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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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Navigating Love and Identity in Two Worlds
I'm a 30 yr old black man, married to a beautiful woman, But I live a double life, I work out of town during the week and home on the weekends, Instead of staying at the hotel my job puts me in,

Posted by a straight man

By flipme2

A Journey of Unexpected Encounters and Discoveries
I was always sexually daring and adventurous. My wife and I have been together since we were 15. Over the years we tried to live out all our fantasies…but mostly we just liked being seen

Posted by a straight man

By luvumake

Exploring Connections with an Old Friend
I am actually a bi man and 65, retired and married and the wife travels a lot. I have been on DL messaging a 50 year old married man that is not getting anything at home. Easy to find an older

Posted by a straight man

By jmanwantsin

An Unexpected Experience During a Doctor's Visit
I went in for a physical, which my job required it. Tge doctor and nurse came in and started. He said this will be a full physical exam. I said okay. The nurse left and he said need to check for

Posted by a straight man

By Jay

A Fun Evening with Friends at the Trailer
The trailer. Just got back to my trailer after visiting with my gay friends Bobby &Harry. Got a text earlier this morning telling me that they were horny and were lubed to be fucked. So over I go

Posted by a straight man

By kenhenderson1959

A Surprising Encounter During Denver Training
Well actually play with men sometimes, so I’m bi. Couple years back, went out of town for training in Denver. Craigslist was still operating and the personals were always packed. An uncut

Posted by a straight man

By gamblingguy

An Unexpected Visit to His Home
I am now his on ca;; reliever. Not sure why I responded to his ad, but I suppose it was his asking for someone to come to HIS house and give him a BJ like he's been needing for a very long

Posted by a straight man

By oralmaniac

A Fun Morning Drive to My Favorite Spot
This isn't a real long story but it was fun. I was visited recently at my favorite spot, I like to drive naked to work in the early morning. I had a visitor who wanted to play naked and I sucked

Posted by a straight man

By Guilly

An Unexpected First Meeting with David
I had been watching porn and got real horny stroking my cock . I was men get blow jobs and decided to watch gay porn . Watching the men naked sucking each other I decided to look at some gay social

Posted by a straight man

By Deleted User

An Unexpected Visit Leads to Surprising Moments
I went to a guys house, was curious about mfm hook up. She was at work at the time. So we had a beer together and he asked if I would like to watch some porn with him till she got home in an hour or

Posted by a straight man

By submissivebttm75

An Unexpected Visit from Matt: A Night to Remember
Matt part 2. The following day I bumped into Matt again and he was quite interested in getting together again so I invited him over the following night. Since I had a bit of time, I stopped at a

Posted by a straight man

By triedasateen

Unexpected Connections in a Campus Setting
As an older male I wanted change so I decided to tackle a University degree, being in a comfortable place in life I chose to try at least one semester on Campus. At the time I enroled I was in a

Posted by a straight man

By triedasateen

A Night of Unexpected Encounters at the Trailer Park
The trailer. Last night Bobby, Harry and myself went to the cruising spot in the county. There was quite a few cars so we decided to walk the path into the woods. I told B&H to go find some cock

Posted by a straight man

By kenhenderson1959

Unexpected Encounters in a Trailer
The trailer. Got a text from Bobby that he was hungry and needed to have my cock. Said he has my coffee ready. So I go over and find him on his knees waiting with an open mouth. He pulled my shorts

Posted by a straight man

By kenhenderson1959

A Chance Encounter at the State Park
This really happened here . I had just left Wal-Mart in my town. I had some beer and ice for the backyard. It was a boring night. I was all by myself and I was lonely. I sat in the truck and did

Posted by a straight man

By frank97914

A Surprise Invitation During Car Week
So Car week in Monterey just finished and I got a surprise call from friend I hook up with about once a year. I’m a married bi-male who has a group of friends that get together during a certain

Posted by a straight man

By biinsalinas

An Unexpected Visit Leads to Connection
I had been on DL looking to meet a top that could host . A guy answers and we chat swap cock pics and arrange. To meet . I go to his place and we have a drink together while he puts a gay porn on

Posted by a straight man

By Deleted User

An Unexpected Encounter at the Hotel Spa
Enjoyed my first man-to-man massage and my first BBC at the same time… I’ve seen this place next to my hotel that I stay at when I’m on the road in Austin… Decided one

Posted by a straight man

By Dedavis

Exploring New Relationship Dynamics Together
PART 2 First Time Bottoming: He did go really easy. He was so turned on that his cock was so hard and enlarged that his head was making it a challenge. I requested for more lube so he applied some

Posted by a straight man

By Anonymous

A Curious Married Guy's Unexpected Meeting
PART 1 First Time Bottoming: I am a married guy that has always been curious about being an oral bottom for someone. For over 10 years now, I've browsed profiles/ads/sites looking for another

Posted by a straight man

By Anonymous

Top Authors

Discover the most engaging creators on Doublelist — ranked by views, listens, and upvotes, with fresh voices breaking in every week.

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derake14
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Page 1 of 50 · Showing 110 of 500 authors
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