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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 Encounter at His House
So I just went and met up with a guy I met on here. I am for all intents and purposes a straight man. But I have a curious nature. So this guy had a post about finding someone to give steady oral sex

Posted by a straight man

By grey36

Exploring Curiosity Through an Unexpected Meeting
I've always been straight without question, but as time went on I started getting curious about sucking cock and tasting cum. After watching countless videos of guys cumming I got the courage up

Posted by a straight man

By bill.younders

An Unexpected Meeting with an Older Gentleman
I had met an older guy from here. I am 54 he was early 70’s. He told me when I walk through his front door to grab his cock. He wanted me to let him know why I showed up. He dropped his sweats

Posted by a straight man

By Deleted User

An Unexpected Connection at the Park
I am a married man in my forties who has had a bisexual side for years. I am a top and love beautiful, younger bottom guys. I found an ad by a young man early in 2019, but we never met until last

Posted by a straight man

By Deleted User

A Married Guy's Discreet Home Encounter
Bi, married guy here. 50 yo and always horny. Really like giving and receiving head. Met another married guy on here who can sometimes host when his wife is at work. Went to his house a few

Posted by a straight man

By socalfeetguy

A Curious Adventure Leads to Unexpected Connection
I was always curious about oral from a guy so I posted an ad one night and got a response from a guy near me. We chatted a bit and I headed over. He led me to his bedroom where I dropped my pants,

Posted by a straight man

By Deleted User

An Unexpected Visit from an Older Man
30 year old male what this weird obsession I'm having an older man make love to me well I found one on here old enough to be my dad instructed me to answer the door naked so I did and when he

Posted by a straight man

By jerem07y

Exploring Curiosity: A First-Time Encounter
25 mostly straight but curious about playing with another guy. Responded to an add here and exchanged some messages with a gay guy around my age. He invited me over and was blindfolded wearing

Posted by a straight man

By Deleted User

A Surprising Encounter at College
So I’m young And a decent size. I was horny but no girls were responding to my ads or when I emailed them I never got one back. So I said fuck it I needed to but and I wanted a bj. I should

Posted by a straight man

By Wilsc

A Spontaneous Encounter in the Backyard
It had been awhile since I've hooked up with anyone. I posted for some backyard fun at my place. I have a really large privacy fence that truly creates outdoor privacy. A man in his late 20s

Posted by a straight man

By gobetogo

Unexpected Meetings in a Parking Lot
I’m a married bi guy. I’ve met two different guys on here. The first was from an ad I responded to. We met In a car pool lot each time. The first time I looked at pictures of his sexy

Posted by a straight man

By vh_male

An Unexpected Ride Home and Confession
so my manager at work always looked at me when he thought I did not know. One night I needed a ride home. I was bitching about my girl who did not pick me up. He started to bitch about his husband.

Posted by a straight man

By BisonInlet7896

An Unexpected Encounter at a Local Venue
I met a guy on here that wanted to meet at local abs. We met there and went in there must of been like 10 other guys standing around. I went into one of the booths and guy went into other. He wanted

Posted by a straight man

By Anonymous

Exploring New Relationship Dynamics and Preferences
So i was reading about pegging and seeing how it said if im into it its not necessary gay unless i was thinking of a man fucking me at the time , well what if you can find a girl to peg you and it

Posted by a straight man

By CondorZenith7298

Exploring New Experiences at Sixty
When I turned 60 had my first blow job from a man it was so good I came down his throat he didn't want sucked then I met another man later on and I suck my first cock when he got ready to cum I

Posted by a straight man

By iloveoral

An Unexpected Threesome Experience at Home
So 22 straight here that had been looking for first time gay experience for a while. Finally found someone willing to play that had a sexy body and big cock. After messaging for awhile I finally

Posted by a straight man

By bisex20

A Young Guy's Unexpected Alley Meeting
Im a young new bi guy who met up very discretely with a older guy off in a back alley too suck his cock. I asked him to have his cock ready and when i snuck in beside him i was shocked by the

Posted by a straight man

By Deleted User

Unexpected Meeting at the Mini Theater
Bi mwm, always horny, and looking for a fun encounter. I love pleasing young n hung, especially bbc. Recently saw a post to meet at abs, responded I was on my way. Got there, connected, then went to

Posted by a straight man

By IguanaAegis6606

An Unexpected Encounter on a Business Trip
I am a 50 yo married white guy. I discovered about 10 years ago that I love sucking cock. I was on a biz trip and posted looking for someone to suck. After emailing back and forth for about an hour

Posted by a straight man

By Deleted User

Unexpected Meeting at the Hotel Lobby
Mostly straight and have a girlfriend but occasionally like to experiment with cock. I answered an ad for a married guy in town for business and hosting at his hotel. We met in the lobby and he led

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
Rekindled romance at work 58.3k 834 4.4k
#2
Tiffanyheels
Couple Straight Trans
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#3
kimorafoxxsexycd
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Love my mans appendage 123.6k 1.4k 3.5k
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KestrelElbow9092
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Picnic Fun 46.8k 508 3.3k
#5
cnysub
Gay Trans Straight
Mentor loans me out 71.8k 676 3.2k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 69.5k 486 1.9k
#7
wally4u
Couple Trans Gay
Got Wife Off Flying To Cabo! 65.8k 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 80.9k 662 1.7k
#10
butchmax
Straight Couple Gay
Remodeling the kitchen took a lot longer 79.4k 600 1.6k
Page 1 of 50 · Showing 110 of 500 authors
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