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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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Exploring Connections: A Bar Meeting with a Couple
So a little background in how all of this very hot encounter started. I am a dominate straight white man who has always had gay men hit on me various times in my life. I've lived in resorts with

Posted by a straight man

By satans_dad

An Unexpected Connection During a Vacation
Part 2 (Str8 Asian guy) So after him telling me it was okay for me to cum inside him ( which I thought was SOOO hot) i then came and it felt so good and he was moving his hips and literally to get

Posted by a straight man

By aznsmooth

A Comfortable Meeting at the Hotel
Part 1 I’m a Str8 Asian guy but have had a few encounters with men. The first two guys I met up with made me very nervous and wanted to just fuck me. So I declined and took off. Then the third

Posted by a straight man

By aznsmooth

A Kind Stranger Helps After an Accident
This incident took place back in the 80's. I was working downtown San Diego and would take the bus to and from work. There were some regulars I got to know on the bus, both male and female,

Posted by a straight man

By leroy59

An Unexpected Connection at the Gym
Morning gym workout this morning and notice a new black guy working out when I walked in . We caught eyes and I nodded . He smiled and kept on working out. A little later i walked in the locker room

Posted by a straight man

By eastsider

A Day of Surprises at the Barn
Well, my story starts out when a person that I have met up with a few times before said that he has always wanted to take me out to his barn and then to be able to tie me up and to blindfold me! He

Posted by a straight man

By olderass

An Unexpected Visit to a Friend's House
I am a MWM but like many older men not getting much sex. I looked on DL and found an add for a man looking for someone older likea grandpa. I answered the add and we chatted a bit and he said he

Posted by a straight man

By foxy157

Unexpected Encounters at the Bookstore
Do you have those cherished moments when you are horny that you think back on? Shortly after I was discharged from the service I lived in Denver. After getting off work one night I didn't feel

Posted by a straight man

By leroy59

Unexpected Moments at the Bookstore
Do you have those cherished moments when you are horny that you think back on? Shortly after I was discharged from the service I lived in Denver. After getting off work one night I didn't feel

Posted by a straight man

By leroy59

A Night at the Sioux Falls Adult Store
I'm a bi married guy. This is a true story before I met my wife. Sioux Falls, SD. They used to have an adult store downtown (may still he there - this was from 30 years ago). It's your

Posted by a straight man

By thickcocksturnmeon

An Unexpected Meeting on the Country Porch
My first time with a cuckold couple. I was on my mid 30’s. I answered an ad on Craigslist from a couple that were looking for someone to fuck the wife regularly. I was actually shocked

Posted by a straight man

By jodyhigley740

A Surprising Reunion with an Old Friend
Married for 25 years and haven’t played with another guy since high school. At age 58, sex with my wife is still the best. I however still fantasize about a hard cock, I can remember my high

Posted by a straight man

By boisejacks

An Unexpected Connection on the Street
I am a str8 man with a young teen experience thag stuck with me my whole life. My first orgasm was in a male mouth and as a teen my first orgasm given to another, in return, was to a male. Oral give

Posted by a straight man

By Deleted User

An Unexpected Connection at the Gym
going to local gym lately, seeing so many curious sexual looks. guys touching they cock fronts and such. went yesterday and when i left say an older blk man staring at me siting in his car. i went

Posted by a straight man

By softerlipps

A Surprising Connection During Lunch Break
I am a mwm. Sex at home was nonexistent, so I turned to finding gay man that liked pleasing. I found a single gay man. 67. Lives alone. He said he wanted 1 man to serve and please. We connected in

Posted by a gay man

By derake14

A Surprising Encounter on a Park Bench
Continued soon enough he had me sprawled out on that bench licking my asshole I’ve never felt the tongue on my asshole before and my goodness it was an amazing Feeling I could even put words to

Posted by a straight man

By newbie341211

A Relaxing Evening in the Basement
I’m a hetero flexible guy, which basically means I’m into girls but could be interested in exploring with a guy under the right circumstances. I put an ad on Doublelist in the guys for

Posted by a straight man

By Deleted User

An Unexpected Date with a Charming Guy
I am a bi man. i like women and I like men. I prefer my sex partner to be heavy or to put it bluntly I like them fat. Fat women have big tits and so do fat men. My favourite thing is anal sex. Last

Posted by a straight man

By radioman666

A Curious Encounter Under the Bridge
[25 year old Asian guy 5'7'' 130lbs] So, this happened when I was 20 years old. At this point in life, I had only been with girls but I was always into public exhibition (jacking off in public,

Posted by a straight man

By aznguy111

An Unexpected Visit to Tony's Home
I’m a married man have 4 children and wife doesn’t know anything about my bi sexuality. When I was young, my cousin and I watched each other stroke few times that all I had experience

Posted by a straight man

By biasiacouple

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 864 4.4k ↘
#2
Tiffanyheels
Straight Couple Gay
Girlfriend and her attractive daughter 141.1k 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 89.2k 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 83.7k 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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