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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 Chance Meeting at Boston Harbor
JockedRusky was his handle on Gaydotcom. I was looking for another Bi guy for mutual jack in Southie. Met him at a bank parking lot and drove to a waterfront park on Boston Harbor. I got in his car

Posted by a straight man

By Anonymous

A Memorable Encounter on the Beach in Wellfleet
When I was 19 (I’m now in my early 50s), I was on the beach in Wellfleet and met two women a few years older than I was. They were gorgeous, we got to talking, they had wine in a goatskin, I

Posted by a straight man

By HoopoeFlame7061

A Nervous Adventure at the Local Theatre
There is no category for a bi male which I seem to have become as I now love sucking a cock. Don't know why women don't gulp down as many as they can. It is truly a wonderful feeling.

Posted by a straight man

By cumonmepls

An Unexpected Connection at the Gym
About 5 years ago I was working out at my local gym. If you’re a member in a local gym every one kind of knows each other. A friend from the gym asked me if I could help him move a couch. When

Posted by a straight man

By kidde

A Married Man's Secret Gym Encounters
I am a normal married guy, to a woman. Secretly I like to be with a man, no one knows about this at all, at least I hope. I met a really hot older Asian man who has a smooth body and if very fit. He

Posted by a straight man

By Horniguy

Finding Connection Through Unexpected Emails
How did it all begin? Well, after playing the bar scene looking for women until my mid thirties, I had given up on meeting that one special women. A young man at work told me about craigslist (CL),

Posted by a straight man

By mictorious

Unexpected Moments on a Camping Trip
When I was in my late 30s a bunch of us were going on a camping trip at lake Somerville and it had become yearly thing with couples. We took boats jet skis and equipment and we all had a good time.

Posted by a straight man

By Licker4u

Unexpected Connections in an Accounting Office
i have a small accounting business and quite a few latinos use my services. we were fooling arround,2 of them ,and me about how much they loved American girls because they liked to suck cocks. the

Posted by a straight man

By softerlipps

An Unexpected Visit from a Stranger
I consider myself straight played with my first guy when I was a teen. Years went by and one day I was very horny. Put an ad up and starting chatting with a guy. I was nervous but sent him my

Posted by a straight man

By NewtRivet2380

Old Friends Reunite for a Night of Connection
I only ever fooled around with a friend growing up but we lost touch as we got older. My ex recently broke up with me so I was very horny. One night I replied to a post we started talking and

Posted by a straight man

By NewtRivet2380

An Unexpected Encounter at Home
Still no bi section here. Saw an ad on here for a guy near me looking for someone to suck and bottom for his 7” bbc. Even better he was near me and had a GH set up in this home. Unlocked front

Posted by a straight man

By jeepguy13

A Unique Encounter with a Couple's Request
I posted an ad here on DL looking for a couple that would let me clean the mess the husband made on his wife pussy or ass. I got a couple of reply’s and picked the second couple as the guy was

Posted by a straight man

By Hi, I’m Willie.

An Unexpected Evening with Friends
Told you Monday a story was coming down. Doug and jim met with me over the weekend. We was going to get together this week with wife out of town. Doug called me about 2 Monday and told me to come

Posted by a straight man

By Deleted User

A Neighbor's Unexpected Discovery Next Door
I'm Corky and this is true, It was a cold day but all Corky could think of nothing else but Martha who had moved in next door. Corky walked up his driveway and into his house still thinking of

Posted by a straight man

By Corky Smith

Exploring New Boundaries with Friends
I had my 1st group experience. The guy that regular sucks me and bottoms once in awhile had been asking if I'd ever been interested in a group. I don't him I didn't think so. He said

Posted by a straight man

By bballs1

An Unexpected Encounter with a Stranger
You ever get the urge strip naked and have a man service your cock. I do. I get it all the time. I like women and have a healthy sex life but nobody sucks cock like a man. Nothing gets me more

Posted by a straight man

By randyandrew

Unexpected Weekend Gathering with Friends
It was the weekend and I was looking to party. Everyone I checked with didn't have any weed and I started getting frustrated. I knew these twin brothers that liked to party so I went to their

Posted by a straight man

By leroy59

An Unexpected Night with Twin Brothers
It was the weekend and I was looking to party. Everyone I checked with didn't have any weed and I started getting frustrated. I knew these twin brothers that liked to party do I went to their

Posted by a straight man

By leroy59

A Surprising Connection at the Base Library
I was married and stationed in Thailand. I got burnt out on running the whores downtown so I took a college course held at the base library at night. After class the place was about empty and I went

Posted by a straight man

By Anonymous

A Thanksgiving Night to Remember
It was night before thanksgiving of 2022. Wife was sleeping and I was horny. I was messaging just about every post on DL looking for someone. Ended up really interested in the guy that was house

Posted by a straight man

By ImpalaIndex6701

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 40.5k 665 4.2k
#2
Tiffanyheels
Couple Trans Straight
New wife pleasures herself nightly to interracial porn pictures 85.1k 1.5k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 28.8k 381 3.2k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 54.3k 576 3.0k
#5
kimorafoxxsexycd
Gay Couple Trans
Ex gf sent video 84.8k 1.2k 2.9k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 52.1k 465 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.9k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.6k 623 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.3k 375 1.2k
#10
butchmax
Couple Straight Straight for Gay
she would get partner, but then she'd do it 46.1k 392 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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Some Stories Are Meant to Be Heard

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