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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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Unexpected Connections on a Business Trip
I am a straight married man that has been married for 20 year however about 5 years ago I began meeting with other professional married men when I travel. I love my wife we have a great sex life

Posted by a straight man

By Deleted User

Unexpected Meeting at the Construction Site
In July 2019 I was pretty horny just being divorced so I placed an ad for a man that needed relief. I’ve suck a couple of cocks before and thought that was the only thing that could cure me.

Posted by a straight man

By whynot50

An Unexpected Connection at His Place
Recently I answered an add from a black muscular man with a very big cock. I am closer bisexual by the way. He responded and asked me what I was interested in doing and I told him I am open to

Posted by a straight man

By johnnybotto

A Nostalgic Encounter from Years Ago
fingering my wet asshole,my cock was getting harder,he went an ate my asshole out again,with my dick stiff an ready to explode,he sucked on my throbbing cock ,an i came explodeing my cum in his

Posted by a straight man

By olderlooking

Discreet Lunch Break Meetings and Connections
I am a straight married 36yo guy. Back in the CL days i ended up posting an ad for an older daddy for some discrete fun. One of the best decisions i have ever made. I was 30 and he was 55 and

Posted by a straight man

By BulbulPixel7620

An Unexpected Meeting at the Gas Station
i am a straight man, but have thought about sucking a cock. one day i was at the gas station and ran into this younger guy with a big bulge in his pants. we got to talking and he noticed me eyeing

Posted by a straight man

By CondorKarma4008

Unexpected Connection During Holiday Shopping
It was a hectic day as I frantically rush to finished up some last minute holiday shopping. At the Mall I found myself desperately surveying the map layout searching for a place to drain the lizard.

Posted by a straight man

By Anonymous

A Surprising Meeting in the Parking Lot
I always considered myself as straight as can be, but slowly my taste in porn began to shift. It started with semales on females, then shemales on males, which eventually led into sissy cock focused

Posted by a straight man

By Deleted User

Unexpected Meeting at a Truck Stop Rest Area
I usually classify myself as pretty much straight with some bi tendencies. I have certainly had more than my share of oral get togethers where I have someone suck me off and let me cum in their

Posted by a straight man

By mishavic

A Memorable Hotel Encounter in Reno
Part 2 I was moaning loudly, telling him to please cum in my ass. i want you to cum. His pace quickened and he moaned he was almost there. I pushed back, meeting his thrusts. The feeling in my body,

Posted by a straight man

By ddavee69

A Chance Encounter in a Reno Hotel Room
I was working in Reno. Alone and away from wife and family. I had a few m2m encounters previously, but it had been years. I had been thinking of being with another man for a long time. I could see

Posted by a straight man

By ddavee69

An Unexpected Visit to a Friend's Home
I was visiting some friends then after awhile she excused herself and kissed her hubby as she said I'll be back. That made his eyes sparkle as she pulled out of the driveway. Turning towards me,

Posted by a straight man

By Deleted User

Unexpected Email Sparks New Adventures
HARRIET AND RAVEN AND ME It was just another day at the house. Since my late GF had been gone for some time now, I would sit in front of the computer, read news, watch video's and

Posted by a straight man

By Deleted User

An Unexpected Encounter in Las Vegas
Straight here but just had my first bi experience. I live in the eastern US and was in Las Vegas earlier this week. On my last morning there, It was 8:15 am. I was in my hotel room and had just

Posted by a straight man

By dave2014

Unexpected Connection Under the Boardwalk
I never thought of being with another guy but years ago it happened I was young and fit mid 20's I was at a bar getting a little drunk talking to this older guy maybe 50 I said I had to go he

Posted by a straight man

By friedfish

An Unexpected Moment of Connection
(part 2 of 2) All this time I had been cupping his balls but not doing much else with them. I started to gently rub them and move them around. I totally restarted the blowjob from scratch just like

Posted by a straight man

By Deleted User

A Curious Visit to the Local Peep Store
It had been awhile since I had any action, and I was eager to score. I checked the local personals and there weren't hardly any women seeking men. There were lots of men seeking women and lots

Posted by a straight man

By Deleted User

Exploring a Unique Relationship in Arkansas
I'm actually bi. I met a bisexual couple in Arkansas and had a LTR with them. Our relationship was hardly a typical FWB because I was not allowed to touch them with my hands or mouth and I

Posted by a straight man

By Sixtynineways

An Unexpected Encounter at the Bookstore
So i go to a adult book store in search of some gloryhole action. I am a married straight white male in my early 50s. I get a booth and wait. 5 minutes later a hand reaches thru the gh. Pink

Posted by a straight man

By Deleted User

A Surprising Encounter During Army Training
My first cock: I was 42, white, married and an officer in the Army. I was on special training assignment in Louisiana where I got to get my own hotel room off base. Being in our 40s, with kids and

Posted by a straight man

By WeaselFrost7193

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 38.7k 647 4.2k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser house party 83.4k 1.5k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 28.2k 381 3.2k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 52.6k 568 3.0k
#5
kimorafoxxsexycd
Couple Gay Trans
Gf knows I’m bi 82.2k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 51.1k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.5k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.3k 621 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.1k 373 1.2k
#10
butchmax
Couple Straight for Gay Straight
She didn't know till we where married 44.2k 383 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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