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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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Exploring New Boundaries with a Close Friend
My first time with my friend, Ben. Ben brought us some juice and settled in next to me and turned the TV on and started a DVD already in the unit. It picked up the action of a threesome with two

Posted by a straight man

By FoxShield9035

An Unexpected Encounter with a Friend
I had made a post very curious about sucking cock. Im not attracted to men in any way but when the cock comes out I drop to my knees. So I had a regular I met on DL he would fuck his wife then she

Posted by a straight man

By italianstallion86

An Unexpected Encounter with a Neighbor
So I found this site via an internet search, very anonymous and being a married man - anonymity was paramount. Doublelist it was. So I posted I was looking for a discreet married or neglected guy

Posted by a straight man

By PulseEgret27576

A Curious Encounter Through a Dating App
So i been curious for a long time would play with my hole shove stuff up inside it . Since im dl didn't knoe where or how to find cock . So I heard about the grinder app made and account.

Posted by a straight man

By L

A Curious Encounter Through a Dating App
So i been curious for a long time would play with my hole shove stuff up inside it . Since im dl didn't knoe where or how to find cock . So I heard about the grinder app made and account.

Posted by a straight man

By L

A Journey of Unexpected Bi Exploration
I am straight but I do have a bi side. Only if I'm comfortable though. I met a guy a year or so ago. He had offered to suck my dick a few times and one time drunk I took him up on it. I remember

Posted by a straight man

By bballs1

An Unexpected Visit in the Basement
I’m a closeted-bi man married for many years who loves to get my thick cock sucked. I found a guy online who came over to my house. I left the door unlocked and he let himself in. He was in

Posted by a straight man

By akentuckyman33

A Surprise Encounter in the Grocery Store
I've always liked playing around with men. I was working in a grocery store and one was flirting with one of the girls. My boss was a young black man. 30. I was 45. He was gay. Kept calling me

Posted by a straight man

By georgeluvscum

Unexpected Encounters in the Grocery Store
I've always liked playing around with men. I was working in a grocery store and one was flirting with one of the girls. My boss was a young black man. 30. I was 45. He was gay. Kept calling me

Posted by a straight man

By georgeluvscum

A Chance Encounter in the City
I'm a single bi man. Like pussy as much as any body. But I like to get naked with a man from time to time. When I do. I'm versatile. I wasnt looking at all. But last weekend I had to go

Posted by a straight man

By derake14

Unexpected Encounters in the Garage at Night
I am a 58-year-old straight man who over the last year has fallen in love with being fucked anally . My first experience was with a 22-year-old man I met Online. We would meet at my place or his

Posted by a straight man

By Deleted User

An Unexpected Encounter in San Diego
So I have been married for 13 years and love my wife, but she just hasnt been feeling it for a few years. Sex with us is like a few times a year and this year it has only been 1 time. She is just

Posted by a straight man

By occock

An Unexpected Connection with a Friend
I date women but have a bi side. Every now and then I love sucking cock and being with men. It started with a friend sucking my cock whenever I needed it sucked. He tried putting his big cock in

Posted by a straight man

By looking4fun1965

An Unexpected Connection with a Friend
I have always been able to control my self from cumming. If I'm with a woman I can feel the urge. Stop thrusting and lose the urge and continue on. I occasionally like to have a guy suck me.

Posted by a straight man

By derake14

Unexpected Encounter with a Gas Company Friend
I'll start by saying I'm bi. A friend who works for a local gas company came over to clean the pilot light on the stove that heats my house. We've fooled around before but just sucking

Posted by a straight man

By campy6969

A Curious Visit to the Local Theater
I was a young 19 year old,horny and had only two things on my mind….fucking girls and playing music.You see I had been playing guitar since I was 12 and now I had gotten pretty good.Good

Posted by a straight man

By oldtymr58

A Surprising Encounter in the Shower
I have been fucking my wife's young twink nephew ever since he moved in with us. He's a sweet lil thing, 21 years old with a cock hungry mouth n an ass that can take a pounding. His parents

Posted by a straight man

By sissyjamie4daddys

An Unexpected Connection Over Musicals
Nothing too kinky here guys. Just wanted to share a most excellent hookup encounter. Telling you all helps me relive the memory. I’m your average married closeted bisexual man who

Posted by a straight man

By buckfine

A Friday Night Encounter on the Couch
Straight for gay. Matt & Scott part 4 The next time we were alone was a Friday. Scott told me to lay on the couch on my back. He put one of my legs on the back of the couch and the other on his

Posted by a straight man

By Chris

Unexpected Connection at a South Beach Bar
It was my first time in South Beach. I had been with clients having dinner at their hotel on Collins Avenue. It was shortly before midnight when I left them and although my hotel was only about a

Posted by a straight man

By HoopoeFlame7061

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 37.0k 637 4.1k
#2
Tiffanyheels
Trans Couple Straight
Enthusiastic CD has enthusiastic guy friend over 81.6k 1.4k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 27.3k 376 3.1k
#4
cnysub
Gay Trans Straight
Gay Bar Show 50.8k 560 2.9k
#5
kimorafoxxsexycd
Couple Gay Trans
My gf got adventurous 80.3k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 49.8k 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 50.1k 620 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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So type up your MILF stories and divulge your risque encounters with our sex-positive community.

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You can go on wild adventures and experience encounters like the erotic MILF sex stories on this page with DoubleList. You’ll find loads of posts from like-minded users looking for sexy time.

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Some Stories Are Meant to Be Heard

Experience the story in a whole new way — seductive, immersive, and made to be heard.