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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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From Gym Buddies to Sunday Football Friends
I was newly divorced at 48. I decided my chance at getting back into the dating scene with women would be to get back in shape. So I joined the local gym. I had been going 3 days a week for a couple

Posted by a straight man

By lookin4aplaym8

A Surprising Night at the Bar
I occasionally like to suck a cock or get fucked even though I've been married 20 years. Friday night my wife and I went to a party. After a couple hours a bunch of us went to a bar across

Posted by a straight man

By derake14

A Surprising Meeting at the Video Store
Saturday night I tried meeting other guys on line but had no luck . I was so horny wanting playing with my cock which was aching for a hot mouth. So I drove up to xmart and went to a video both .

Posted by a straight man

By Deleted User

A Surprising Connection at the Gym
Always fantasized about having a cock in my mouth. I was newly divorced and just about to turn 50. I was a the gym trying to start working out to get in shape for this new phase of my life. This 60

Posted by a straight man

By jacksontiger

A Night of Intrigue at the Theme Park
The air in Orlando shimmered with summer heat and excitement. I’d come for the grand opening of a new theme park, but another kind of thrill took over, quieter, deeper, and pulsing just beneath

Posted by a straight man

By havefunsoon

Exploring Intimacy in a Cozy Bedroom Setting
Sam Part 5. I grab Sam’s cock and press the tip in, Damn it’s stretching my hole. I take a breath and try to relax as best I can and start sliding down on his cock slowly, I can feel

Posted by a straight man

By stone297

An Unexpected Meeting in a Dark Workshop
Ok true story just happened yesterday. I was on sniffies and a guy says hi what are you looking for? I tell him to suck but need a host, he say s he can if it's in his workshop.I tell him no

Posted by a straight man

By k35757

An Unexpected Encounter During a Business Trip
I had gone to Orlando on business. Checked into my room got in the shower and soaped up washing myself and rubbed my cock with soap and got a hard on so I stroked some but didn’t bust a nut .

Posted by a straight man

By Deleted User

An Unexpected Connection with a Delivery Driver
During Covid I had to work from home and have documents delivered almost daily, evenly split between UPS and FedEx. Did not take long to notice how hot the male drivers were and how plain the women

Posted by a straight man

By cowbouy

Unexpected Encounter in a Cruise Ship Sauna
A couple years ago I went on a cruise with my wife and her parents. I had been on a couple of cruises in the past, and being a closeted bi married guy, I would always go to the saunas and find some

Posted by a straight man

By makinguo

An Unexpected Encounter at the Hotel
Visiting South Orange County CA I stayed at one of the newer Marriott Hotels out in Lake Forest. I was surprised the rooms opened from the outside. The place was gorgeous and modern. So I am I

Posted by a straight man

By occock

A Discreet Encounter at His Place
This happened several years ago , I had placed an ad in CL wanting to meet. A guy who wanted to suck cock discretely and could host . So we chatted about meeting and he wanted me to send a cock pic ,

Posted by a straight man

By Deleted User

A Surprising Patio Encounter with a Young Couple
I am a straight man whose love of ass play just transitioned into being fucked in the ass for the first time at 55. I have enjoyed secret encounters with a gay couple for the last several years.

Posted by a straight man

By Deleted User

A Late Night Visit from My New Neighbor
After coming twice in my new neighbors mouth, i wasn't sùre how this would play out. About 11 that night, I was in bed when he texted. I told him to let himself in as I removed my

Posted by a straight man

By silvertone

A Risky Meeting on the Back Porch
This was a few years ago. I was super horny and was online trying to find a guy who would come over for naked play. I wasn’t having much luck when I saw an ad for a guy with a gloryhole. I was

Posted by a straight man

By hoog7515

A Surprising Meeting in the Garage
Well this is one of those stories. I had a listing on here looking for some fun with another man, me top or bottom, I could do both. I'd been emailing back and forth with this guy for months but

Posted by a straight man

By ToucanCairn3613

A Chance Encounter at the Motel
This is the second Encounter with a business traveler I met on the site staying in a nearby motel both attached to women. I arrived at the appointed time (745am) to the Motel in close to my place.

Posted by a straight man

By daddyblinkblank

An Unexpected Encounter at the Barn
I am bisexual white guy. Read about guy getting rape fucked and it happened to me. I answered an ad. Bbc and met a black man at his barn. He pulled his cock out. 8 in thick. Grabbed my head and

Posted by a straight man

By georgeluvscum

An Unexpected Meeting at the Barn
I am bisexual white guy. Read about guy getting rape fucked and it happened to me. I answered an ad. Bbc and met a black man at his barn. He pulled his cock out. 8 in thick. Grabbed my head and

Posted by a straight man

By georgeluvscum

An Unexpected Encounter in Central Florida
This story is absolutely true and about my first bi encounter with another man. I was selling insurance at the time and living in the south. It was a hot humid summer day in central Florida. A

Posted by a straight man

By Deleted User

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 36.8k 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 50.2k 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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