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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 Night at the Gay Bar
I am a bisexual man that has an incredible appetite for mom sex at times. Over the years I have been in some kinky situations. I am a big masculine dude but with men, I am submissive. I am totally

Posted by a straight man

By georgeluvscum

Adventures at the Flex Spa in Cleveland
I'm hot straight male who loves to go to flex spa cleveland to suck as many guys off & gulp down there delicious cum!!! later in evening I go to back room in asylum area and lay in sling ,

Posted by a straight man

By barefootboy222

Planning a Fun Gathering in Central Florida
I'm a Dom top in central Florida, and I have met quite a few sub men on DL. I have four that the retired men around the villages south of Ocala are lots of fun. I met one just the other day that

Posted by a straight man

By Deleted User

A Night Out at the Bar with Friends
I started dating this hot kinky girl and she got me into a lot of different things. She liked to dress me up like a slut and get high and go out dick shopping.i could pass as a girl when she was

Posted by a straight man

By suckuclean69

A Curious Encounter at Home
Im a 51 mwm and straight but curious , seen an add for a 65 yr old needing a load and or taking a load , I responded “never took a load on my face or in my mouth , nervously gave him directions

Posted by a straight man

By pipe4me

Unexpected Beach Encounter at Dusk
Another PANTYHOSE Fantasy. I live in Atlanta/Dacula/Gwinnett area. I wear Legg’s suntan pantyhose and my favorite butt plug almost daily. Kik: LuvUGA So, I was in Destin this week working and was

Posted by a straight man

By RobinCreek3009

A Curious Encounter in a Steam Room
This should be categorized as bi curious. This was from many years ago. Heard of gay bath houses and was out of town in Kenosha WI. Had no idea what to expect and real nervous about going. Anyways,

Posted by a straight man

By try.moonley435

An Unexpected Reunion Turns Into Adventure
I’m a straight but I’ve experienced sex with a man and I enjoyed it a lot I had hooked up with this one guy once and it was hottt and he asked me multiple times to meet up again and I

Posted by a straight man

By stuffmyasshard

Unexpected Hotel Meeting During Baseball Game
As a traveling salesman I often spend overnight at nice hotels. When C/L was operating I would look up what was available locally. Female posts were almost always foreign scams and out of curiosity I

Posted by a straight man

By cowbouy

An Unexpected Encounter with My New Neighbor
Hello just to clear things up I'm bi in the closet. I love to wear sexy panties short shorts high stocking. So anyway I met my new neighbor he is tall in shape black man 45yo I'm 55mwm .

Posted by a straight man

By submisy

Unexpected Connections at a Rest Area
So it all started on a Friday night is that a friend’s house and he broke out the ice and right then I knew it was in trouble stuff makes me horny. I mean I wanna suck every dick I can see fuck

Posted by a straight man

By Steve

An Unexpected Connection at the Airport
First experience. I was at the Seatle airport staying in hotel overnight to flyback east in the morning. I've been fantasizing to give a blowjob for a long time. The person had to be older than

Posted by a straight man

By b1homo

A Late Night Adventure at the Bookstore
I had just moved to Denver and was working fast food. We closed at 2 am and I wasn't ready to go home. I took a walk down Central and found an x-rated bookstore and went in. I was always

Posted by a straight man

By leroy59

An Unexpected Encounter at the Hotel
It started out as just another visit to a guy in his hotel. I answered his ad. He said he never did this before. He wanted head like his wife will not give him. We agreed to meet. He was in one of

Posted by a straight man

By sur3thng

A Night of Surprises at the Hotel
Well one of my exwives was a stripper and we got into a lot of things. She called me telling me to clean up and dress up in one of my slutty outfits so I did. She got home and we packed a bag and go

Posted by a straight man

By suckuclean69

An Unexpected Experience at the Doctor's Office
I was going to a physical therapist for my sore back and she referred me to a physician who could prescribe muscle relaxers for me. He was in an office with other professionals but he was the only

Posted by a straight man

By cowbouy

An Unexpected Massage Experience That Surprised Me
The first time was a massage. I sort of thought it was a "happy ending" type when I booked it. It started as a normal massage, then the guy took my towel off and started to massage my butt.

Posted by a straight man

By Deleted User

Playful Challenges in the Shower
Steven - Part 3. As the words escaped my mouth he pulled his cock from the ass with a loud pop. I could feel his cum running out of the ass as he turned me towards him. We moved closely together

Posted by a straight man

By leroy59

A Playful Encounter in the Shower
Steven - Part 3. As the words escaped my mouth he pulled his cock from the ass with a loud pop. I could feel his cum running out of the ass as he turned me towards him. We moved closely together

Posted by a straight man

By leroy59

Unexpected Encounters During a Business Trip
I was in a hotel on a business trip and was looking at porn of girls sucking cock and swallowing cum. soon I switched over to guys doing the same and thought, why not. I put a post out looking for

Posted by a straight man

By biztravelerinurcity

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 39.7k 656 4.2k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser house party 84.1k 1.5k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 28.5k 381 3.2k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 53.5k 572 3.0k
#5
kimorafoxxsexycd
Couple Gay Trans
Gf knows I’m bi 83.0k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 51.6k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.7k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.5k 623 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.2k 374 1.2k
#10
butchmax
Couple Straight for Gay Straight
She didn't know till we where married 44.8k 384 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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You can go on wild adventures and experience encounters like the erotic MILF sex stories on this page with DoubleList. You’ll find loads of posts from like-minded users looking for sexy time.

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Some Stories Are Meant to Be Heard

Experience the story in a whole new way — seductive, immersive, and made to be heard.