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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 Morning Encounter at Home
To clarify, I'm an older bisexual older man. I went on doublist one early morning having this deep urge to be taken passionately by a man. I searched the ads and had no replies. I decided to

Posted by a straight man

By oldervbott

An Unexpected Connection Across Generations
My sexual preference is women, but I love sex with guys and trans people also. I’m in my 70s, and a young guy mid thirties answered a M4M post from me. He came over, a little awkward at first.

Posted by a straight man

By giuseppe117

A Memorable First Time Encounter in Portland
Back when CL was around, I was a little buzzed and horny. I wandered into the m4m ads. I found a guy that intrigued me. Let him know it was my first time playing. He invited me over, opened the door

Posted by a straight man

By nepdxfun75

Exploring New Connections in the Office
I started being interested in doing something erotic with another man after I turned 50. Began checking ads and got together with an older guy who offered an hand job. Went to his place and ended

Posted by a straight man

By ogood

Unexpected Connections in a Dallas Hotel
kik simpleb311 This happened in Dallas several years ago. I was single guy at the time. I’m attractive straight male but was in a funk for a couple of months and needed some pussy so i posted

Posted by a straight man

By ToadDrift7601

A Brief Encounter at the Bathhouse
I live in Las Vegas and we have a couple of bathhouses. On Tuesday and Thursday one of them has Suckfest. I have been going for a couple of years and I have always found a guy or two to suck. Last

Posted by a straight man

By robb23

Unexpected Meeting in a College Bathroom
I'm a straight/bi male. Only like guys every now and then. Put up an ad on DL, to get some time in a bathroom stall at a college campus. Got a response, and a guy that wanted to meet, so we

Posted by a straight man

By Spokaneslt

A Bold Encounter in a Quiet Park
I guess I'm hooked. I went to my usual outside spot this morning with a few hours to kill before work. It was as usual very dark,quiet and empty. I was in my car totally naked for the world

Posted by a straight man

By Guilly

Unexpected Connections at the Hotel Dinner
Course PT 2 Next day before we went to class. Saw each other outside He said I can’t believe what I did. I said me too. But I like it. He ask me if I done this with a man. I said no.

Posted by a straight man

By tellyoulater

Unexpected Connections at the Hotel Bar
Course PT 1 I had to take a course for a week It was 2 hours from home. Do a book a room at a hotel near by Company was paying for it I am 40 married man First day attending was about 15

Posted by a straight man

By tellyoulater

An Unexpected Meeting with a Young Couple
Welp, here's how it happened. I'm single and had been striking out in my mid-30s. I'd been looking at this website for a while, and one night I found this couple on there. He was 21,

Posted by a straight man

By normalguy

A Journey of Unexpected Connections
I’ve been straight all my life And 55. I watch porn and got me going about these guys with these big big dicks. It turned me on so much to see them. I had to try sucking one so I went on

Posted by a straight man

By doni69

An Unexpected Reunion with My Roommate
First M M experience 1980’s. Still in college but roommate moved out to live with a HS friend. I was sitting in my apt watching 3some VHS porn and there was a knock on the door. I grabbed the

Posted by a straight man

By davidnola

An Unexpected Experience at the Doctor's Office
I was attending a rehab session for a bad back when I told the therapist I could not continue since the pain was so bad. He referred me to a physician who he knew would prescribe what I needed. I

Posted by a straight man

By cowbouy

An Unexpected Hotel Room Encounter
One night while checking out DL for something exciting I come across an older man looking for someone to stroke with. This was right up my alley so I decided to send him a message. We agreed I would

Posted by a straight man

By ineed2cum47

Unexpected Connections at the Bar
Father in law cont. While we were eating my father in law, let's call him Dave, played with my cock a lot under the table, I stayed hard the entire meal. When we were finished my wife,

Posted by a straight man

By makinguo

A Political Debate Leads to Unexpected Connection
I posted an ad looking to suck an older man. I got a response from a guy I had sucked once before, we used to be in the same union and knew a lot of the same people. He's a democrat and I'm

Posted by a straight man

By larry11111

An Unexpected Connection in Orange County
It all started in Orange County. I'm a 35-year-old guy who considers myself straight—well, until recently. One day after work, I came home tired, took a shower, and started using my phone,

Posted by a straight man

By George

An Unexpected Connection Leads to Something More
PART 3: He had so much. Some of it got in my nose,on my face,in my eyes and mostly down my throat. I loved it! He stepped back and wiped his dick on my face. I opened my mouth for more dick,he gave

Posted by a straight man

By justkeithlv

An Unexpected Connection at His House
PART 2: He noticed me looking. I said nothing. He closed it and retied. We continued tour and he was telling me more about the house and why he had it. He was married young and could get the place if

Posted by a straight man

By justkeithlv

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 36.7k 636 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser and girlfriend 81.4k 1.4k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 27.1k 375 3.1k
#4
cnysub
Gay Trans Straight
Gay Bar Show 50.1k 559 2.9k
#5
kimorafoxxsexycd
Couple Gay Trans
My gf got adventurous 79.8k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 49.5k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.0k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.0k 619 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.9k 370 1.2k
#10
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 34.8k 354 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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