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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 on a Bathhouse Day Trip
It all started on a day trip to a Bathhouse in the middle of the week, I was felling the need to have some male bonding time. I went in and paid and got a towel and went to the locker room to strip

Posted by a straight man

By AlpacaTitan2055

An Unexpected Ride Home and New Connections
Well, bi, anyway. Years ago, I was stationed in North Carolina at a very famous post. I was newly married, but I always had a wandering eye. To say I was a sex addict would be an understatement. I

Posted by a straight man

By simplesex4us

Exploring New Experiences with a Close Friend
I have enjoyed oral sex with other men on several occasions but in this instance I had a guy come over to my place who made me want to try something different. I have a small cut cock with decent

Posted by a straight man

By tinydicky

An Unexpected Connection Through Online Posts
Well let's start with I was straight but was going through a bit of a dry spout with my wife. I was online looking for, actually I'm not sure what i was looking for. All I remember now is

Posted by a straight man

By selmacali

An Unexpected Reunion After Many Years
Hi, I have always been straight and always enjoyed the sight and feel of a women's soft skin. However, 20 years ago where I lived before I was having girlfriend issues, same old thing

Posted by a straight man

By Johnnycocksucket

A Chance Encounter During a Snowstorm
Was supposed to be a busy weekend and had plans etched in stone. Flying fro FL to buff ny to meet my friends. Snow storm paralyzed the city. No phone service etc... I'm standing outside trying

Posted by a straight man

By backstreetbottomhole

Unexpected Encounter at the Bar: A Threesome Story
So my girlfriend and I decided to have a MFM threesome . We put an ad up and met a candidate at a bar for drinks. I told her if it was a go to rub his cock under the bar when I was in bathroom in

Posted by a straight man

By LionIndex3287

An Unexpected Encounter at a Birthday Party
It was the weekend I turned 18, my friend took me to a party. It was late and most people had either left or had gone to bed. I was slumped in a chair about to doze off, when I see a shadow moving

Posted by a straight man

By tsalagi0906

A Journey of Curiosity and Discovery
I’m straight 45-year-old male about 15 years ago. I had my first bisexual encounter. I found a personal section in craigslist at the time and started chatting with this older man. He was in his

Posted by a straight man

By rj_likes_to_jo

Exploring Boundaries in a Fantasy Encounter
I’ve always kind of fantasized about being spanked. So I put an ad out and started talking to a guy. We talked for several weeks before we actually ever met. We talked about our boundaries

Posted by a straight man

By Deleted User

Exploring Boundaries in a New Encounter
I’ve always kind of fantasized about being spanked. So I put an ad out and started talking to a guy. We talked for several weeks before we actually ever met. We talked about our boundaries

Posted by a straight man

By Deleted User

An Unexpected Connection at a Cruising Spot
Im 50 years old and bisexual I've been sucking dick and other things since I was very young when I join the army I got hooked up with some African American guys who like to f*** and I loved it

Posted by a straight man

By georgeluvscum

An Unexpected Connection During Lunch Hour
Okay, This is the time I got my ass taken by a gay man! So usually I take my hour lunch break and I go meet this guy in his office. Now let me describe him … He usually posts on DL.

Posted by a straight man

By marcgreen

A Journey to Reconnect with a Lost Love
I once agreed to a hookup. When we undressed I was started to see how massively he was hung. When first he entered me the pain was excruciating but somehow my body quickly adjusted, thus allowing

Posted by a straight man

By rayyar

A Surprising Reunion in the Hills
Im in a relationship straight. I just really love to cum alot and i often see someone in the hills and i cream pie him every chance i get i lost contact for a while then we connected again and it was

Posted by a straight man

By Deleted User

An Unexpected Connection at Home
So I was watching videos of bi guys during mmf. I realized that is was getting very hard and was about to cum without even touching my cock. I realized two things, I might be a cuckold and I want to

Posted by a straight man

By giveme2cocks

An Unexpected Weekend Guest Encounter
I love nearly everything oral and prefer to give than receive. I'm 51, masculine low key guy, that no one would ever know loves pleasing men. I'm bi and have been since I was in college.

Posted by a straight man

By graniteservice

An Unexpected Encounter in a Hotel Room
Straight guy until about two years ago and after finally getting the courage I hoped on DL and met my current FB. We get together once or twice a week. I thought I was all top but he couldn't

Posted by a straight man

By manmaid1

An Unexpected Massage Leads to Surprises
I’m a 74 year-old and I had just gotten out the shower and have my robe on vacuuming my floors when I had to knock on my door and when I opened it, a guy said he was there to demonstrate how to

Posted by a straight man

By BadgerNiche8419

Unexpected Meeting at the Gym Bathroom
went to planet fitness for local penise , cold as hell this morn and my penise was swollen, hung around bathroom door on treadmill. say an older man go in i checked out his crotch looked loaded.

Posted by a straight man

By softerlipps

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 36.4k 636 4.1k
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Tiffanyheels
Trans Couple Straight
Crossdresser and girlfriend 80.8k 1.4k 3.2k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 26.7k 370 3.1k
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cnysub
Gay Trans Straight
Ads on DoubleList 49.6k 557 2.9k
#5
kimorafoxxsexycd
Couple Gay Trans
Watched ex gf 78.8k 1.1k 2.8k
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sissyjamie4daddys
Trans Couple Straight
I love water 48.9k 463 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 53.8k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 49.9k 617 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.7k 366 1.2k
#10
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 34.6k 353 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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