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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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Unexpected Moments at a Teacher's Barbecue
This happened many years ago but still in my mind. I was 18 out of high school, had a teacher who was a friend of mine thru out my years there. A friend of mine called and asked if I wanted to go to

Posted by a straight man

By bobforu58

An Unexpected Visit on a Rainy Day
I'm a 51 yo basically strait man who has no problems getting sex from my wife. But after years of the same it just wasnt as exciting. So trying to spice up our sex life we started using dl

Posted by a straight man

By funguyonthebay

An Unexpected Encounter in a Local Theater
I am a married man I like to play with men from time to time. I am very submissive like to wear my wife's panties and submit to cock. About 6 months ago my wife was away for a week and spent

Posted by a straight man

By NumbatTitan6627

An Unexpected Encounter with a Friend
I’m a bi guy. Prefer women and not really attracted to men. I just live to have sex with them. There’s nothing better than taking a nice cock into my mouth. I know what he wants and I

Posted by a straight man

By Deleted User

A Nervous First-Time Experience in a New Setting
I’m a straight guy, but I answered an add for a anon GH. I love women, but I’ve of course here’s that guys give better heed so, I thought a GH would be the best type of way to try

Posted by a straight man

By Deleted User

Surprising Connections: Two Unique Encounters
Not too long ago I was searching CL and came across a guy in his late 20s wanting some head. I picked him up and brought him to my place. He dropped his pants and had a hot 7 inch cock! I knelt

Posted by a straight man

By deeloo

An Unexpected Encounter at the Cafe
Every so often I think about this experience I had a couple years ago. I posted an ad once and it read something like, 'I'm a latin married male with an athletic build. I hardly have any

Posted by a straight man

By Anonymous

A Surprise Encounter at Home
Need this to happen I am off of work one day and you happen to come home early to surprise me. But it is you that gets the surprise as you walk in the door and go up to the bedroom and open the

Posted by a straight man

By LizardGlyph9374

An Unexpected Visitor and a Night to Remember
So, I posted an ad here about wanting to suck another man's cock. Ended up meeting a guy at my house. He had me meet him at the front door, dressed in my wife's panties and stockings. He

Posted by a straight man

By cumdump28210

An Unexpected Meeting at the Arcade
It was many years ago when I was 25. I had been horny all day and decided to stop by an arcade to watch some porn and jerk off. I entered the booth, latched the door, inserted the tokens and sat down

Posted by a straight man

By Deleted User

Curiosity Leads to an Unexpected Meeting
It’s been a number of years now, but awhile back after porn became so excess able via internet, I started getting curious about all those big cocks. Here are all these women sucking these big

Posted by a straight man

By RobinNoble9055

Reconnecting with an Old Office Friend
After about 2 years, and 2 new jobs, and a new email address, I re-posted, looking for the guy I had been with several times in my old office. Sure enough, I found him. I invited him to my new

Posted by a straight man

By oliwabird

An Unexpected Hotel Gathering with New Friends
I'm a bi guy that answered an ad for a group of guys getting together at a hotel. I arrived a little early and met the host who was a super nice guy, tall, fit. I undressed and started rubbing

Posted by a straight man

By Deleted User

An Unexpected Connection with a Neighbor
So i found this new hookup site. Pretty cool, its a map based thing. It shows your location and anyone else whos logged in around you. Chatted with a few guys some cool some not. Same shit different

Posted by a straight man

By Deleted User

A Winter Meeting in an Apartment
When we met for the first time it was winter. I had placed an add on DL looking for someone to get naked with and edge together. I got an email from a guy a few years older than me... It took a

Posted by a straight man

By Deleted User

Unexpected Reunion in the Office
Married, but like to play with guys on the DL. Connected with an older guy in the same situation a few years back. He'd come to my office, sit back in a chair with his feet on a conference

Posted by a straight man

By oliwabird

A Surprising Meeting in the Parking Lot
I remember my first time sucking cock as a straight guy - I wasn't attracted to men, but COCK mesmerizes me sometimes. One night, after emailing someone from Craigslist (Before the casual meets

Posted by a straight man

By aikoslv

Taking the Leap: My First Meeting with a Guy
Had been divorced for a while and was starting to get the urge to try meeting a guy for the first time. I put up a post here and to my surprise soon got quite a few responses. I had put a few

Posted by a straight man

By Deleted User

An Unexpected Connection During a Night Out
Last night I finally did it. I hooked up with another guy . It's been so over due to know how a cock would feel in my mouth. At first this guys cock was nice and thick and soft. After bobbing my

Posted by a straight man

By armstrongr552

Unexpected Connection in a Vancouver Parking Lot
I’m a 22 bi white boy that loves to go down on guys, since I was 18 I’ve sucked off 5 guys in total ranging from in their car to a glory hole once. The most recent guy I met off dl is mid 30s

Posted by a straight man

By chill1guy

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 Couple
Rekindled romance at work 58.8k 837 4.4k
#2
Tiffanyheels
Couple Straight Trans
Excited girlfriend and her daughter 128.8k 2.0k 3.8k
#3
kimorafoxxsexycd
Trans Gay Couple
Lovely date 125.3k 1.4k 3.5k
#4
KestrelElbow9092
Straight Gay Couple
Picnic Fun 47.7k 515 3.3k
#5
cnysub
Gay Trans Straight
Gay Resort 73.3k 687 3.2k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 70.3k 487 2.0k
#7
wally4u
Couple Trans Gay
Got Wife Off Flying To Cabo! 66.5k 304 1.9k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 53.5k 643 1.7k
#9
powers8
Gay Straight Straight for Gay
A fantasy come true 81.9k 667 1.7k
#10
butchmax
Straight Couple Gay
Barn Dating is the best 80.4k 613 1.6k
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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