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MILF Stories – Passion, Desire & Real Hookup Tales

What started as a fantasy of a more experienced woman turned into one of the hottest experiences of your life. Or you were just hanging out, and it turned into a steamy night that you still can’t stop thinking about. Sounds familiar? Well, if you have erotic MILF stories, post them here.

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A New Friendship with My Neighbor
I moved into my new place and met my new neighbor that day. He was obviously gay and very nice. He stopped by later and we had a good time. Weeks went by and we had become very friendly. I had had

Posted by a straight man

By silvertone

Exploring Intimacy: A Journey of Friends
Sam Part 4 I’m love how Sam’s ass feels gripping my cock as I’m pumping long strokes into him while he’s on his knees. We keep fucking for a few minutes and I have to keep

Posted by a straight man

By stone297

An Unexpected Encounter at the Gloryhole
I'm married and straight for the most part but have always loved the way another man gives head. I answered and ad for an older man with a gloryhole. He said that he wore dentures and would take

Posted by a straight man

By bartb

A Curious Encounter at the Park
I met a black man here and was just curious. I did ask him what he wanted and he said white man sucking my cock. Then he unzipped his pants and forced his huge black cock down my throat. At first I

Posted by a straight man

By PONYTAIL

A Playful Game of Neighborly Encounters
I am a straight older male who has neighbors down the street where the wife and i have this cat and mouse game. She walks by my house everyday so when i see her i go out and chat with her. Lately i

Posted by a straight man

By limjib

An Unexpected Encounter During a Chainsaw Purchase
I was on craiglist looking for a used chainsaw so I could cut down one tree. I didn’t want to over pay so I was seeking a used one. I found a guy that had one and he wanted a reasonable price.

Posted by a straight man

By Petey

An Unexpected Meeting with an Online Friend
Well, not sure how to start this out. I met a friend online, he is a married gay man, his partner is older and not having sexy anymore. We talked quite a bit, and I wanted to meet him, so I invited

Posted by a straight man

By looking4fun1965

An Unexpected Encounter with a Fanboy
we met back in May I'm straight he was gay he is a bottom I'm a top he dressed up in lingerie and let me use him anyway I wanted to he was also a spinner have you ever had a little Fanboy

Posted by a straight man

By Deleted User

Exploring New Boundaries in a Safe Setting
Straight to bi. I started exploring with letting guys suck me off. I loved it and it was easy to get when they see my cock. Go to the gloryhole and I could get 3 guys to suck me. Or post a picture

Posted by a straight man

By derake14

Navigating Secrets on a Long Drive
I have been a married closeted bi bottom for 10 years. We've been married 28 years. I play with 2 guys pretty regularly. Both married like me. But they are tops needing serviced. As I'm the

Posted by a straight man

By derake14

Unexpected Encounters in a Small Town Park
I'm a senior man that's an exhibitionist and loves to be seen naked. I usually drive naked so I can flash truckers I love driving the freeway so they can watch. I like to put ads in cl or DL for

Posted by a straight man

By Guilly

An Unexpected Connection at Work
I am a straightish When I was younger around 20 I always had a thought about sucking a dick, but was very nervous to act on it. I was working in a fast food restaurant as a delivery man. I met many

Posted by a straight man

By Rob

An Unexpected Massage Encounter Leads to Connection
I'm a bi male 57 years old. I answered an ad on Doublelist of a guy who was offering a massage. He stated that he was endowed, so that immediately got my attention. We exchanged emails and he was an

Posted by a straight man

By bre6958

An Unexpected Encounter at the Gas Station
Don’t know why but at 18 years old I decided I wanted to try sucking a dick.Living in a very small town I had no idea how to go about who to confront about sucking their dick without it getting

Posted by a straight man

By charleencd

An Unexpected Revelation Between Friends
As far back as I can remember I always wondered what it would be like to suck a dick. I never acted on it till after I got married and in my late 30s. I had a friend who never married and rumors were

Posted by a straight man

By charleencd

Unexpected Meeting at a Philly Bookstore
40’s MWM here always had a love for silk and satin panties and loved the feeling against my cock as I stroked and have tried them on and worn them at different times since HS. Was extremely

Posted by a straight man

By satinsilk

Exploring New Experiences in an Unexpected Setting
I’m a straight middle aged white guy with a small cock. I decided to go to a popular place in town for straight and gay men and women. I noticed immediately that most of the clientele was male,

Posted by a straight man

By luvblck

An Unexpected Fantasy During Game Night
I am a 60 year old WM married to a woman, and I have been seeing a gay Asian man of about 40 for the past few months for some hot sexual encounters. My wife has no idea about my gay sexual flings

Posted by a straight man

By terry0043

Exploring Connections at the Local Cinema
I consider myself to be straight but I do love sucking a nice,fat. thick cock. And I always give the head lots of attention. That usually makes a guy moan. I like to tease the cock by stopping every

Posted by a straight man

By cumonmepls

Unexpected Connections at the Casino
Casino pt 2. These guys were running their tongues on my cock and were tasting my precum. I wanted to fuck them so they got undressed. The casino winner got on the bed doggy style and the bf ate his

Posted by a straight man

By kenhenderson1959

Top Authors

Discover the most engaging creators on Doublelist — ranked by views, listens, and upvotes, with fresh voices breaking in every week.

Rank Author · Category Latest Story Views Listens Upvotes Trend
#1
derake14
Gay Straight for Gay Straight
Parking lot kiss 36.8k 637 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser and girlfriend 81.4k 1.4k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 27.2k 376 3.1k
#4
cnysub
Gay Trans Straight
Gay Bar Show 50.5k 560 2.9k
#5
kimorafoxxsexycd
Couple Gay Trans
My gf got adventurous 80.1k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 49.6k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.1k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.0k 619 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.9k 370 1.2k
#10
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 34.9k 355 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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Got a Story? Share Your Hot MILF Experience

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Some Stories Are Meant to Be Heard

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