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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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House Sitting For a Friend
I meet this older businessman after our first meeting he asked if I wanted to meet again. He told me he was going to be house sitting for a friend. We email & made arrangements for our second

Posted by a straight man

By bimwm4fwb

The trailer
So Larry told me he had to go to Toronto on Thursday and said that he wasn’t going to be sucking me for a couple of days. I told him that I could go with him and he was happy. So Thursday we

Posted by a straight man

By kenhenderson1959

I was hooked after the first time
Mine started out as going to a house that replied to my Handyman service! When I got there a guy probably in his mid 30s took me and showed me what he’s wanting repaired. We agreed on a price

Posted by a straight man

By Daniel

Hotel No Tell Business Person
Found this personal add men seeking men he wanted to meet for oral and see were it goes. I sent him a reply gave him my stats and we emailed back and forth a couple times. He asked what day I could

Posted by a straight man

By bimwm4fwb

First time getting intimate
Responded to an ad on DL for somebody to join two other guys and have some fun. I went to the apartment met two other guys went to his bedroom and everybody got naked. We started rubbing each

Posted by a straight man

By ToadCoral2205

Mind Spinning Fantasy Thoughts
Continue from 2nd story (recap) I just sucked my first cock my second bi experience. I was kind of surprised how fast he had me clean up and was guiding me out the door. I’m in my truck

Posted by a straight man

By bimwm4fwb

Thoughts that keep coming back
Mid 90’s Been with my GF a while now and we’re in a great relationship. Still in our 20’s we fuck like rabbits she’s got an amazing body long sexy legs small tits Gorgeous ass

Posted by a straight man

By bimwm4fwb

First gay encounter
Im a straight guy who has always been curious to see what it would be like to be with a guy but this one night i was super horny and looking for a meet and hook up site or app and came across this

Posted by a straight man

By darnell27

First Time Meeting
It was mid 90’s computers were somewhat new and most internet was dial up. There was a chat program called ICQ it had different room you could swap pictures in. One room lead you to the next

Posted by a straight man

By bimwm4fwb

At the college.
I was a student last year, at a local college. I saw a post about a guy wanting a bathroom stall encounter. It got me hot, and I knew where to go. He wanted head, and maybe ass, if I could take it,

Posted by a straight man

By jkyser82

He Was Married, Ended Up the Wife
The door hadn't even fully closed before the atmosphere shifted. He didn't need an introduction; the way he stepped into the room, shoulders slumped and eyes downcast, told me everything I

Posted by a straight woman

By Meowminx

Halloween night
I was in my 20's and was not a very big guy at all at 5'9" and 125 soaking wet. I thought I would dress like a woman for a Halloween party. I wanted to be as convincing as possible and

Posted by a straight man

By mickey11996699

The trailer
Part 2 cont’d. As we walked through the trail we could see guys in small groups stroking their cocks. We motioned them to follow us to a small clearing. Larry got on his knees and took off his

Posted by a straight man

By kenhenderson1959

The trailer
So Sunday morning I was still sleeping on my stomach and felt a pair of hands massaging my ass cheeks and said good morning Larry. He replied back with morning I miss eating your ass. With that his

Posted by a straight man

By kenhenderson1959

Incredible Car Fun
The other night I was extremely horny per usual. This time I figured I would get on DL and see what was available. After checking some messages there was a person interested in blowing me. We talked

Posted by a straight man

By thickpen7_5

First Group Part 2
If you read my story on my first anonymous encounter at a group, this is a continuation of that day. After the spit roast, I decided to see what was going on upstairs. There was a bathroom, a

Posted by a straight man

By rayflinn212

I thought I was straight
I’d always had girlfriends all through growing up going through school. Junior year I was with a cheerleader in and all was good until senior year gym class . His name was James Y. one of the

Posted by a straight man

By Assround

First Anonymous Experience (& Group experience)
I had been chatting with a guy online, and he started telling me that I’d be a perfect addition to a group that he would attend. He put me down n contact with Tom the guy who ran the group.

Posted by a straight man

By rayflinn212

Wife Walks In
I am a male and sometimes play on my bi side. I posted an ad looking for another mwm while my wife was at work. She sometimes works the second shift at the hospital. My buddy arrived and we got naked

Posted by a straight man

By tborsetti

Bookstore pitstop
Not getting any sex at home being married started yo very boring . One day i was running errands and past a bookstore i had pasted many times before . I had extra time that day and decided to stop in

Posted by a straight man

By eastsider

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
Rekindled romance at work 58.3k 834 4.4k
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Tiffanyheels
Couple Straight Trans
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kimorafoxxsexycd
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Love my mans appendage 123.8k 1.4k 3.5k
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KestrelElbow9092
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Picnic Fun 46.9k 509 3.3k
#5
cnysub
Gay Trans Straight
Mentor loans me out 71.9k 676 3.2k
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sissyjamie4daddys
Trans Couple Straight
I love water 69.6k 486 1.9k
#7
wally4u
Couple Trans Gay
Got Wife Off Flying To Cabo! 65.9k 296 1.9k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 53.4k 639 1.7k
#9
powers8
Gay Straight Straight for Gay
A fantasy come true 81.0k 664 1.7k
#10
butchmax
Straight Couple Gay
Remodeling the kitchen took a lot longer 79.5k 601 1.6k
Page 1 of 50 · Showing 110 of 500 authors
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