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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 Night Out Turns Into an Unexpected Encounter
I'm 26 and a real tgirl and passable, I was visiting a friend and was out at a club. I had two guys come over and start hitting on me. I could tell neither of them knew I was a tgirl. We started

Posted by a TS / CD

By khead1994

A Shy Encounter at the Adult Theater
I had always had a thing for older men they turn me on so bad so one day I went to the adult theater to check it out hoping no one recognized me, so I was kind of shy at first then I was just sitting

Posted by a straight man

By Deleted User

Exploring New Relationship Dynamics Together
My wife and I placed a ad for mmf. I'm the bi husband and we decided before-hand that I would bottom for the first time. After he had sex with my wife I decided it was my turn. It wasn't as

Posted by a couple

By Deleted User

A Birthday Party Surprise with Friends
It was years ago we were in our late 20's and play with two couples that lived together. Both the guy were cops so always had some good bud. It was my 30 B'day but I didn't want them

Posted by a couple

By trione

A Weekend of New Encounters and Transformations
Hello everyone I am Debbie a submissive little sissy cum slut. I was planning to have a wonderful weekend my wife was going out of town. I posted an ad on DL saying that I was looking to be

Posted by a TS / CD

By akadebbie

An Unexpected Encounter at the Local Park
I'm a 46yo pt cd non passable at this time but keep my in shape my body smooth. I met an older bigger built sexy gentleman on here. We conversed a couple times before he met me at a local park

Posted by a TS / CD

By cdsw40

An Unexpected Visit to a New Friend
I answered an ad about a sexy passable TS that would like someone to come over and hang out. I slammed 2 my favorite marsupial edible aids and was very excited! I've never been with a TS before!

Posted by a straight man

By Danny

A Journey of Self-Discovery and New Experiences
I am a mwm in my mid-50s and have always had a fetish for pantyhose, heels and little skirts. After years of listing after women at work, airports, etc., I finally went for it; my wife was out of

Posted by a TS / CD

By Deleted User

A Discreet Meeting at a Local Restaurant Bar
Are you into role-playing my post title said. I got a reply quite quickly saying yes I'm into role-playing. She was married and needed to be discreet she stated in her reply. I quickly

Posted by a straight man

By dvelong

A Surprising Meeting at a Neutral Location
Hi there. I'm a mostly straight, married man.......I love women and am very masculine, but nothing beats the singular sensation of a hard cock in my mouth. So, I responded to an ad from

Posted by a straight man

By waltersobchak71

A Married Man's Unexpected Connection Next Door
I'm a MWM, bi but not very active (work/home situation). I'm happily married but get an itch occasionally that needs to be scratched. I met a guy through CL before it shut down, who is

Posted by a straight man

By johnstonx97

Unexpected Connections at the Video Store
Years ago I found adult video store, in a small town I was living in with my first wife, would go and watch porn and Jack off. Wife didn't put out much and never gave bj's. Didn't

Posted by a straight man

By Dude!

Exploring New Desires in a Bookstore
I was in my late 30's been thinking about my bi side butt never had the chance to try it. I'm a mwm, and was working in Portland. I found the adult book stores and loved going to watch porn

Posted by a straight man

By Dude!

An Unexpected Visit from the Mailman
We have had the same mailman for about 4 years now. As most of you, I never really paid all that much attention to him. I have been semi-retired for a couple months now. Wife still going to

Posted by a straight man

By slutferyou

An Unexpected Encounter on the Biking Trail
when i got about 12-13 i started to play with my dick .then i got good a jerking off 34times a day .when i got about 25 i got drunk at a bar &meet this guy he started buying drinks we went out

Posted by a straight man

By lotsofhead

An Unexpected Encounter at the Park
So one time I answered an ad on and it was someone looking to meet up at the park. This person was looking to suck some cock so I got an answer of him wanting to meet. The post said M4M looking to

Posted by a straight man

By boo123

Unexpected Connection During Apartment Rental
I had been thinking of having a bit of fun with a younger guy for awhile now . The opportunity arrived when I put up ad ad to rent out an apartment we have .I received lots of interest mostly by

Posted by a straight man

By HawkKelp6915

A Journey of Self-Discovery and Connection
I was a straight guy all my 53 yrs. married .had many women before and after 5 yrs ago I had a 21 yr old .then a 24yr old I am still fwb just her 3 yrs but I did talk to a guy last year met for

Posted by a straight man

By Deleted User

A Unique Encounter at the River Park
I am a bi man thank you not an option lol well I had a BBC friend pick me up in his BMW we went to the river park area hit the walking trail. Hit the last step at the rivers EDGE I turned his BBC was

Posted by a straight man

By 0u812b4icu812

An Unexpected Home Encounter with My Wife
Was horny today and was hoping I could get a blowob from my wife when I got home. That would be a couple hours, but a guy could hope. The time arrived and was finally pulling into my driveway. Walk

Posted by a straight man

By HermitDune2730

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 Couple
Rekindled romance at work 58.7k 837 4.4k
#2
Tiffanyheels
Couple Straight Trans
Excited girlfriend and her daughter 128.4k 2.0k 3.8k
#3
kimorafoxxsexycd
Trans Gay Couple
Lovely date 125.1k 1.4k 3.5k
#4
KestrelElbow9092
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Picnic Fun 47.5k 515 3.3k
#5
cnysub
Gay Trans Straight
Gay Resort 73.1k 687 3.2k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 70.1k 487 2.0k
#7
wally4u
Couple Trans Gay
Got Wife Off Flying To Cabo! 66.4k 304 1.9k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 53.5k 643 1.7k
#9
powers8
Gay Straight Straight for Gay
A fantasy come true 81.8k 667 1.7k
#10
butchmax
Straight Couple Gay
Barn Dating is the best 80.2k 613 1.6k
Page 1 of 50 · Showing 110 of 500 authors
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