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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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An Unexpected Encounter at the Local Theater
I decide to go to a somewhat local adult theater/bookstore. Was hoping a couple (m/f) would show up, happened every once in awhile. Not today though. Checked the couple of gh booths, was the old

Posted by a straight man

By sc4fun

Exploring New Connections on a Weekend Trip
My wife, a beautiful mixed Asian woman, 42, and i, 45 enjoy extra fun in the bedroom when we get the chance. About a year ago we took a get away weekend trip to San Diego. While there, we posted an

Posted by a straight man

By mrdirtyd

An Unexpected Encounter While Fixing Lights
Years ago I was working security in an older condo. I also did handyman jobs as the super was lazy. So one of the residents came to me and asked if I could change some lights in his suite. So after

Posted by a straight man

By kenhenderson1959

Unexpected Poolside Encounter During a Getaway
Been married for 35 years. Wonderful woman except for the sex department. When she leaves I play. She packed up one weekend to go visit my daughter in another city. Put out an ad and in a couple

Posted by a straight man

By ShrikeDrift3257

Exploring New Connections and Relationships
First time with black although it was hurting it felt good at same time,he lasted about 15 minutes before he came in me as I felt his cum running down my legs, I had finally been fucked by my black

Posted by a straight man

By charleencd

Exploring New Attractions After Divorce
First time with black part one First off I started off being bi but after my divorce I think I’m more into men than I am into women. This is about the first time I was with a black man. I

Posted by a straight man

By charleencd

A Surprising Morning in the Trailer
The trailer. This morning the first gay guy I met came into my trailer while I was sound asleep. As I sleep naked I felt a tongue licking my ass. I started to wake up and was feeling great. He said

Posted by a straight man

By kenhenderson1959

An Unexpected Visit to the RV Park
I decided to answer a post online for a man that wanted to drain someone's balls. I was unemployed at the time and it was depressing going home to the family. I had faked an interview

Posted by a straight man

By frank97914

An Unexpected Encounter at Home
I've been married 16 yrs. Sex was ok but never satisfying. Wife would suck my cock but never to completion and she thought cum was disgusting in her mouth. I've seen and read about guys

Posted by a straight man

By derake14

An Unexpected Encounter in a Parking Lot
I was out at the untouched redoubt and an older guy just pulled up. I noticed he was rubbing his cock through his pants. I was sitting in my car as he came over to chat. I asked him about what he

Posted by a straight man

By sub4cpl

A Morning Coffee with Friends and Surprises
The trailer. Well here I am again with another story of my gay friends. They texted me this morning to come over as they had a coffee made for me. So I go over and enter their trailer. Well they are

Posted by a straight man

By kenhenderson1959

An Unexpected Ride on a Rainy Night
pert one: I live in Arizona, and I am 59 now, but back about 5 years ago, I was straight, and this is what happened, I was driving home one night and it was raining, and my car stops, just stopped,

Posted by a straight man

By tominaz

An Unexpected Meeting in a Hotel Shower
I'd had a few other encounters with men, nothing more than stroking each other and a little oral. I answered an ad from a guy a few years older than me. He travelled for work and was at a

Posted by a straight man

By jacksontiger

Unexpected Encounter While Shopping for Clothes
I went shopping at the mall on Monday morning for dress pants and button down shirt. I was looking through the shirts and the store clerk aske if i needed any help and what am i looking for. I said

Posted by a straight man

By Deleted User

An Unexpected Visit to the Trailer
The trailer Well I just came back to my trailer to relax. Earlier I went to the gay guys trailer with my coffee. Knocked and was told to come in. Well both of my suckers had another guy in the sling

Posted by a straight man

By kenhenderson1959

An Unexpected Friendship Leads to New Discoveries
I am an older man. I'm married a woman who is in narcissist. In bed she wanted the top and she did not want any foreplay or nothing kinky. After a while this got to the point where it was

Posted by a straight man

By Anonymous

Exploring New Connections in a Hotel Room
Well I'm bi and married. About 8 years ago I went on a website and met another married bi curious guy. I had been bi curious for a long time. Finally we got together. My first time with a

Posted by a straight man

By G400

An Unexpected Encounter at the Bookstore
I left work with my manager one day and he invited me into the adult bookstore. Me and himdidn't do anything. I was sitting in the booth watching a guy suckoff another and then i hear something,

Posted by a straight man

By dragdj

A Morning Encounter at the Trailer
The trailer. Well it’s the civic holiday and it’s 5:30 am with my coffee outside. My two subs came by for some more of my cock. They said that they enjoyed getting fucked last night and

Posted by a straight man

By kenhenderson1959

A Chauffeur's Night at a Wild Party
I had been a chauffeur for years. Just part time thing and for the most part it was a good gig. Sunday counting tip money after a good weekend made it worth it. Prom and Wedding season is like

Posted by a straight man

By KestrelElbow9092

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 Straight
Parking lot kiss 37.6k 638 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser house party 82.8k 1.5k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 27.9k 379 3.1k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 51.5k 567 2.9k
#5
kimorafoxxsexycd
Couple Gay Trans
Gf knows I’m bi 81.5k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 50.6k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.4k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.2k 621 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.0k 373 1.2k
#10
butchmax
Couple Straight for Gay Straight
She didn't know till we where married 43.6k 382 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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