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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 College Student's Unexpected Encounter
I was horny, curious, and in college. I was curious about sucking cock but was only interested in older men, so I put an ad out. I got mostly creeps but a chill guy in his late 40s gave me a normal

Posted by a straight man

By wellhungblack

Unexpected Connection During a Business Trip
I am a straight man. I have never had any sexual thoughts or feelings about being with another man in my life. That all changed a few months ago. I was on a business trip and I posted my ad on here

Posted by a straight man

By Deleted User

Unexpected Connection on a Business Trip
I am a straight man. I have never had any sexual thoughts or feelings about being with another man in my life. That all changed a few months ago. I was on a business trip and I posted my ad on here

Posted by a straight man

By Deleted User

Bonding with New Neighbors Over Drinks
I am a mid fifties married man. To describe my looks would be twinkish. 5'9 140. Been living in my home about 15 years. Neighbors moved out due to losing work because of virus. Did not take

Posted by a straight man

By curiouslywantto

Exploring Boundaries: A High School Friendship
I had a friend in high school, he was older, and we used to share porn mags and eventually started to read penthouse forums to each other. This lead to jerking off together, which lead to jerking

Posted by a straight man

By marvinrob

An Unexpected Ride Home: A Hitchhiker's Tale
I was hitchhiking back home one night when an old man in an old car pulled ocer to pick me up. I got in tge car, told him where I was headed, and he took off. I felt his hand on my leg and objected.

Posted by a straight man

By senorx

Building a Gazebo and Unexpected Connections
I was in my early 20's at the time. I was dating a young lady. She asked if I could help her widowed dad build a gazebo, over his hot tub with him. I went over and helped. It was getting cool

Posted by a straight man

By jlmmm

A Secret Bet Leads to an Unexpected Encounter
We were smart asses, always thinking we new best, never make a bet if you can not pay the price. We always managed to make sexual remarks, this time I paid the price, and he was in a hurry for me to

Posted by a straight man

By Deleted User

A Surprising Meeting in the Walmart Lot
OMG this just happened to me. I'm a bi guy mind you. Earlier in the morning this guy I met here flaked so I went on with my day. I had to get something's at Walmart and I saw a big rig

Posted by a straight man

By neil72

An Unexpected Hotel Room Adventure
Straight guy who loves cock .... so I am bi. Met a guy on a site. Was looking for a bottom that he and his friend could play with. Both were tops. Answered that I was interested. Couple emails

Posted by a straight man

By HermitDune2730

Unexpected Connections: A Hotel Encounter
I meet a guy on here and we have been meeting at hotel and at the local xxx. Mostly the xxx .its only 5.oo to get in we meet in a big booth were we both get totally undressed. We start off kissing

Posted by a straight man

By Deleted User

A Spooky Night of Fantasy and Connection
As the days get shorter and the leaves in the trees show all their beauty. We had talked and came up with a fantasy Halloween costume encounter night. He was a business man and I his slutty tenant,

Posted by a straight man

By Deleted User

An Unexpected Game Night Encounter
I am for all sakes and purposes, a straight male. A couple of years ago, while still married to my ex-wife, we had invited a couple over for some drinks and a little recreational pharmaceutical

Posted by a straight man

By newbttm4cox

A Surprising Meeting at the Bookstore
I was horny and bored one day, and I was looking around to find a place where I could get rid of my load. I came across An adult bookstore and I heard about it before and I never been back in the

Posted by a straight man

By tonyleb

An Unexpected Three-Way Encounter in the City
i am a straight man, but i once had a girl friend that like to used dildos on me, i would let her. she would slide a nice thick viberator up my ass and stimulate my prostate and milk the cum out of

Posted by a straight man

By dpingfun

An Unexpected Meeting on the Toronto Subway
I was 19 years old,long blond hair,6ft4,a typical dumber than a box of doorknobs,straight teenager,on the Toronto subway,heading home from work,when I met Tim,32 years old,a big,brawny black guy,also

Posted by a straight man

By ishouldknowbetter

A Relaxing Summer Day by the Pool
My first golden shower. Well you have heard me talk about my stepdaughter and I living together and having some wild sex oral pleasures and physical pleasures so here is our newest adventure I was

Posted by a straight man

By flalicker

A Married Man's Journey to Self-Discovery
I can’t believe I’m posting this, first off in a married straight guy, ok I was straight lol. Over the last few years I have been having these desire to let a man gave his way with me. I

Posted by a straight man

By rob1970

Unexpected Connections at the Local Bar
Where do I start, well first of all I’m a married straight guy. I been married 30 years, like a lot of couples sex slow down over the years. I decided to place a post for women who might feel

Posted by a straight man

By rob1970

An Unexpected Coffee Break at Dad's House
I'm 30, fit and an ASE certified mechanic. Got a great a job and doing well. I work on my own vehicle of course and help out my Dad when he needs some work done. I was at his place one weekend

Posted by a straight man

By oldarmy

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 38.6k 646 4.2k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser house party 83.3k 1.5k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 28.1k 381 3.2k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 52.5k 568 3.0k
#5
kimorafoxxsexycd
Couple Gay Trans
Gf knows I’m bi 82.1k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 51.0k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.5k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.3k 621 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.1k 373 1.2k
#10
butchmax
Couple Straight for Gay Straight
She didn't know till we where married 44.1k 383 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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