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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 at a Business Hotel
For this story, let's call myself Mr.J from Tx. I'm mainly a straight guy butI like to give oral to Ts ladies and some guys sometimes. I posted an ad earlier this week in hopes to maybe

Posted by a straight man

By jhn_rend

Unexpected Connection on a Business Trip
For this story, let's call myself Mr.J from Tx. I'm mainly a straight guy butI like to give oral to Ts ladies and some guys sometimes. I posted an ad earlier this week in hopes to maybe

Posted by a straight man

By jhn_rend

An Unexpected Connection Through Online Ads
Thi s started a long time ago. My wife and I had a good sex life but when I would eat her as soon as she would cum she would quit sucking my cock. This got very frustrating so I started looking on CL

Posted by a straight man

By likes big ones

An Unexpected Reunion with a High School Teacher
In high school. We had 2 male teachers that were different. Flamboyant. Spring in there step. All the students were sure they were gay. You know how students are. I went threw my 20s straight.

Posted by a straight man

By derake14

A Surprising Reunion at the Hotel
I am a str8 married man but had had a few bi experiences when I was much younger living in Philly. Mostly older men interested in a younger str8 man, mutual jo, massage, or strictly me just receiving

Posted by a straight man

By tbagger69

An Unexpected Encounter in the Backyard
Years ago I wanted to check out what was going on inside a tent a couple guys had put up in their back yard. So I walked up one evening and asked if I could come in. They agreed, and we started

Posted by a straight man

By dopeydew

An Unexpected Encounter at Home
I was probably about 28 when I met this older guy on here. When we decided to get together he had a sheet hanging up right by his back door for a makeshift glory hole. I walked in and he told me to

Posted by a straight man

By datrisky

A Curious Encounter with an Older Gentleman
When I was younger, I would masturbate a lot. Many times I would wonder what it felt like to have a cock in my mouth. While jerking off, I started to explore and slide different objects in my ass.

Posted by a straight man

By aldone95

An Unexpected Connection in Decatur
I consider myself straight. Occasionally I get the itch to stray. 4-5 months ago I craved dick. After several fakes , I connected with a bbc here on DL. I prefer bigger size and bbc is just that. So

Posted by a straight man

By lefty8

An Unexpected Encounter in the Kitchen
Well, the title says it all...but let me give you some background first. I am mid-50s, good-looking, 6'3, 260lbs...so a big guy. I have a hairy body and nice 7"+ cut cock...I keep my cock

Posted by a straight man

By bubblebi

A Unique Encounter at an Orlando Resort
I had had my cock sucked by a guy a couple times over the years, mostly at the glory hole or theater, but I was on a work trip to FL and decided it was time for me to try and suck one. This was

Posted by a straight man

By davehough

An Unexpected Encounter in a Truck
Im a 70 yo straight guy that is also an exhibitionist. I just love getting completely naked and flashing on the freeway. This is another story a bit different. I'm bikerart in So. Or. 2343, I

Posted by a straight man

By Guilly

An Unexpected RV Meeting with a Stranger
So I am a middle aged Bi guy who has an oral fetish. I absolutely love to give well hung guy head until completion. I am not into dating guys, in facet I have never kissed another man nor do i have

Posted by a straight man

By denn11771

A Rainy Day Encounter at the Bookstore
It was a rainy day I stopped by the bookstore here in Philly on my way home. Under my jeans I had on my wife’s light blue satin panties. After going inside and into the video booth area I noticed a

Posted by a straight man

By satinsilk

An Unexpected Invitation to Poker Night
Was laying in bed this morning playing with myself a bit ... Nipple stimulation and a bit of an erection as I played out this fantasy in my head .... A neighbor down the street occasionally hosts a

Posted by a straight man

By easyaspi

A Surprise Encounter at the Neighborhood Bar
So here I am at my neighborhood bar, sitting at the bar, sipping a cold beer. This is day 3 since I met and got fucked by the elder man. As I sipped my beer, I was watching, but not listening to the

Posted by a straight man

By oldandfun

An Unexpected Encounter with Older Men
I had a fantasy edtar older man for the first time I put publication doublelist he gave himself man wanted to suck me went I arrived there were 2 older men I lowered pants they started sucking

Posted by a straight man

By 69curios69

A Nervous Encounter in a Cozy Setting
I am his regular, He is tall black man that loves to orally please men, I come into his home, he locks the door behind me, I strip naked and sit down in his very comfortable chair. he gets on his

Posted by a straight man

By db6945

An Unexpected Meeting on a Dirt Road
Bi male who worked in delivery for a long time. One day while out delivering i met up with a guy on a dirt road. As I got out of the car he was looking at my shorts he dropped to his knees and

Posted by a straight man

By itsallgood30

An Unexpected Encounter in the Park
older man who misses sex i was walking along the local park walkway where in went into the woods and bushes when i saw movement and went to see, i was 2 men one older sucking each others cocks , i

Posted by a straight man

By softerlipps

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 40.2k 665 4.2k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser house party 84.4k 1.5k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 28.7k 381 3.2k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 54.0k 574 3.0k
#5
kimorafoxxsexycd
Couple Gay Trans
Gf knows I’m bi 83.4k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 51.8k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.8k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.5k 623 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.2k 375 1.2k
#10
butchmax
Couple Straight for Gay Straight
She didn't know till we where married 45.1k 384 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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