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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 Encounter at the Bookstore
Left the bar one night really horny. There is an adult bookstore near the bar and I stopped in to see if any horny women were there and if not just to toss my load and go. No women at all so I found

Posted by a straight man

By Deleted User

Exploring New Experiences with a Stranger
I got adventuress and curious watching cocks being sucked on porn and I wanted to know how it felt to do it too so I arranged to meet with a guy who had a beautiful cock, he came over and I asked if

Posted by a straight man

By DonkeyCreek1207

An Unexpected Visit from a Stranger
I was really needing a release so I arranged a guy to come over, he was 62 and was wearing some pretty tight underwear, I could see his semi hard cock through them. We got undressed and he started

Posted by a straight man

By ShrikeAlloy5540

A Curious Evening on the Back Porch
First time with a guy: I was on my back porch grilling when some folks at the apartment building next door we’re having a gathering. Eventually my girlfriend and walked over, introduced

Posted by a straight man

By Deleted User

An Older Man's Quest for Connection
For myself I am an older MWM, early 50's. Over the years ED caught up with me, took pills and such for awhile but found the amazing new treatment that works wonders. It can put me at an erection

Posted by a straight man

By ineeditbad005

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

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 37.5k 638 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser house party 82.6k 1.5k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 27.9k 379 3.1k
#4
cnysub
Gay Trans Straight
Gay Bar Show 51.5k 563 2.9k
#5
kimorafoxxsexycd
Couple Gay Trans
Gf knows I’m bi 81.3k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 50.6k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.4k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.2k 621 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.0k 372 1.2k
#10
butchmax
Couple Straight for Gay Straight
She didn't know till we where married 43.5k 380 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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