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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 Married Man's Journey of Self-Discovery
a retrospect Part 1 What's wrong with me - that keeps going through my head. I'm a married guy, 2 kids, wife is still hot, pretty frequent sex, Wednesday is blow job night - almost like

Posted by a straight man

By EagleGlow3561

An Unexpected Ride and a Chance Encounter
In my late 20's I was living in California and worked as a cook at Denny's. I would always ride my bike to work and always regretted the trip home after my shift since I to go up a really

Posted by a straight man

By leroy59

Unexpected Encounter During a Business Trip
I'm a regular married guy in my 50s. However, since the early 90s I've had a thing for blowjobs. I had a girlfriend that went to town on my cock, it looked so fun. Along with all the porn

Posted by a straight man

By drekster11

A Curious Encounter During Lunch Break
Well first let's start off by saying, I was a straight man who was extremely curious to be with another man. I had met up and did fool around with other men from time to time, just mainly mutual

Posted by a straight man

By WeaselLumen8697

An Unexpected Connection with a Client
I’m a straight Hispanic Man & about 10 years ago I had my first sexual experience with another man. I was 35 years old when this happened. He was 1 of my clients I use to see about once a

Posted by a straight man

By max19dl

Unexpected Connections on a Hawaiian Vacation
My very first bi experience was on vacation in Hawaii  with my wife.  She as usual gets tired early and me being a night owl when given the option went out to a local bar and sat there

Posted by a straight man

By Dave

A Surprising Encounter in the Countryside
Bi mwm here but when I was younger in my first marriage, my wife had left move back home, I was 21 and horny as hell. After a few weeks of her seating it was over for sure (which she was fucking

Posted by a straight man

By kbb18d

Unexpected Connection During Yard Work
I found a side job doing some house work for some guy I met on CL. I would come over and help him do yard work and random side jobs at first but I always noticed him looking at me. He was a tall

Posted by a straight man

By Deleted User

Exploring New Connections in a New City
ok...here we go. I am married, but the sex life has been dead. I had some flings with other married women, but they were getting harder to come by. So, I started to get curious about guys...a

Posted by a straight man

By wyattharper

Exploring New Experiences in a Small Town
we had an adult book store come into our small town, I wondered what it was about and stopped and purchased a x rated video. My wife was really turned on when she finally settled down and watched it

Posted by a straight man

By butchmax

An Unexpected Encounter at Taboo 82nd
It was a quaint Thursday evening. Was out for a cruise at the usual suspects. Started my night at Sanctuary for a quick cocktail to get the blood flowing. Went by hawks but you could hear the

Posted by a straight man

By Majik

Exploring New Boundaries in a Relationship
Wife is a BBW Part 2 So, after watching that video...I was determined to get the wife fucked and sprayed for MY satisfaction, by some big, fat, black dude monster cock, especially in her ass.

Posted by a straight man

By jediboner

An Unexpected Encounter at the Party
PART 2 of 2: Master didn’t want to cum first, so he pulled his dick out of my mouth and instantly another hard dick took its place. It was about six and a half inches and had a nice big

Posted by a straight man

By mojo91x

Unexpected Meeting at a Beachfront Hotel
PART 1 of 2: I'm a guy who is mostly straight, but I have tried some bi stuff through the years. Recently I was vacationing in Florida and was looking at DL hoping to find a hook-up. I replied

Posted by a straight man

By mojo91x

A Summer Hitchhiking Adventure to the Nascar Race
I was young. Just hitchiking from Asheville to Charlotte, for the Nascar race. It was summer, and wasn't wearing much. Just outside of Biltmore on 26 South, a couple of older guys in a pickup

Posted by a straight man

By stubermoves

A Night Out with Friends and Unexpected Choices
I went out one night with a really good friend and his girlfriend. They always enjoyed my company but I always felt like a third wheel which they said was nonsense. We had went out drinking and

Posted by a straight man

By leroy59

Exploring Discreet Connections in Unexpected Places
I am a 50 year old mwm. In my early 20s I had some small experiments with guys, not a lot though. I’m fairly attractive and would get hit on by fairly good looking guys and pretty TSs as

Posted by a straight man

By JaguarJewel1294

An Unexpected Encounter with a Friend's Husband
It happened again. I am a straight married man. Been married for 20 plus years. In the beginning I would find women to cheat on my wife with, but it always got too complicated with them, they

Posted by a straight man

By makinguo

Exploring New Connections Over Drinks
Well I am a straight man, so I think. Been married for 30 years to a wonderful woman. When I was younger my best friend and I traded girl friends and after 6 months we married. After all these

Posted by a straight man

By Fred

A Friendly Card Game Between Neighbors
This is the first time that I sucked cock me and my old neighbor who was about the same age would stay all night with each other and boys will be boys and boys will experiment and I want to tell you

Posted by a straight man

By bjlover76

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 39.5k 656 4.2k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser house party 83.9k 1.5k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 28.5k 381 3.2k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 53.3k 571 3.0k
#5
kimorafoxxsexycd
Couple Gay Trans
Gf knows I’m bi 82.8k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 51.5k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.7k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.4k 623 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.2k 374 1.2k
#10
butchmax
Couple Straight for Gay Straight
She didn't know till we where married 44.6k 384 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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