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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 Out with New Friends
I absolutely love, sucking cock and I enjoy swallowing cum even better. I met two guys at a bar and we went back to my place and they took turns fucking me in the ass and both of them then came all

Posted by a straight man

By FoxShield9035

An Unexpected Connection at the Park and Ride
Back years ago I was curious about sucking cock. The more I thought about it the more I wanted it. I decided to try it and things just didn't work out. So I try to second time and again it

Posted by a straight man

By littlegreenfrog

A Journey of Self-Discovery and New Experiences
Here it goes to begin with I love girls but I'm also attracted to the bi side my girlfriend was on a trip so I was sitting at home and decided to look into a little different play I was never

Posted by a straight man

By eatswallow

Unexpected Meeting at the Fishing House
Anyone else have anything like this happen to them ? So here I am married, mid fifty's decent shape straight normal everyday guy out fishing in my fish house when I hear a knock on the door, I

Posted by a straight man

By justme010203

An Unexpected Connection Through a CL Ad
I'm resubmitting this as it should be under straight for gay or bisexual. My story begins before DL with a CL ad. I like many had answered many CL ads from those wanting to provide service

Posted by a straight man

By ilikewatching

An Unexpected Connection Through a Classified Ad
My story begins before DL with a CL ad. I like many had answered many CL ads from those wanting to provide service which required the usual pic etc which would end up with no meetup and me jacking

Posted by a straight man

By ilikewatching

Unexpected Connection at an Arizona Hotel Bar
I was out of town staying in a hotel in Arizona. I put an ad on DL. I'm an older guy, 65, and looking for some fun. I am Married guy but no action at home. A really good hot black guy

Posted by a straight man

By justdangfun

A Night of Surprising Friendships and Discoveries
This true story happened roughly 30 years ago and to this day i still remember this encounter just like it was yesterday. I had a good male friend that we use to go bar hoping a lot on the weekends

Posted by a straight man

By fishdaddy69

Unexpected Connections at a Friend's Party
I was invited to a friend's house when I got there my black friend I'm an older Mexican man my black friend had a couple other friends there they were all partying so I sat down we were

Posted by a straight man

By ineedbigdicknow

Unexpected Connections at a Friends' Gathering
I was invited to a friend's house when I got there my black friend I'm an older Mexican man my black friend had a couple other friends there they were all partying so I sat down we were

Posted by a straight man

By ineedbigdicknow

An Unexpected Encounter with a Stranger
I'm addicted to cock. There , I said it. Not just any cock . Good cock , big cock , full cock. Lately it's been a bbc !! Fuck , 10 " I couldn't resist the free trial .

Posted by a straight man

By lefty8

An Unexpected Sunday Morning Encounter
I finally hooked up with someone on an early Sunday morning. I showed up at 8:30 am hoping to get swallowed first time by a man . He opened the door dressed like a woman, and led me into the

Posted by a straight man

By Deleted User

Adventures with Young Guys in Daytona
I'm 60 and bi, but I love young guys, especially first timers . I've had a lot of luck with Riddle students, I live in Daytona. 18 year olds are great, they cum a lot and can cum multiple

Posted by a straight man

By marcforfun

An Unexpected Visit from a Roommate's Friend
Hi I'm a 50 years old white male. I had a couple of roommates years ago and my room was in the back of our house it used to be a garage so it's quite a good sized room. I had a door to the

Posted by a straight man

By eightandhalf4u

An Unexpected Visit from a Younger Guy
Bi sexual encounter! When my wife’s away I check DL for local guys who are looking to get sucked. This one time I was home alone and found this younger guy who was willing to meet so I hosted

Posted by a straight man

By sumfunmike

An Unexpected Night with Friends and New Discoveries
I always pictured myself a straight man that enjoys getting my cock sucked by another man. Men suck cock way better than women. I’ve met several men that enjoy servicing a nice cock and always

Posted by a straight man

By randyandrew

An Unexpected Visit to an Old Friend
Old Cabbie part 2 — I get off work that day and head back to his place. I knock. He answers. “ Good. I was hoping you would come back.” I enter and he closes and locks the door.

Posted by a straight man

By sellstuff1966

An Unexpected Late Night Encounter
Several years back, I answered an ad looking for a bj. It was late and he invited me over. He sat in a chair naked, I dropped to my knees delighted to find a 8” half hard cock with a downward

Posted by a straight man

By sellstuff1966

An Unexpected Meeting at a Rest Stop
This is my second time to bottom but the first was only partially successful. I'm an older guy 70 yo very fit and clean. I had a few different post up on DL and only had spotty success. I got a

Posted by a straight man

By Guilly

An Afternoon Visit from a Close Friend
I'm a bi bottom only type guy and I often have the apartment to myself between noon to 6pm. I can host in Cobourg but I will travel if I am asked to please a group of guys. Today an 8 year

Posted by a straight man

By iplzguys

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 42.8k 673 4.2k
#2
Tiffanyheels
Couple Trans Straight
Girlfriend loves movie theaters 90.6k 1.6k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Another camping adventure. 31.7k 389 3.2k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 56.6k 586 3.0k
#5
kimorafoxxsexycd
Gay Couple Trans
Hooked up with my first ftm trans man 92.1k 1.2k 3.0k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 55.4k 466 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 55.5k 278 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 51.2k 624 1.7k
#9
butchmax
Gay Couple Straight
She figured it out and changed my life 51.7k 423 1.2k
#10
radioman666
Gay Couple Straight
Hosiery fetish 60.9k 374 1.2k
Page 1 of 50 · Showing 110 of 500 authors
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