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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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An Unexpected Visit After a Funeral
After I left the funeral home, I started to drive to their house. My cock was hard thinking about her. Was she Matt's side piece? Matt would have told me about her. I couldn't wait to get

Posted by a straight man

By sissyjamie4daddys

A Chance Reunion with an Old Crush
Miami. Kendall. Met a fellow many yrs back named. Isaac. Mobile home salesman. I had a crush on him how sexy he look. Moved out of town. To north Florida one day I drove up to his place saw

Posted by a straight man

By Antiokia

An Unexpected Meeting in a Parking Lot
I posted here for a voyee voyor public viewing. I set a time and place in a parking lot with a place to keep an eye out. To others, it looked like a couple of friends chatting through a car

Posted by a straight man

By Deleted User

A Night at the Bar: Unexpected Connections
I was 23 at the time and curious about being with a man. In my fantasies I pictured an older man who was experienced. I got off work at 1:00am and there was a bar right down the street. I

Posted by a straight man

By leroy59

An Unexpected Connection at a Burger Joint
well I am a 73 yo married white male I am on diabetes drugs do I do not get hard at all . I am also in a sexless marriage she is a good woman just no sex with me anymore she is 20 years younger so No

Posted by a straight man

By Anonymous

A Nervous Meeting in a Detroit Penthouse
Detroit Layover Pt. 3...So, I was SO fucking nervous leaving my hotel room to head up to the penthouse suite of the older guy that I met earlier at the bar of the hotel that we were both staying at

Posted by a straight man

By nostringsphunne1

A Shy Encounter at His Place
True story of the 2nd time giving a man oral. The first time didn’t leave the biggest impression on me, actually thought I would never do it again but not long after, got the craving. I found a

Posted by a straight man

By f0rrest

An Unexpected Connection at the Theater
Well, I'm a much older guy in my 70s. So, at my age hooking up with just about anyone who's interested is a victory in itself. In order to satisfy my needs, I either look at live couples,

Posted by a straight man

By ste1ve

Unexpected Encounters at a Truck Stop
Ok I am married but bi. I'm versatile usually. We dont have any book stores or theaters near us. I drive a semi. I had heard about a abs near one of my stops. I read stories about it. So I was

Posted by a straight man

By derake14

A Surprising Confession Between College Roommates
I love women and am straight as straight can be. However I had a buddy in college that I hung out with quite a bit. One drunken night we were hangin in my room and I was changing. I had on tight

Posted by a straight man

By dman_2021

An Unexpected Bar Encounter with a Crossdresser
I met a hot piece of ass fuck boy a few days ago. He was a very pretty crossdresser. I have been with a few crossdressers, but this one was more feminine than the others. Soft skin, soft hands, had

Posted by a straight man

By sissyjamie4daddys

Unexpected Connection in a Video Booth
Title: My Throbbing Cock Location: Video Booth at Adult Video Store In the dim glow of the room, the anticipation was palpable. Every nerve in his body was alive with electricity, culminating in

Posted by a straight man

By cleohdude

Finding Connection in an Emotionless Marriage
I have been in a emotionless, sexless marriage for years. I started looking at these post and I decided to have my cock sucked. Nothing more. I had it done by countless men. But then I met Craig. He

Posted by a straight man

By derake14

An Unexpected Encounter with My Friend's Mom
One day I finally catch my friends mom walking down the street so we’re talking and she says I didn’t know you like me I told her the truth because she could see it on me so I got real

Posted by a straight man

By bigd448

A Snowed-In Encounter at the Hotel
Married for over 40 years. I am 67 yr old man that for 30 years has had multiple sexual relationships with other married and some single gay men. One in particular that was for most of this 30 years.

Posted by a straight man

By aboutus

Unexpected Encounters at the Video Store
I had heard about the video store in NMB.You can see some hot things there.Well I got myself in one of the booths and I’m attempting to Jack off to some porn when I hear a woman saying that she

Posted by a straight man

By hammertime1000

A Night of Surprises Between Friends
My best friend and I have know each other 30 years. We got our own apartment after we graduated school. I dated got married for a few years. I got divorced and moved back to town. I moved back in

Posted by a straight man

By derake14

An Unexpected Connection in the 420 Scene
I’m straight as can be but I love getting my dick sucked I’m a 26 year old black and I’ve always wondered what it felt like getting your dick sucked by a tranny or a feminine gay

Posted by a straight man

By bigd448

Exploring Intimacy and Connection with Ron
Ron - Part 4. I rolled over next to Ron as I laid my head of his chest. His heart was beating a hundred miles an hour and It made me happy that I caused that. I gazed down as his gorgeous cock as

Posted by a straight man

By leroy59

Unexpected Meeting in the Parking Lot
I’m 55 gl muscular married safe. Had a GREAT experience today. Met a guy to suck his dick in parking lot. Holy shit 8 inches of big thick cock. We got into back seat of my car. He pulled that

Posted by a straight man

By gamble1202

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
Straight Gay Straight for Gay
35 years later 41.7k 669 4.2k
#2
Tiffanyheels
Couple Trans Straight
Girlfriend loves movie theaters 88.2k 1.5k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Another camping adventure. 30.2k 385 3.2k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 55.4k 585 3.0k
#5
kimorafoxxsexycd
Gay Couple Trans
Hooked up with my first ftm trans man 90.0k 1.2k 3.0k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 53.7k 466 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 55.1k 278 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.9k 623 1.7k
#9
butchmax
Gay Couple Straight
She figured it out and changed my life 50.1k 418 1.2k
#10
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.5k 377 1.2k
Page 1 of 50 · Showing 110 of 500 authors
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