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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 Encounter During a Beach Trip
I was on a guys trip to the beach. This was going to be perfect because with no sex with the wife at home this would be my time to have some fun. I had posted on here to see if anyone would be in the

Posted by a straight man

By BrianM

Unexpected Connections with My Elderly Neighbor
love to visit my elderly neighbor after my wife goes to work in morn. hes saves his morn pee hard on for me . i go in hes on his kitchen chair opens his legs his sweet 8 in uncut cock is full of warm

Posted by a straight man

By Deleted User

A Nervous Encounter: Meeting in a Van
About 7 years ago. I was looking for jobs on Craigslist...I decided to look at the casual encounters, at this point in my life, I had never done anything sexual with a man. I saw an ad from a guy who

Posted by a straight man

By sucker365

Unexpected Encounters at Nesbitt Park
Early morning at Nesbitt Park There are many regulars there. Mostly older. I sucked many of them. Well I got there early one morning. There was only one truck parked there and again it was an older

Posted by a straight man

By sucker365

A Journey of Self-Discovery in the Military
Few years ago when I was in the military I had older gay roommate who was kind to me. At that time I didn’t have any interest men. But after a few months living with him we shared a computer

Posted by a straight man

By gorilla9999999901

A Night of Transformation and Connection
First black dick part 2, by this time I had started fully dressing in the privacy of my home and told him I had a dress like the cross dresser sucking him, that sure enough turned him on and said

Posted by a straight man

By charleencd

A Journey of Firsts: Our Shared Experience
PART 2 - FIRST TIME: He had me squat over him and told me to start lowering myself onto his throbbing cock, he slowly guided his mushroom head to my tight pink hole. He reminded me to breath and

Posted by a straight man

By bksnow

A Nervous First Visit to His House
PART 1 - FIRST TIME: I’m a 49 bi MWM and had just recently started fooling around with guys again, making out and oral were what I was comfortable with. I had fingered and been fingered but

Posted by a straight man

By bksnow

Unexpected Encounter with My Roommate
Roommate — I got off work early. As I turn the key I heard some strange noises. I open the door to find this black dude railing some blonde chick in my living room. “Excuse me? What

Posted by a straight man

By sellstuff1966

An Unexpected Encounter Behind Closed Doors
I knocked on the door. He opened and pulled me in and locked the door behind me. I turned to find him completely naked. “On your knees, faggot!” He said, pushing me down. His flaccid

Posted by a straight man

By sellstuff1966

An Unexpected Connection During MMA Training
MMA Cock: Pt 2 I got down to my knees, held the base of his cock that was every bit of 9" and thick, tilted my head so that I could look into his eyes as I took his now rock hard cock into my

Posted by a straight man

By Deleted User

A Surprising Connection at the MMA Gym
MMA Cock: Pt 1 I'm straight, masculine, Latin and athletic. I've been going to this MMA gym for a year now. There's an older guy in his 40's that I partner with a lot. He's

Posted by a straight man

By Deleted User

A Surprising Night at the Adult Arcade
So I had always been a straight man and have always loved women. Years ago I went to the adult arcade and became fascinated with porn. I didn't care about that other men were hooking up as long

Posted by a straight man

By FinchLumen8890

Exploring Curiosity Through Unexpected Encounters
I am a straight male but always wanted to know what it would feel like to have my cock sucked by a guy. I answered a post in here from a guy offering good head. I met him at his house. He led me to

Posted by a straight man

By bballs1

An Unexpected Encounter at a Party
My 1st experience with a man i was 18yrs old. I went to a party. After a lot of drinking the party had pretty much cleared out. The host was gay and it was just me and him still awake. His boyfriend

Posted by a straight man

By bballs1

A Bartender's Encounter with a New Neighbor
This story has bi content. I am a mwm. 49. In my teens I played with other teen boys in the neighbor. But that was it. A few years ago I started watching gay porn but nothing happened. I work part

Posted by a straight man

By derake14

Exploring New Connections in a Group Setting
So, I am a straight man. Well, other than I've always been what you would call passive bi, since I've always enjoyed getting a blowjob from gals or guys. First time I had a guy suck me I

Posted by a straight man

By oralmaniac

A California Love Story of Unexpected Connections
Living in California Part 3 As Brandi and I kissed I rolled over on top of her as started to grind my still hard cock against her pussy. She looked at me with pleading eyes then softly said,

Posted by a straight man

By leroy59

An Unexpected Encounter in the Bedroom
He invited me in and led me to the bedroom. He was dressed in all mom clothing. Not passable at all. I stripped and lay down, rubbing his already hard cock. Rubbed the pantyhose as I moved my

Posted by a straight man

By sellstuff1966

A Summer Encounter at Venice Beach
This is a Part 2 of Living in California. About a week later I had ventured over to Venice Beach. There were so many hot babes and nice looking studs parading around. I was walking around

Posted by a straight man

By leroy59

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 41.8k 669 4.2k
#2
Tiffanyheels
Couple Trans Straight
Girlfriend loves movie theaters 88.5k 1.5k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Another camping adventure. 30.3k 385 3.2k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 55.5k 585 3.0k
#5
kimorafoxxsexycd
Gay Couple Trans
Hooked up with my first ftm trans man 90.2k 1.2k 3.0k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 53.8k 466 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 55.2k 278 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.9k 623 1.7k
#9
butchmax
Gay Couple Straight
She figured it out and changed my life 50.3k 419 1.2k
#10
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.5k 378 1.2k
Page 1 of 50 · Showing 110 of 500 authors
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