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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 Journey of Self-Discovery and Bisexuality
I've always loved being nude since my teens, being nude in front of both men and women. Always exploring my sexuality, I knew I wasn't like everyone else but I knew there wasn't anyone

Posted by a straight man

By J

An Unexpected Encounter at a Late-Night Party
My 1st experience with a man i was 18yrs old. I went to a party. After a lot of drinking the party had pretty much cleared out. The host was gay and it was just me and him still awake. His boyfriend

Posted by a straight man

By jacksontiger

An Unexpected Stop on the Road to New Orleans
I was on a trip from San Antonio to New Orleans unfortunately in a sexless marriage when I discovered a new lifestyle. While driving through Houston I had found myself needing to go to the bathroom

Posted by a straight man

By brotherpj

Unexpected Bonding Over Shared Interests
I had a roommate lil white boy like a twink with blonde hair and we got high on ice and he had some erotica gay books and I was looking at them and OMG I was so hard I was reading it loud and we were

Posted by a straight man

By jr2255

A Chance Encounter at the Grocery Store
This is a true story that happened to me last week and wanted to share this with you. I was shopping at the grocery store and was in the produce section getting some fruit, i looked over a this

Posted by a straight man

By Deleted User

Unexpected Connection at the Grocery Store
This is a true story that happened to me last week and wanted to share this with you. I was shopping at the grocery store and was in the produce section getting some fruit, i looked over a this

Posted by a straight man

By Deleted User

A Surprising Meeting at the Adult Bookstore
My First BJ. In my younger days and after a evening of partying with my friends, I would sometimes drive down to Arch St in Phila and stop in an adult book store called Dr. Johnson's. I'd

Posted by a straight man

By stephanie57

Exploring New Desires and Boundaries Together
I never thought I’d ever get my dick sucked by a guy. But after seeing my wife suck cock a few times, I started wondering what it would be like to put one in my mouth. So I made a post when I

Posted by a straight man

By luvumake

An Unexpected Encounter at a Rest Area
First Time 2 After we picked up car at dealership and headed home we stopped at rest area and while there I got in his car and sucked him off once again. I knew from the night before this was

Posted by a straight man

By charleencd

An Unexpected Encounter on a Road Trip
First Time 1 ,All my life, especially in my teens I was curious about sucking dick,I never acted on it but the thought of it was something thought I might enjoy especially after I got married

Posted by a straight man

By charleencd

Unexpected Discoveries at the Hotel Dumpster
These business guys aren't lying, the collection of stuff I have gotten out of the dumpster at the hotel I work at is astronomical. I have a great gig, know the regulars and pretty much know

Posted by a straight man

By KestrelElbow9092

A Night at the Neon Party: Unexpected Connections
To start this off with two notes, if you want to just read the sex part it's at ++++. This story happened a while ago. Hope I find the same dude that did this because it was soooo good that I even

Posted by a straight man

By GrimXerox

Unexpected Encounter at a Rest Stop
I never thought I desired cock until heading across the country to Iowa for a ranch Job. They had rest stops west to east. One particular stop this guy in his 40s white cleancut guy sitting in a

Posted by a straight man

By hr857

An Unexpected Encounter in a Quiet Spot
I’m a bi male that was on a porn site watching gay porn stoking my cock and really getting hornier Seeing those hard cocks being sucked . I went on a social site and met a guy , married who

Posted by a straight man

By Deleted User

A Married Man's Secret Weekly Connection
I’m a married bi-male that loves guys on the side. Writing this because I’m really missing my regular weekly visit to guy who was the absolute best ass licker I have ever encountered and

Posted by a straight man

By billyboyz

A Night of Fun and Friendship at Dinner
The trailer. Last night had dinner with Bobby&Harry. When I walked in Harry was dressed in a French maid outfit and was looking very sexy. Bobby said he will be service every thing. So as

Posted by a straight man

By kenhenderson1959

Unexpected Nights with a Work Buddy
I took a construction job in the boonies and shared a trailer with a guy, at first it was normal work come home eat watch tv sleep go to work. Then one friday night he showed up with an x rated movie

Posted by a straight man

By butchmax

A Nervous Visit to the Local Video Store
I have always wanted to try a gloryhole but never had the nerve to. So on this day feeling frisky and daring I decided to go to my local (Medford) abs. I just wanted to see how it all works and if

Posted by a straight man

By newbeebee

An Unexpected Encounter in the Garage
Well, same situation as many men on here, retired, not getting much form the wife, horny as hell most of the time. Messeageda guy on a hookup site, he sent a picture of him in his truck, cock out

Posted by a straight man

By ToucanCairn3613

An Unexpected Meeting at the Bowling Alley
This is when i had my first black guy. This is when I had my first black cock. I was driving to a local bowling ally to do a service call when I saw this young black guy walking, he was wearing Jim

Posted by a straight man

By sucker365

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 37.2k 637 4.1k
#2
Tiffanyheels
Trans Couple Straight
Enthusiastic CD has enthusiastic guy friend over 82.1k 1.4k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 27.7k 378 3.1k
#4
cnysub
Gay Trans Straight
Gay Bar Show 51.2k 560 2.9k
#5
kimorafoxxsexycd
Couple Gay Trans
My gf got adventurous 80.6k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 50.2k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.3k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.1k 621 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.0k 371 1.2k
#10
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 35.0k 355 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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