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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 Connection at the Neighborhood Store
I am a 65yr old straight man or so I thought. About a week ago I stopped at a neighborhood store to get a 12 pack. As I was in the store a middle aged Hispanic man was behind me, I heard him

Posted by a straight man

By majestic69

Unexpected Moments During a Fishing Trip
Local state park near Oxford ohio ...... When I was a young man I would say in my mid twentys I would go fishing a lot never ever had any interest in a guy......at that age was still having good

Posted by a straight man

By Deleted User

An Unexpected Encounter in an Industrial Area
Mostly a straight guy. However I have a big weakness to black men, they do something to me that I can't control, nor want to. My first experience "or should I say" when I lost my

Posted by a straight man

By givemebig

An Unexpected Connection During My Checkup
Every year I go to my doctor for my annual physical exam. The first time I saw my doctor there was so moths made me aroused about him. He told me to completely undress so he could examine me. He

Posted by a straight man

By Deleted User

An Intimate Evening at His Place
I met an Asian man through DL and after a few emails we met at his place. He took complete control. I laid there and he got on top of me, he wrapped my legs around his waist and we grinded our cocks

Posted by a straight man

By amesliver

A Memorable Holiday Encounter in Calgary
Ten years ago,visiting Calgary was feeling strange- horny and daring. Got a room at the YMCA- checked in then poured a couple vodka and cokes- downed then,then went to th steam room . Kinda looked

Posted by a straight man

By gypsy1300

A Surprising Encounter in a Hotel Room
After always being a top, I finally decided to try the bottom bunk and answered an ad on DL. This guy had a seriously gorgeous cock. Cut, about seven inches, and he got hard quickly. He had an

Posted by a gay man

By Deleted User

Unexpected Encounter in the Workout Room
I was working out in the workout room in my building and another man came in to work out too. It's a small workout room with only a few machines. He asked me if he could work out with me and I

Posted by a straight man

By NewtMaple5646

A Relaxing Encounter at the Korean Spa
This happened just before the world shut down for COVID, I was at my favorite Korean spa and bathhouse. As I was checking out the various coed sauna offering I noticed two really hot young guys a

Posted by a gay man

By Anonymous

An Unexpected Encounter After Pool
My first m on m encounter happened when I was 24 and naieve. I'd been playing pool in a bar with and older guy probably late 40s. Last call sounded and he said he lived nearby and had a good

Posted by a straight man

By Deleted User

A Married Man's Unexpected Adventure
I’m a married man in my mid twenties. A couple years ago I had my first gh experience. I had thought about messing around with a guy before but I had never gone through with it. This time was

Posted by a straight man

By Deleted User

An Unexpected Encounter in a Dark Room
So I'm mainly str8 but have played some on the side with a male. Usually it's him blowing me in a dark room at my work, but this last time we got together, I said let's 69 and he was

Posted by a straight man

By scuba0044

An Unexpected Visit with a Dominant Friend
I recently had an unusual experience with a dominant cross dresser. He was looking for someone to service him orally while he was wearing panties, garter and hose. I was to stay clothed. I reached

Posted by a straight man

By Deleted User

A Weekend Surprise with an Unexpected Guest
I am happily married woman, have been for over 30 years. I've gotten bigger, and my husband has stopped giving oral pleasure. I still suck his cock, and we have sex, but he won't eat my

Posted by a straight woman

By oldarmy

An Unexpected Connection at His Apartment
Couple years back answered add. Black cock looking for masculine white guy. I had to try. Got a response. We met up that day. I went to his apt. He let me in. He Didn’t say nothing. Sat down

Posted by a straight man

By gamble1202

A Journey of Self-Discovery in Brooklyn
I've been curious ever since Junior High School. While in the bathroom urinals I would always peek over to see the boy's cock next to me, just to see if it was bigger than mine or what it

Posted by a straight man

By chinx1

An Unexpected Encounter at a New Friend's Place
I am a bisexual married man and i sometimes hook up with other men for some stress relieving anal sex but last weekend my wife let me go to a gay bathouse (she knows i am bi) but i was going to meet

Posted by a straight man

By dstl48bi

A Business Trip Leads to an Unexpected Meeting
while I was away on business I got really horny in my hotel and started to watch a little porn. Not sure what got into me but after watching handjob videos, I really felt the urge to give someone a

Posted by a straight man

By KiwiIndex7801

A Camping Trip That Changed Our Friendship
Back in the summer of 2012, I was 18 and had just graduated from highschool. The weekend after graduation a group of friends and I decided we would go camping and celebrate. We get there get tents

Posted by a straight man

By khead1994

A Married Man's Unexpected Encounter at Home
I'm a 51 y.o. married man who has a nice sex life at home. But every once and a while I get that craven to watch a guy suck me off. Guess it's a dominat thing. Now when I say great sex life

Posted by a straight man

By funguyonthebay

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
The fast and furious 59.7k 840 4.4k
#2
Tiffanyheels
Couple Straight Trans
Girlfriend turned bi and craves females 132.3k 2.0k 3.9k
#3
kimorafoxxsexycd
Gay Trans Couple
Swallowed my bfs meal at lunch 127.4k 1.4k 3.5k
#4
KestrelElbow9092
Straight Gay Couple
Picnic Fun 48.4k 517 3.3k
#5
cnysub
Gay Trans Straight
Part 1 Nude Performer 74.9k 694 3.3k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 71.4k 487 2.0k
#7
wally4u
Couple Trans Gay
Got Wife Off Flying To Cabo! 67.0k 308 1.9k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 53.6k 644 1.7k
#9
butchmax
Couple Gay Straight
I Guess We Asked for it 82.8k 616 1.7k
#10
powers8
Gay Straight Straight for Gay
A fantasy come true 82.6k 668 1.7k
Page 1 of 50 · Showing 110 of 500 authors
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