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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 Curious Visit to His Apartment
A few years back when I was single I started looking for guy for guy adds. I finally found one caught my eye. He wanted a bj and to top. I was curious enough and ended up going to his apartment. I

Posted by a straight man

By Deleted User

An Unexpected Encounter in the Gym Bathroom
love my gym planet go in bathroom always an old guy or black toilet door cracked open to see it was filled. a guy rubbing his blk or white penise over the toilet. i peek in he opens it more , i sit

Posted by a straight man

By softerlipps

Unexpected Roommate Bonding and Discoveries
It was the first time. But it became a regular thing. I was a young 25 year old guy with my first house. To keep costs low I decided to rent out a room to a guy i knew through a friend of mine.

Posted by a straight man

By jacksontiger

Exploring New Connections Through a Glory Hole
Ever since porn started playing on the internet, I started desiring getting my cock sucked by another guy. Then the chat rooms started. I found a guy that wanted to suck my cock threw a gloryhole

Posted by a straight man

By derake14

Unexpected Connection During Business Trip
I am a 59 year old married white male who has discovered I am bisexual. At least I think I'm just bi. I recently made a work trip to Columbia, SC. Since my wife is no longer interested in sex, I

Posted by a straight man

By hopkins1

A Surprising Encounter in a Colorado Bookstore
I'm 48 straight guy was never curious about meeting up with a guy until I was on vacation traveling through Colorado. I stopped at a book store looking for junglejuice poppers I went I looking

Posted by a straight man

By Alex

An Unexpected Encounter at Their Place
So 20 or 25 years ago I got divorced from the women I totally loved However she wanted young cock which I was not anymore So I started looking into Craigslist personal around these guys that wanted

Posted by a straight man

By completedride42

A Surprising Encounter During a Colorado Trip
I'm 48 straight guy was never curious about meeting up with a guy until I was on vacation traveling through Colorado. I stopped at a book store looking for junglejuice poppers I went I looking

Posted by a straight man

By Alex

Nervous Encounter at the Parking Lot
my first time was both scary and exciting and I was somewhat surprised that I actually followed up and made plans to meet in person. I had met the guy in an old fashioned AOL M4M chat room and we

Posted by a straight man

By vs3rd

A Unique Experience During a Medical Appointment
During the pandemic, I was having a problem with my lower GI and had to go into a Medical Center for tests. After the results came in, I was told I needed a follow-up visit as there were a few things

Posted by a straight man

By JS

Exploring New Connections and Forbidden Feelings
My third encounter with Liaison (Leshawn) A forbidden lust. After that second session. We started texting on a regular basis. Just check ups. By this time I was considering myself down low gay

Posted by a straight man

By chino369

A Night of Surprises at the Adult Arcade
Arcade Leakage Last Monday I returned to an adult arcade after years away. I stepped into the back room. Pitch black. Thick, musky air hit me instantly. I stood in the hallway, waiting for my eyes

Posted by a straight man

By incognito20160

A Surprising Meeting in the Woods
The Land Surveyor was scheduled. Probate required the sale of the farm. I was ready to put it all behind me, get my money and move into town. Surveyor called , on his way. I met him at the gate.

Posted by a straight man

By wknoxdad

A Unique Connection with a Local Married Guy
I answered an ad from a local str8 married guy looking to get sucked off by another str8 married guy on a regular basis and I'm always up for a safe regular feeder. He was in his 30s, at

Posted by a straight man

By mannextdoor14701

An Unexpected Encounter with a Physician
A friend referred me to a physician when I threw my back out. What I really needed was pain killers which are hard to get now days. He was a bit older that me and offered to massage my back and I

Posted by a straight man

By cowbouy

An Intense Night of Discovery and Connection
Smack my ass and said you little slut tell me how it made you feel first cock in your mouth look in my camera I said it made me so fucking hard I might now be a little cock sucker take random guys

Posted by a straight man

By Deleted User

A Surprising Lunch Break Encounter from Craigslist
This was back in the craigslist days I was 22 and just realized I enjoyed both cock and pussy. I had found a guy that wanted head, so after chatting he invited me over on my lunch break from work. No

Posted by a straight man

By italianstallion86

Rediscovering Connections in Denver's Scene
It's really odd they say make your story long and then they put a limit on the amount of words you can post. I tried to tell my story from start to finish on how I went from being an innocent

Posted by a straight man

By blubrd31

A Curious Conversation in Atlanta: Exploring Boundaries
Liaison(Leshawn) part one. I had finally got the nerve to ask Liaison, my plug for the last two years, if he’d ever been with a guy sexually. I know he’d seen me sizing him up for a

Posted by a straight man

By chino369

Navigating Secret Meetings with an Old Friend
Married here barley any at home and just a battle to get any action so I turned to craigslist and got a few BJ's and was told about squirt. I joined squirt and chatted with an older man in my

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 36.5k 636 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser and girlfriend 80.9k 1.4k 3.2k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 26.8k 371 3.1k
#4
cnysub
Gay Trans Straight
Ads on DoubleList 49.7k 557 2.9k
#5
kimorafoxxsexycd
Couple Gay Trans
Watched ex gf 79.1k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 49.0k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 53.8k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 49.9k 617 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.8k 367 1.2k
#10
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 34.7k 353 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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