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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 Meeting in the Park
I was walking home from my neighborhood bar when a car pulled up beside me and slowly moved as I began walking faster. The passenger side window lowers and I see a senior male driving. He asks what

Posted by a straight man

By oldandfun

Unexpected Meeting at the Adult Video Store
Cruising thru guys for guys, same an ad they were at an adult video store. I went, found the booth he was in, and closed the door. He was a short Mexican vato, already stroking and hard. I sat down

Posted by a straight man

By PumaVale6291

A First-Time Experience at His Place
Last week I finally found someone real on here to host me, it has been about a year since getting to suck a guy off so I was eager to get there and start. He told me after I showed up that he lied to

Posted by a straight man

By CobraBlaze7206

A Stormy Night Hosting Adventure
A few years when I was single, I would place adds on Saturdays hoping to find at least one guy I could suck off, or that would fuck me. One particular Saturday it was raining and storming, but I

Posted by a straight man

By Anonymous

An Unexpected Connection at Work
Im not gay or bi,I absolutely love the taste and feel of a woman. When I was very young my sisters husband would teach me to suck him. Never anything else. Over the years I have gotten very good.

Posted by a straight man

By lvecock1

An Unexpected Connection with a Stranger
I've never considered myself gay but I do enjoy sucking another man, it's the excitement of being used for someone's pleasure that lures me. I had been meeting up with a married guy

Posted by a straight man

By dfwbibtm

An Unexpected Evening at the Neighbor's Poker Game
Was laying in bed this morning playing with myself a bit ... Nipple stimulation and a bit of an erection as a played out this fantasy in my head .... A neighbor down the street occasionally hosts a

Posted by a straight man

By easyaspi

Navigating Truth in Adult Dating Encounters
Am I THAT guy? Are you? I was looking through the various posts and found what I thought I was looking for. A MWM that was wanting to suck a cock. Sadly, he was a big disappointment. Turns out he

Posted by a straight man

By oralmaniac

Exploring New Boundaries with a Roommate
I wasn't really looking for sex, but was only looking for a roommate. I ran an ad on Craigslist for male or female. The first guy who showed up seemed perfect. He had a good job and was able to

Posted by a straight man

By jamashza

Exploring Curiosity: A Meeting with an Older Man
As far as I can remember I’ve always been curious to having another man have sex with me like he would as a female. When I was in high school I had my first homoerotic dream of my highschool

Posted by a straight man

By Anonymous

An Unexpected Encounter at Her Place
I'm a single male that craves BBW. DL is the place to look. So I run an ad for a BBW. I'm into giving and receiving oral, regular mf intercourse, including a mmf three-way, so yes, I fuck females and

Posted by a straight man

By jamashza

An Unexpected Night In With Friends
SIXTH: So I am on my hands and knees and just consented to getting my ass pounded. My friend removes the plug from my ass and tells me to get a condom. I come back and Jake is suck my friend and I

Posted by a straight man

By ocguy115

An Unexpected Meeting Over Drinks
FIFTH: I left his place satisfied that I was able to make him cum but was super horny so when I got home I jerked off thinking about getting throat fucked. We continued the same routine for several

Posted by a straight man

By ocguy115

Navigating First Encounters with a Neighbor
FOURTH: So my first real blow job was a disaster. I was embarrassed again and started to think that I had gone too far with all of this. I felt guilty and needed to end my "lessons".

Posted by a straight man

By ocguy115

A Night of Unexpected Connections
THIRD: The following week, he chats with me online and asked if I was ok. He knows I am straight and spreading for a man might have been too much. I told him no that I was enjoying it. Then I

Posted by a straight man

By ocguy115

Exploring a Unique Relationship Dynamic
SECOND: So there I was, a straight guy, bending over with my legs spread wearing a jockstrap with my ass at eye level of another man. It was almost surreal, like an out of body experience. Finally

Posted by a straight man

By ocguy115

From Online Chat to In-Person Connection
FIRST: One of my very first times with a man was after chatting with a man in an old AOL chatroom. I was in my late 20's, was fortunate to be attractive to women and was looking for something

Posted by a straight man

By ocguy115

A Senior's Journey to New Connections
As a widowed senior male I have considered myself 98% male. Twice in my life I've slipped into the curious player, once as a teen and once a couple years ago. I have to admit the last one has

Posted by a straight man

By lesvt54

A Surprising Encounter at a Gay Couple's Home
Hello Gorgeous ppl! I consider myself Bi/straight, love pussy but also love getting head and fucking ass from men. So I'm a married gentleman that doesn't get the attention I need from the

Posted by a straight man

By Thatoneguy916

Unexpected Meeting on a Nature Trail
Another PANTYHOSE Fantasy: My Kik:LuvUGA As always, I wear Legg’s suntan PANTYHOSE almost daily and enjoy my nice butt plug on the weekends. Located in Atlanta and Gwinnett area. I travel for

Posted by a straight man

By RobinCreek3009

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 40.3k 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 54.1k 574 3.0k
#5
kimorafoxxsexycd
Couple Gay Trans
Gf knows I’m bi 83.5k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 51.9k 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 11.3k 375 1.2k
#10
butchmax
Couple Straight for Gay Straight
She didn't know till we where married 45.2k 386 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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