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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 Meeting with a Neighbor
Married wm 54. Typically a top, but got the urge to bottom. Was on another site and got lucky. Found a complete top who lives in my neighborhood. I got ready and walked to his place. I was

Posted by a straight man

By FinchJade3676

A First-Time Encounter in a Hotel Room
Im 60 wm I have wanted to have sex with a guy for a few years up till a couple of weeks ago all I had done is suck dick a few times it was very exciting but I wanted to bottom for dominant guy with a

Posted by a straight man

By jer1963

Unexpected Encounters at a California Hotel
So this is part two of my story as so many of you liked reading my first one. Just a reminder, I was visiting Orange County California and another story teller wrote about this fun hotel. Its a few

Posted by a straight man

By occock

An Unexpected Encounter with My Neighbor
So I'm bi and I have a pretty kinky side to me anyway I live with my sister and her daughter because I just got divorced and night when everybody's in bed I'll sit out in my car catch

Posted by a straight man

By georgeluvscum

An Unexpected Meeting with a Night Shift Nurse
I met this guy on here, he was a nurse and had just gotten off of a night shift. I told him to come over which I have never done before but I really wanted to get face fucked and my ass eaten.

Posted by a straight man

By jimmymybones

An Unexpected Encounter in the Booth
Straight man's first Gloryhole. No on will know. Pt 2 I was going to complete my blowjob and do it all. Then the door opened to my booth! I guess you are supposed to lock it. I had a cock in

Posted by a straight man

By vito469

A Journey Through an Adult Store Encounter
Straight man encounters first Gloryhole . No will know! Pt 1 The wife was away and I wanted to pick up a porn DVD at the adult store. I pulled in the parking lot and there were 4-5 cars there.

Posted by a straight man

By vito469

A Late Night Visit to a Friend's House
So I told the story about my first time sucking cock. After that I kept in contact with my new friend, we texted about 3 times a week and it was about 3 weeks after our initial contact. One Friday

Posted by a straight man

By Mikael

An Unexpected Encounter at the Boot Store
Im not opposed to letting a guy go down on me. Id rather a girl, but sometimes you need a mouth. I was shopping for boots and the guy who came to help me was very gay. It was obvious. He was

Posted by a straight man

By Papa858Bear

A Surprising Meeting at the Theater
I was really horny one night and needed to get off. I was walking around downtown San Diego when I noticed an x-rated theater. I paid the admission and went in. The theater was dark and took a

Posted by a straight man

By leroy59

Curious Friends Explore a New Experience Together
For a while I had been curious about how other men felt about watching or being watched jerking off. To add to that if other guys enjoyed wearing panties while doing it. A very good buddy of

Posted by a straight man

By playfuldad56

An Unexpected Connection at a New Friend's Home
HI. Jason here from Madison heights. It was a fantasy of mine too feel a real cock deep inside me and always wanted to see how it feels when a guy cums inside me. Well just the other day I met a

Posted by a straight man

By fillmyhls6969

An Unexpected Connection During a Texas Visit
I have a bi girlfriend. I have a friend who has a daughter that’s a trans. She’s very gorgeous! I just don’t roll that way. I tried sucking dick and it wasn’t for me. She has

Posted by a straight man

By Deleted User

A Night of Friendship and Discovery
My friend part 2 I ask him if he wants to sleep over Friday night. He said I ask my parents. He did. And said yes My parents went out to dinner and my brother went out with hes gf We made

Posted by a straight man

By tellyoulater

A Thrilling Drive and Unexpected Connection
I have a secret fetish for wearing lingerie and met a guy finally who was completely turned on by it. Our problem as always is hosting. He thought it would be thrilling to take a drive and have me in

Posted by a straight man

By Horniguy

Unexpected Encounters: A Neighborly Connection
After my first encounter with my neighbor sucking his cock and the failed attempt of him fucking me in the shower he had me sucking his cock every time we were together alone. On one occasion he was

Posted by a straight man

By seniorbottom1

A Surprising Encounter at the Lingerie Store
I don’t have a boyfriend. It’s been a couple years since I’ve gotten some dick. I’ve been dedicated to work, i didn’t have time. I do however love to wear lingerie.

Posted by a straight woman

By Deleted User

Unexpected Encounters at the Cruising Park
I decided to take advantage of my wife being out of town. I went down to the cruising park. It was just past 8 am. I was shower fresh. Cleaned inside and out. Had my lose fighting gym shorts on. A

Posted by a straight man

By derake14

A Nervous Visit to an Older Man's Home
Been wanting an older man to suck me just see how an older man can suck so I go on doublelist & there isn't to many older men on here over 55 to 60's so I days go by & finally see

Posted by a straight man

By Steve

A Night of Unexpected Connections at the Bar
So this started about 2 years ago. I’m a Hispanic chubby married 43 year old dude. I had been bored with my sex life with the little lady and wanted something else so I started watching porn

Posted by a straight man

By Mikael

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 35.0k 633 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 77.9k 1.4k 3.2k
#3
KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 24.0k 355 3.1k
#4
cnysub
Gay Trans Straight
Ads on DoubleList 47.7k 529 2.9k
#5
kimorafoxxsexycd
Gay Couple Trans
Very kinky self care 74.4k 1.1k 2.7k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 45.5k 461 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 52.5k 275 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 49.1k 612 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.2k 359 1.2k
#10
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 34.3k 351 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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