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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 Surprising Connection in the Bookstore
Bookstore hook up part 2. I loved feeling his cum coating my throat as I swirled it around my mouth then swallowed it. I then laid my head on his thigh as I tried milking out every last drop as I

Posted by a straight man

By leroy59

A Curious Encounter in the Booth
I was at that stage in my life and was curious about sex with a guy. I was always stealing glances at a man's ass or a nice bulge. As I lay in bed thinking about it I started stroking my cock.

Posted by a straight man

By leroy59

An Unexpected Visit in Providence
I was in Providence and met a guy on DL. He invited me to his place. And when I arrived I asked if I could shower as I had just take a 4hr train ride and wanted to freshen up. He led me to his

Posted by a straight man

By Anonymous

An Unexpected Morning Encounter at the Park
I love reading these stories and have had a few encounters myself and the hottest was a couple of weeks ago. I'm an exhibitionist, I was driving naked to work and stopped at a park to Jo hoping for

Posted by a straight man

By Guilly

A Surprising Encounter in the College Dorms
My first experience with another man was in college. It was in the dorm during a holiday break and my girlfriend had gone home. A few guys were still on campus, and one had gotten hold of some stag

Posted by a straight man

By MinkKarma2967

A Chance Encounter at the Adult Theater
When i was around 20 i used to go to an adult theater to watch adult porn movies and get an occasional blowjob by some horrny,usually older guy in the back row.One day I was standing by the entrance

Posted by a straight man

By oldtymr58

A Surprising Meeting with an Older Man
In my late teens PART 2 Ran out of space in part 1 So there I was stroking this older guy and even enjoying it he was moaning and telling me how good I am doing, my cock was super hard and I was

Posted by a straight man

By TurtleWave5492

A Reunion in the City with Friends
So now I am back in the city from my trailer I went over to Bobby and Harry’s place. As I entered both guys were on their knees waiting. I started to take my clothes off and they were licking

Posted by a straight man

By kenhenderson1959

Exploring Secret Bisexual Encounters and Connections
I'm a 57 year old guy that's been secretly bi for years. I've had a few MMF experiences with my Ex wife and she liked seeing us do oral on each other but not all the way. I've had

Posted by a straight man

By rodzrod86

Exploring Hidden Desires: A Journey of Discovery
I'm a 57 year old guy that's been secretly bi for years. I've had a few MMF experiences with my Ex wife and she liked seeing us do oral on each other but not all the way. I've had

Posted by a straight man

By rodzrod86

An Unexpected Encounter with a Mysterious Stranger
bi guy here. I had chatted with a guy on here who was looking for an anonymous bottom. He wanted me to be ass up, blindfolded with panties on. Lube and condom ready. His cock was a nice 6" or so

Posted by a straight man

By jeepguy13

An Unexpected Visit Leads to Surprising Moments
My girlfriend went away for the weekend. She said that her dad was needing a hand on some project at home. He may call and ask. I've met him a couple times. Very polite and nice. Also

Posted by a straight man

By deepinsideme10

Exploring New Connections After Divorce
For the most part I've always been in a relationship with a woman. When I was young I'd gotten a couple blow jobs at the local adult book store. And now that I'm divorced I decided to

Posted by a straight man

By gman5500

An Unexpected Meeting at the YMCA Shower
I was heading home from a trip to s.b. IN and decided to stop at a ymca i never been to .i needed to shower anyways i get there and old school locker and open showers which i love. Inbetween the pool

Posted by a straight man

By cutnshaved

A Surprising Encounter at the Gym
The is more a confession or even a wish to be answered. I am a very straight guy. I have had sexual encounters with men. Only a few times . I have always had girlfriends. I definitely like pussy. Sex

Posted by a straight man

By deepinsideme10

Unexpected Meeting at a Summer Rest Area
Once I got my drivers license I would drive myself to the family outings. Sometimes we camped out of state and It was a long ride.One summer weekend on my way up I stopped at a rest area to take a

Posted by a straight man

By don269

An Unexpected Encounter for Local Fun
I was searching ads one day looking for some local fun and came across an add bbc looking for head, you must swallow. I never been with a bbc so I sent a message and after a few back and forth he

Posted by a straight man

By gstone52

Exploring Curiosity: A Park Meeting Adventure
PART 1 Where to start. I’m mostly straight, like I love women, I love boobs I love ass and I love to eat pussy. I admittedly also have always appreciated how a long thick cock looked. I have

Posted by a straight man

By Just ask

A Unique Hotel Room Massage Experience
This one is a complete fantasy. In So Cal but travel for work often. Next stop is Scottsdale. I’m at appleguyinoc on kik to chat. I got to my hotel room and put up and ad looking for a

Posted by a straight man

By Mike

A Midnight Encounter on a Deserted Road
Early morning tryst Since neither of us can host during the day, we make arrangements to meet after dark. I am sitting on my front porch when you pull up and wave me over. After I get in, you drive

Posted by a straight man

By oral_murfy

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 37.1k 637 4.1k
#2
Tiffanyheels
Trans Couple Straight
Enthusiastic CD has enthusiastic guy friend over 82.0k 1.4k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 27.5k 378 3.1k
#4
cnysub
Gay Trans Straight
Gay Bar Show 51.1k 560 2.9k
#5
kimorafoxxsexycd
Couple Gay Trans
My gf got adventurous 80.5k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 50.0k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.2k 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 10.9k 370 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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Some Stories Are Meant to Be Heard

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