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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 Connections at the Local Spa
Once again I lost the battle with my urges and found myself at the local spa in Rochester. Unfortunately I was slow getting there and most of the lunchtime cock had left. But I grabbed a room, got

Posted by a straight man

By jeepguy13

An Unexpected Encounter with a Coworker
My story happened when I was living in NYC. I had sucked and been sucked by a few guys. But I was always curious about fucking a guy. Well I answered an ad on site. The guy and I wrote a few emails.

Posted by a straight man

By sexyfuturegrandpa

Adventures of a Truck Driver on the Road
This should be in a bi category. I'm a married man in my late 40s. I drive a semi over the road. I gone about 2 weeks before I get back home. When I am home, my wife and I fuck 2 times a day

Posted by a straight man

By derake14

Unexpected Connection During a Work Trip
I was on a overnight work trip staying in a motel wondering what it would be like to suck a cock so I got on DL and found someone who would let me suck them he showed up we got naked he had nice 6

Posted by a straight man

By littlepanty

An Unexpected Visit to Mario's House
I get a call from Mario asking if I'm available. I'd never turn down his offer, so I rushed over to his house. I knock, he opens the door and flashes his sexy smile. As I enter he gives me

Posted by a straight man

By oldandfun

Weekend Adventures with Uncle Elmer
My Uncle turned me bi. I was around uncle elmer a lot as a kid and a young adult. Elmer liked to drink, so, he showed me how to drive his truck. The weekends mostly,Elmer was off of work,and liked

Posted by a straight man

By carlchilders

A Weekend Adventure at the River Side
My Uncle turned me bi. I was around uncle elmer a lot as a kid and a young adult. Elmer liked to drink, so, he showed me how to drive his truck. The weekends mostly,Elmer was off of work,and liked

Posted by a straight man

By carlchilders

An Unexpected Encounter at a Party
Quite a number of years ago before swingers were out in the main light. I got to know this woman at a party one night. I noticed that she had been passed from lap to lap and her hubby didn’t

Posted by a straight man

By trevorjadams5

A Curious Encounter in the Bathroom
I have been having thoughts lately about meeting with him and listening to him tell me that he is not getting sex at home the way he used to, I hear him telling me that he has not gotten a blowjob

Posted by a straight man

By Deleted User

An Unexpected Roommate Situation in Iowa
Back in 1993 I worked for a company that traveled to various states to fix computers. There were 6 guys in our office and my boss asked if I would accompany him Davenport, Iowa. When we arrived we

Posted by a straight man

By leroy59

Adventurous Nights of Unexpected Encounters
I like to chemically party sometimes well most of the time and when I do I find myself getting into all kinds of different situations that are pretty well damn hot or they are to me My wife wanted to

Posted by a straight man

By Future friend with a benefit

A Weekend of Unexpected Encounters
Left me longing for more……. Had a rare occasion to be home alone for the weekend. I got a little buzzed and got up the courage to get on and see what I could find. Right out of HS ( 20

Posted by a straight man

By Anonymous

An Unexpected Encounter on the Couch
My apartment was getting some repairs so I stayed over at a friends sleeping on the couch. I just dozed off when I started hearing some loud sexual moaning coming from his room. I’ve not seen

Posted by a straight man

By Dedavis

An Unexpected Encounter After Work Drinks
I had some coworkers after work for a drink and a local bar well in the bathroom one of them good looking athletic black guy walks in. I’m just now about to finish up when he steps to the stall

Posted by a straight man

By Dedavis

Unexpected Connection at a Rest Stop
I’m now 65 married in Blaine mn. Even though I have loved many women I have also sucked a few cocks not sure why I do this. My experience I want to share today is something that happened when I

Posted by a straight man

By Mississippi

An Unexpected Encounter at Home
Hi. When i was married, wife always wanted to see a guy suck another guy. Many years later, she is gone! I always wondered what it's like for a lady to take a cock in her mouth and have it

Posted by a straight man

By fenguy

Unexpected Connection at the Hunting Camp
I was a straight divorced man with bi curious experience, I was invited to go to a hunting camp with a anacquaintance, a nice guy my age,about 6'0 tall attractive dad bod type, the first night

Posted by a straight man

By marcus874

A Spontaneous Craigslist Connection at Midnight
so i used to hook up on craigs list like every weekend i would party by myself and when i get high i get so horny to suck cocks anyway i posted and a guy answered and i went to his house. he was

Posted by a straight man

By tgreg4568

A Surprising First Meeting in the Car
The first time we meet up . This is the story of how we first meet up and how he fucked me too good in his car. We have talked for a while both of us on the DL which I find even more hilt with him as

Posted by a straight man

By teezeee

A Bored Night Chat Leads to Unexpected Connection
I posted bored one night , looking for a all American man , I wanted to submit and please him; let’s call him Adam, we chatted for hours until he got out of work and came to my place, he made

Posted by a couple

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 36.7k 636 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser and girlfriend 81.3k 1.4k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 27.1k 375 3.1k
#4
cnysub
Gay Trans Straight
Gay Bar Show 50.0k 557 2.9k
#5
kimorafoxxsexycd
Couple Gay Trans
My gf got adventurous 79.7k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 49.4k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.0k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.0k 619 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 34.8k 353 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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