Gay Milf Stories

79 results
Orientation
Length
Category
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Infinite Scroll

Becoming a MILF (Male I'd Like To Fuck)

by MrDeviant on Aug 18, 2017
Gay Male

The problem with being a male such as myself is that you can't always be sexually satisfied enough. Now I know what you are thinking, "He's a guy, they are never sexually satisfied." However, in my case, it is the constant truth for me. Most guys are happy if the come once or twice a day. Three or four times and they are ecstatic. I, however, need—not want,...

At The Office

by StyxVenom on Aug 18, 2017
Gay Male

I must be losing my mind. Here I am, a 54 year old divorced man, who has discovered a wonderful world of MILFs, and yet, this had to happen tonight. And here in my office no less. In my high school and college years, up until I was 35 years old and married, I lead a perfectly straight love life, experiencing over 63 women. Marriage stopped all of that, but...

Jay's Life Ch. 01

by CockE32 on Aug 18, 2017
Gay Male

AUTHOR'S NOTE: This story is planned as a long series and will contain many different topics. if you are uncomfortable with any type of story, then you may not want to start this story, or you may want to just skip those stories, though some may be mixed in. An example is that in this story there are elements of gay, hetero, and milf. Thanks for your interes...

Rex's Horny Halloween Pt. 02

by TeamCravings on Dec 12, 2018
Gay Male

Handsome Rex Davenport soaked his fit six-foot body in a nearly full tub just before having to get ready for work. It was Halloween and this ginger-haired 40 year-old had a fascinating evening ahead of him. This special night had all been suggested and planned by his dear sex mentor Lorna, a hot MILF who had launched herself headlong into his life in just a...

ToaPM

by Miss_Trickster69 on Jun 9, 2020
Gay Male

This is a story I sent to an author on a different platform a while ago but they never responded or included it in their collection of sexcapades so now I'm going to insert it on my profile there and here. This is based off a fanfiction called Trials of a Pokemorph and the spinoff non canonical story set Trials Omake is what I made this for. It's about a sma...

Friend's Dad Services New Roommate

by FictionalEncounters on Jan 30, 2018
Gay Male

I just watched my friend's dad servicing my new roommate's cock... And I enjoyed every second of it. It was, without a doubt, the hottest gay experience I've had in my 7 years since opening up my sexuality to homoerotic pleasures. I have to emphasize the word "gay" in that statement because it isn't the hottest overall sexual experience I've had in my enti...

Fantasy of Cock Sucking Fulfilled

by awankandanap on Sep 25, 2017
Gay Male

It's amazing to me how a brief off hand comment or fleeting thought can take hold of a person and grow into a full blown obsession. This happened for me and it had led me, an otherwise straight, married, father of two, to become obsessed with idea of sucking a beautiful cock and swallowing its cum. I phrase that obsession carefully, referring specifically to...

Neighborhood Bitch

by TxSmutWriter on Sep 26, 2017
Gay Male

"C'mon, I'm dying here," Chris pleaded. "I ain't had nothing but my hand for a week, dude." We were deep in the woods behind our subdivision, which we used as a shortcut to the shopping mall where we hung out. Chris was bitching the whole way about not getting laid lately and had suddenly stopped, pulled his dick out of his pants, and asked (BEGGED) me to s...

Rewriting Singularity Ch. 17

by el_wing on Sep 14, 2017
Gay Male

We sat around the dining table like a klatch of eclectic, existentialist wannabes. I laughed to myself as I looked from one to the other. Isadora sat at the head of the table. She changed from earlier, and tonight she was dressed in a rainbow assortment of veils-- 50 possibly, or maybe 200-- she was an elephantine woman after all. To my right was Hec, dres...

The Bully Likes Boys

by samgreat332 on Sep 14, 2017
Gay Male

-Connor Manson- "Man whore" "Fag" "Midget" "Little man" "Insect" All the normal insults I get every day at school. For one thing I'm not gay, I think. I've never thought about men that way, but I have thought about women that way. I am a midget however. A puny five foot five. But there is one thing I have over them, and that's my fat, fifteen inch dick...