled moans and groans of the livestock never failed to bring a smile to the Master's face. Unlocking the heavy wooden doors, The muffled noises soon became a loud constant ambiance as the Master walked past two rows of stainless steel cages. inside each one, a man with his arms and legs lashed to the cages and...

Liam's Submission Tested Pt. 05

by PupTracer on Oct 5, 2020
Gay Male

Marcus brought entirely too much food to be defined as a "snack". He had piled on peanut butter and jelly sandwiches, strawberries, cookies, almonds, even slices of cake. When he attempted to precariously juggle it all on one flimsy paper plate, it didn't end well for him. As he lowered the plate to me his rather large boot tapped the edge of the bedframe an...

Suits

by sr71plt on Aug 30, 2017
Gay Male

It was a steamy, smoke-filled night at Hernando's, and I and the other two guys had been dancing to the music on the small stage for twenty minutes. I was already down to the ten-gallon hat, the pinto pony vest, the cowboy boots, and the low-slung belt and six-gun holsters with the even lower slung eight-inch gun swinging in between and nothing else on when...

The House Pt. 03

by JJ122964 on Sep 25, 2017
Gay Male

Authors Note: Here is part 3, I hope you like it. ***** I woke up with a semi and leaking pre-cum as the suction cleaned me up. I was laying on my back with my head back. The cock sleeve moved in a lazy motion stroking me only hard enough to keep the semi going. "You slept soundly and came three times without my help. Whomever you were dreaming of really...

Oddities at Their Most Erotic Point Ch. 02

by orochtong on Aug 18, 2017
Gay Male

Warnings still apply from the previous story. Please leave me any helpful comments! Thanks for reading. * Derek awoke one morning feeling refreshed. He hadn't felt like this in ages. Opening his eyes, he realized that he was still naked. Then the events of last night came back to him. Derek shuddered. He had really enjoyed his ordeal, no matter what his c...

This Thing Called Life Ch. 09

by noodneighbor on Sep 14, 2017
Gay Male

So here I was in the backroom of Tree's sex shop having just cum four times at the hands of my TGirl coach Sarah and the aid of her milking machine being asked what I wanted to do about the four black males standing before me. I had never been less interested in fucking or coming again in my life so I had no reason to stay there I was free to go but that's w...