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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 Late Night Encounter at the Highway Spot
I always found dick interesting and wanted to try touching, caressing and sucking a dick, but didn’t know how. I lived in Germany for about four years and let me tell you the German men have no

Posted by a straight man

By Jay

A Surprising Meeting at the Airport Hotel Bar
I was 26yo when this experience took place. My flight from LA to Boston(via Detroit) got screwed up when the plane was 1 1/2 hours late to the gate in LA... Missed my connection to BOS and decided to

Posted by a straight man

By nostringsphunne1

Exploring New Boundaries with College Friends
Back in college I had my first experience with men. Three of us were sitting around talking about what it would be like to give a bj. We were all straight but we agreed it was ok to be gay. One of us

Posted by a straight man

By bobby63

A Night of Surprises After Divorce Party
I am in my mid 30s white female on the thicker side but EE tits and thick ass. I just got divorced and my friends decided to toss me a divorce party we went to a casino where I defenetly got lucky,

Posted by a straight man

By mhoncho070

A Journey to Unexpected Connections at the Lake
I was about 40 years old, married and considered good looking. I'm 5'11, 190lbs and I was wanting some sexual adventure. For some reason I had started fantasizing about sucking cock. I

Posted by a straight man

By funride701

An Unexpected Visit Turns Into Fun With Friends
guy came to my door I let him in I was already naked wanting it so bad I loved his cock in my mouth the next time he came over he brought a woman with him that was a blast playing with her making her

Posted by a straight man

By OrioleBlaze1992

Unexpected Morning Encounter in a Van
This happened this morning early, Wednesday 8/14. I posted a simple ad looking for a cock to play with but it would have to be car play. I was out in the driveway smoking and noticed a set of

Posted by a straight man

By LT_Mike

Exploring New Boundaries in a Steam Room
This was several years back at a gay steam room in Wisconsin. It was the first time I’d been to a bath house. Being married…guess I’m bi, was very nervous . Made my way to the main

Posted by a straight man

By try.moonley435

Exploring New Connections During a Weekend Stay
I'm kinda writing this for all the curious guys out there who really want to act on urges but scared to death. It's been years since I've received oral from a guy. Have done it 3or4

Posted by a straight man

By Deleted User

A Curious Encounter with a Neighbor
This is the first time I had gay sex ever. It was about 20 years ago and I was curious about man sex. I was online and talking with local men about possibly hoping up for some fun. I ran across this

Posted by a straight man

By Deleted User

A Curious Encounter in a Commuter Parking Lot
I'm a straight older married man but recently curious about having a light sexual encounter with another guy. I recently saw an ad on doublelist from someone in the next town who wanted to give

Posted by a straight man

By Anonymous

A Weekend Adventure with a Local Connection
My wife was out of town for the weekend, so it was a good time to see if I could get my horny urges taken care of. I went on double list and responded to some promising ads. The first to respond was

Posted by a straight man

By hoog7515

A Curious Visit to an Unusual Bookstore
I was working in Fl for a job one time. It was early one night so I decided to take a ride. I came across an adult book store. I drove past it but I got the urge to go back. I have never been in one

Posted by a straight man

By robo615

A Casual Encounter at the Lake
Well, I'm mostly straight. But it seems a lot of older guys like to suck a cock every now and then and I'm among them. I never even considered cock sucking until I had a couple 3ways.

Posted by a straight man

By Cfnm 4 me

An Unexpected Massage Experience at Home
I was in my early fifties, divorced for about 5 years, and just enjoying life. I answered an ad for a guy giving massages in his home for very little cost (no overhead, right?) so I booked and went

Posted by a straight man

By openmindedgentleman

Unexpected Connection During Pride Night in Chicago
So this happened back in jun during pride here in Chicago. I do ride share full time. So i was around boys town and got a hit to pick up a passenger. Lets call him R he was probably in his 40’s

Posted by a straight man

By Sucio

A Memorable Encounter During a Bowling Trip
This was many years ago and I think back on it fondly. It was the first of only two experiences with a man. It was with an older brother of a friend of mine. He was three years older. The first time

Posted by a straight man

By wannabbttm4u

An Unexpected Encounter with a Longtime Friend
Sucking my first bbc … it was several months ago. I had a very good friend of mine of 20 years. Ask if he could stay at Our place a couple of days while they were doing some remodeling in his

Posted by a straight man

By Dedavis

A Journey of Exploration in Marriage
I'm a 70 + yo mwm with a wife a year younger. A couple months ago she ask me about an experience with another man. She has only had sex with me. She kept asking me about wanting to know what it

Posted by a straight man

By jerryobie

An Unexpected Visit to a Hillbilly Home
Well I'm secretly bi, in my early 30s with a long term gf that I live with. So very little experience but this incident was my 3rd ever cock I sucked. After my first 2 I got rid of alot of my

Posted by a gay man

By epat648

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
The fast and furious 61.1k 863 4.4k ↘
#2
Tiffanyheels
Straight Couple Gay
Girlfriend and her attractive daughter 140.9k 2.1k 4.0k ↘
#3
kimorafoxxsexycd
Gay Trans Couple
Swallowed my bfs meal at lunch 130.1k 1.4k 3.5k ↘
#4
cnysub
Gay Trans Straight
Part 1 Nude Performer 76.9k 705 3.3k ↘
#5
KestrelElbow9092
Straight Gay Couple
Picnic Fun 49.1k 521 3.3k ↘
#6
sissyjamie4daddys
Trans Couple Straight
I love water 72.4k 488 2.0k ↘
#7
wally4u
Gay Couple Trans
I Guess He Did Have To Go! 68.1k 311 1.9k ↘
#8
butchmax
Straight Gay Couple
I was FED UP 89.1k 631 1.7k ↗
#9
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 53.8k 644 1.7k ↘
#10
powers8
Gay Straight Straight for Gay
A fantasy come true 83.6k 670 1.7k ↘
Page 1 of 50 · Showing 1–10 of 500 authors
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Some Stories Are Meant to Be Heard

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