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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 Journey of Emotional Connection and Discovery
Only six words spoken-My first time with a man Pt.6 I layed down on his body and he wrapped his arms around me, but I didn’t stop thrusting in and out of him. I wasn’t slamming into him

Posted by a straight man

By Redoakcock1

Unexpected Meeting in a Dimly Lit Parking Lot
I am a bi 47 married white man who has been married for 20 yrs. I have always been attracted to other men, and especially older bear men. I started messaging this guy I met on a bi/gay site. He

Posted by a straight man

By nonazz25

An Unexpected Midair Encounter in the Room
Only six words spoken-My first time with a man Pt.5 I reached up and grabbed his cock again with one hand, while he held my other hand with both of his to steady himself. I stroked his amazing cock

Posted by a straight man

By Redoakcock1

An Unexpected First Time Experience with a Man
Only six words spoken-My first time with a man Pt.4 After he stood up, he used his hand to gather all the cum from his stomach and chest, then grabbed my cock and spread the sticky warm cum all over

Posted by a straight man

By Redoakcock1

An Unexpected Connection: A Journey of Intimacy
Only six words spoken-Mr first time with a man Pt.3 I put my arms around him and pulled his body back against me until he was resting against my chest. He reached back and put his hand on the side of

Posted by a straight man

By Redoakcock1

Unexpected Encounters in Public Restrooms
nothing better or hotter than going in a restroom with a line of urinals. i love pretending im peeing watching guys cocks pissing. ill stare at them . if they like it the point the cock toward me/

Posted by a straight man

By Deleted User

An Unexpected Encounter with the Neighbor Upstairs
The guy upstairs, P2. I slowly eased my middle finger up his tight asshole as he used his ass pussy to pull my finger inside of him. He loudly moaned and so did I but because of the tightness of

Posted by a straight man

By leroy59

An Unexpected Movie Night on the Rooftop
This took place a few years back when I was still single. On the 2nd floor on the apartment complex there are sitting areas to relax with a table and some chairs. One night it was so nice out I

Posted by a straight man

By leroy59

An Unexpected Encounter in a Truck
I posted on Dl and usually don't hear anything for weeks at a time but I did get this one guy that offered a nice slow bj in his truck. I wasn't sure if it was another faker but went along with it.

Posted by a straight man

By Guilly

An Unexpected Connection Outside of Town
I really like sucking cock and swallowing cum. I met this guy one time outside of town at his place. He was a few years older than me very good looking. We chatted at his place for a little while.

Posted by a straight man

By FoxShield9035

A Night at the Adult Bookstore Adventure
I was extremely horny one night as I read from my collection of gays stories. The thought of finally sucking a cock turned me on so I decided to finally go through with it. At the time I lived a

Posted by a straight man

By leroy59

An Unexpected Connection in the Dark
Only six words spoken-My first time with a man Pt.2 When the pulsing stopped, he slowly pulled off my cock, which surprisingly did not go fully soft, as if it had a mind of its own and was expecting

Posted by a straight man

By Redoakcock1

Discovering New Connections: A Journey of Self-Exploration
Only six words spoken-My first time with a man Pt.1 I remember my first time with another man. I was about 30 years old, and Craigslist personals were still a thing. I was married at 22(with a very

Posted by a straight man

By Redoakcock1

A Night of Helping Neighbors After a Party
Neighbors had a party that began in the afternoon but since I had to work I first arrived around 10 pm to most people leaving for the night and the few people left were so drunk they were not much

Posted by a straight man

By menagetrois

A Curious Encounter: My First Time at a Hotel
I'm going to tell a quick story about my first time with a guy. I had been curious for a while, used toys a time or two, and talked to a few people, but I'm a bigger guy, so most people

Posted by a straight man

By thebarrus

A Journey of Unexpected Connections and Needs
Married bi male. Been married 40 plus years. Sex was great and kinky and very fulfilling the first 20 years. Then she starts losing her sex drive. Going from sex everyday to 1 time a week. Then down

Posted by a straight man

By derake14

An Unexpected Meeting with a Neighbor
Well I’m a married male 62 and had only had one prior experience with a male before placing an add on double list for guys for guys I was bombarded with messages from men in my area immediately

Posted by a straight man

By Deleted User

An Unexpected Connection with a Neighbor
During CL days I was looking at females for males and hit the male for male by mistake. There was a post from a guy who lived close by that liked to wear panties while sucking a cock. Since this was

Posted by a straight man

By likes big ones

An Unexpected Encounter at the Diner
After retiring I have breakfast at local diner a couple times a week, I sit in the rear of the diner where it's quiet. A couple comes in and sits at a table across from me, we are the only ones

Posted by a straight man

By cnysub

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

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 41.6k 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 55.3k 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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