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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 Night of Unexpected Exploration and Discovery
One night I got curious of being with a black guy. Only been with guys about 4 yrs and had been anxious to suck a bbc.so hooked up with this one guy who I thought was was going to give me the night

Posted by a straight man

By Jaimie

A Night of Unexpected Exploration and Discovery
One night I got curious of being with a black guy. Only been with guys about 4 yrs and had been anxious to suck a bbc.so hooked up with this one guy who I thought was was going to give me the night

Posted by a straight man

By Jaimie

Unexpected Moments During a Family Fishing Trip
Recently I was at a family event I went fishing with my brother inlaw and his grandson and the grandson's boyfriend. My brother inlaw is quite conservative so it surprised what his grandson was

Posted by a straight man

By marcjohnsonbg

Exploring New Connections Through Regular Visits
I've always loved women but love sex even more. I started enjoying a blowjob from guys awhile back. Nothing else, just a good sucking. I answered an ad on here a few months back and met this guy

Posted by a straight man

By bballs1

An Unexpected Encounter on a Quiet Road
I have been married for 20 years to a woman, however, this story does not involve me with a woman. I am a LEO with a local sheriffs department. I was out on patrol when I needed to take a piss. I was

Posted by a straight man

By nonazz25

Unexpected Connection at the Office Construction Site
I have been married to a woman for 20 yrs and I can not believe what happened. At work we were having an additional office spaces built. I was at work one day when I first saw this guy doing some

Posted by a straight man

By nonazz25

A Surprising Connection at a Work Party
I was invited to a party by a friend of mine from work. He told me his parties were usually wild but that I would have a great time. I arrived around 7:00pm and the party was in full swing. I seen

Posted by a straight man

By leroy59

A Surprising Hotel Room Encounter with Tina
I'm a 50s straight guy,but have dabbled in group situations. Swallowing and clean up does not repulse me and I have bottomed. We all know that finding a woman on DL is next to impossible and I

Posted by a straight man

By KestrelElbow9092

Connecting with Like-Minded Friends in Uncommon Places
I too am writing this story, because encounters with other like minded males actually happen from answering posts on DL. I am a straight, married male 70 years old, who has been looking for like

Posted by a straight man

By fireaxe14

A Surprising Lunch Date with a Colleague
I am a widower. 53 pretty fit. I'm have a 7 cut. Thick cock. In my youth I played around with some friends 40 years ago, sex with my wife was fantastic for 20 years until she became sick. After

Posted by a straight man

By derake14

Navigating Love and Identity in Marriage
I was married for 15 years before I stopped fooling my self. I tried convincing my self I was straight. Or bi on occasions. I had been the boy in the neighborhood that sucked other boys cock. I loved

Posted by a gay man

By derake14

A Night of Surprises at the Toronto Bar
Hot Sex Hi all, today I felt as though I wanted to share my story of the first time I had gay sex as I currently have no one else to talk about it with. I just turned 18 at the time when I

Posted by a straight man

By FoxShield9035

Unexpected Connection Through a Craigslist Ad
I’m a bi mwm but over the last few years my experiences have been more with guys. My first M2M experience was while I was high school, I gave a friend a blow job and he returned the favor. I

Posted by a gay man

By ivanstrokenhoff

Exploring New Connections: A First Encounter
I had my first man-to-man encounter. I’ve been longing and fantasizing about it for quite some time. My wife had gone out of town and I finally decided to act on it. Wow was I in for it. After

Posted by a straight man

By Dedavis

A Surprising Encounter in a Storage Unit
I'm married but absolutely love the way a man sucks cock. I had an older married guy answer my ad and ended up meeting him at his storage. I was skeptical of the privacy but it ended up being

Posted by a straight man

By bartb

Joining a Local MWM Group for Connection
I joined a MWM's group. Looking at the ads for my area one day, I ran across an ad for a MWM's pleasure group, a group of MWM that would meet once a month just to blow off some steam with

Posted by a straight man

By oralmaniac

A Surprising Connection from an Online Ad
I’m writing this to assure readers that hook ups do happen on here! Of course not all hook ups are great but every now and then you hit it off with someone. My latest hook up involved an ad

Posted by a straight man

By fladevil

A Friendship That Blossomed on the Golf Course
I have been playing golf with a 50 yr old Black Man I met on the course since October. We play 3 times a week. I enjoy his company. I began to notice if he made a putt if I was getting the ball out

Posted by a straight man

By plaything5

An Awkward Reunion with My Daughter's Neighbor
Akward moment. I'm a divorced dad with a 19 year old daughter just starting college in september. But had been living with her mom. I bi sexual. I love the ladies but sometimes like to get my

Posted by a straight man

By derake14

An Unexpected Visit from New Friends
Straight for gay section. First time anal Part 2. So Bill opened the door wearing just a towel. He closed the door, put his hands on my shoulders putting me right down on my knees & dropping the

Posted by a straight man

By Chris

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
Straight Gay Straight for Gay
35 years later 41.7k 669 4.2k
#2
Tiffanyheels
Couple Trans Straight
Girlfriend loves movie theaters 87.9k 1.5k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Another camping adventure. 30.1k 385 3.2k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 55.4k 585 3.0k
#5
kimorafoxxsexycd
Gay Couple Trans
Hooked up with my first ftm trans man 89.8k 1.2k 3.0k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 53.6k 466 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 55.1k 278 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.9k 623 1.7k
#9
butchmax
Gay Couple Straight
She figured it out and changed my life 50.0k 418 1.2k
#10
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.4k 376 1.2k
Page 1 of 50 · Showing 110 of 500 authors
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