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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 Online Messages to Real-Life Meeting
I met a hansom guy in craigslist personals, before they shut it down. We message via Kik for a year and after we talked shared pictures and fantasized for all that time, we finally set a time and

Posted by a straight man

By williamvilla

A Disarming Encounter in a Hotel Room
I will tell you about my first time. So I had chatted with the guys before about potentially meeting up. And eventually I would always cancel. One time I was traveling on business and gave someone

Posted by a straight man

By chris_10

A Night Out Leads to Unexpected Connections
I’m a straight man, married with 3 kids. Was never really curious about anything else, always had girlfriends before marriage, never explored or experimented with guys or thought about it. Last

Posted by a straight man

By EgretRune4793

An Unexpected Discovery at Grandpa's Apartment
Located in eastern Iowa & fresh out a 9year hetero relationship I am looking to explore fun with another guy for the first time & this is my fantasy scenario for those interested. I am with

Posted by a straight man

By str8horny4smdik

An Unexpected Connection with My Neighbor
I met Daniel when I was in weird place in my life. It was around 2008 when we met up the first time. I was again using the good old craigslist to put ads up for a little fun when I could find it. I

Posted by a straight man

By FoxShield9035

Unexpected Connections on a Cruise Ship
At 68 years old and on a cruise ship I had no idea things could be this good. I was at one of the many bars on the ship by myself, since my wife had gone on an excursion and would be gone most of

Posted by a straight man

By suckingforfun

The Journey of Finding a Serious Connection
Part 1..thick one..I had posted a few times but kept getting the same responses ffrom the same guys that weren't really serious, just horny and wanted pictures to jack off to. I started emailing

Posted by a straight man

By ToucanCairn3613

A Nervous Visit to a New Friend's Place
I'm a straight guy in Orange County, CA, who hasn't had a lot of experiences. I posted an ad looking for someone to host me to JO with, maybe suck me. I got lots of strange replies, or

Posted by a straight man

By ocprinceton

An Unexpected Night Out with a Couple
I hooked up with a bi couple and had my first gay encounter. I was at a bar after work with my buddy and this girl who was flirting with me all night got my number and texted me to come over.i was

Posted by a straight man

By 515guy1

An Unexpected Encounter with a Camera Crew
First time part 3. This is for straight to gay section. So here I am tied to the bed, legs in the air and at the mercy of 2 guys now. And he's got a camera. Something I definitely did not

Posted by a straight man

By Deleted User

A Journey from Halfway House to New Opportunities
I am a bi wf, 135lbs 5'7 slim perkey strawberry blond blue eyes. I got into trouble ended up doing 5 years when I turned 19 (drug distribution selling and manufacturing) I took a plea deal 5

Posted by a straight woman

By sub79_whtbottom

Exploring New Connections in Secret Meetings
I'm a married bi guy who likes to indulge my bi side with the right guy. I'm in my 30's, fit, mostly smooth all over and like to play sub-female role. I answered an ad on Double list

Posted by a gay man

By Deleted User

A Mysterious Encounter at Home
I had the day off. Normally I like to be on the receiving end of things, but every so often I like to “return the favor”…so I ran an add for a glory hole. I got a few responses.

Posted by a straight man

By Scott

Unexpected Call from a Friend at the Motel
Somehow I found myself on my knees staring at the most beautiful thing I'd ever seen. Let me start from the beginning. It was a relatively warm evening on the California coast so I decided to

Posted by a gay man

By godshugecock

A Friend's Unexpected Call at the Motel
Somehow I found myself on my knees staring at the most beautiful thing I'd ever seen. Let me start from the beginning. It was a relatively warm evening on the California coast so I decided to

Posted by a straight man

By godshugecock

Exploring New Connections with a Bi Couple
My first Bi couple encounter: PART ONE One Friday night a couple I was seeing texted and we set up a date. The usual: meeting for drinks, dinner, maybe some dancing, and then later back to their

Posted by a straight man

By Chris

A Rainy Day at the Home Office
Back in the COVID days, when I was 64, I had a medical issue (lower GI) that required me to go for specialized tests. A lot of diagnostic testing was taking place in private offices and and such.

Posted by a straight man

By Deleted User

A Summer Friendship at the Drive-In
Community Service Spotlight continued 2 - Between Mr. Harrison and the Director I get sucked off more times than I have in my life in a short two week period. After the play is completed the

Posted by a straight man

By marcjohnsonbg

Unexpected Moments During a Rainy Walk
For years my best friend Rob boosted about how big his dick was, for some stupid reason we both decided that we needed to get in better shape, so we would go on long walks together. We would put on

Posted by a straight man

By ashcroft

A Nervous First Meeting in Century City
I found someone on the old CL. He was about 10yrs older than me and gay. We talked for almost a year about scenarios and stuff. Then one day we decided I'd come to his place. I remember

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 Couple
The fast and furious 61.7k 867 4.4k ↘
#2
Tiffanyheels
Straight Couple Gay
Girlfriend and her attractive daughter 143.2k 2.1k 4.0k ↘
#3
kimorafoxxsexycd
Trans Gay Couple
Tall answered my ad 131.2k 1.4k 3.5k ↘
#4
cnysub
Gay Trans Straight
Adult Theater 78.6k 711 3.3k ↘
#5
KestrelElbow9092
Straight Gay Couple
Light on Dark 50.3k 522 3.3k ↘
#6
sissyjamie4daddys
Trans Couple Straight
I love water 73.2k 488 2.0k ↘
#7
wally4u
Gay Couple Trans
I Guess He Did Have To Go! 68.6k 311 2.0k ↘
#8
butchmax
Straight for Gay Straight Gay
Well, I Try to BE STRAIGHT 90.6k 638 1.8k ↗
#9
Steve
Straight Straight for Gay Gay
Visiting auntie 54.8k 654 1.7k ↘
#10
powers8
Gay Straight Straight for Gay
A fantasy come true 84.0k 671 1.7k ↘
Page 1 of 50 · Showing 1–10 of 500 authors
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