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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 Surprising Meeting at the Motel Bar
I watched porn for years, jacking off as my wife has not been sexual with me for a long time, once in awhile I watch gay sex videos, but they are just not as good as women sucking cock and sex

Posted by a straight man

By butchmax

Exploring a Wild Fantasy Together
I'm a straight male that is with a young woman with a wild side.She goes to college a few hours away.I have posted some of the wild things her and I have done.One day she had this wild fantasy

Posted by a straight man

By Miniho

An Unexpected Visit Leads to Surprising Confessions
I an a 63 t/o white male. I love to dress in sexy thigh hi's and silky thong. My GF went to work the other night, I broke out my toys, put on some Trans porn *my favorite. After I inserted a

Posted by a straight man

By photoguy62

Unexpected Meeting at the Downtown Bar
I sat quietly in an older downtown bar, sipping my beer. The place was full of older senior men, some sipping their beer in glasses provided for them to pour beer in. I continued to look around when

Posted by a straight man

By oldandfun

Exploring the Adult Store Alone
Part two dressing up and going to the adult store alone.I didn't know exactly where the store was at.I drove down the street it said it was on.I passed this gray concrete building that

Posted by a straight man

By Miniho

Unexpected Adventures on a Sales Trip
My first day back to work after Christmas and New Year vacation.I walked in to my office when my boss came in and said that he needed me to go be a salesman for the week.I was a sales guy back when I

Posted by a straight man

By Miniho

Unexpected Connection at Walmart Aisles
Stopped to get a few things in walmart and as i was looking at paint a black guy asked if i had used that brand before. We talked a minute and he kept rubbing hisself and smileing at me . I didnt

Posted by a straight man

By eastsider

Exploring New Experiences at an Adult Bookstore
I've been married for a long time and after many years the sex at home seemed far and few between and it seems the wife lost interest. Being a usual man, my sexual desires continued with a need

Posted by a straight man

By GOz

An Unexpected Connection: Meeting Online
I’m not gay, I consider myself more bi, I’ve been in a relationship for the past 12 years but every now and again I get an itch that can only be scratched by sucking a nice dick and

Posted by a straight man

By BigMike

An Unexpected Encounter at Work
This site works sucked my first cock after 2 days he came in didn't say anything I just dropped to my my knees and sucked his cock for 30 minutes of deep throat cock sucking action he loved when

Posted by a straight man

By bob167

An Unexpected Encounter on the Couch
I am a straight DL 56 year old man who recently experienced being fucked by a man until he climaxed. Before a different guy my age played with me with massages, rimming and fingering. He put in once

Posted by a straight man

By Deleted User

Reflecting on Playful Moments of Control
I miss the way Kreed would cum over and turn me over his knee, pull down my pants and spank my bare bottom long and hard. He would spank me good, having me grunt and moan and squirm over his knee in

Posted by a straight man

By tommyspanks

An Unexpected Visit in Anchorage, Alaska
Last year I was in Anchorage, AK on a five month work contract. I had found on DL a professional guy, late forties like me, who liked to suck cock and we ended up connecting at his home and he

Posted by a straight man

By NotJohnDoe22

A Last Day of Fun and Transformation
So my girlfriend is dressing up like a woman.Its going to be my last day before I leave back home.We had went out last night and I had fun.She was fixing my face with makeup that she picked up.She

Posted by a straight man

By Miniho

An Unexpected Night with a Buddy
It all started hanging out with a buddy of mine. One Tuesday after work he asked if I wanted to come over, hang out for a few. We we talking and knocking a few back when out of nowhere he said, I

Posted by a straight man

By masondixxon

An Unexpected Journey of First Experiences
MY FIRST TIME BOTTOMING 2. With me so relaxed and in a state of euphoria I didnt say anything. As he continued toungeing and kissing around my hole, I felt something harder and longer slowly getting

Posted by a straight man

By derake14

A Journey of Unexpected Comfort and Connection
FIRST TIME BOTTOMING.1 The wife hadn't been giving up the pussy. I was super horny so decided to get on the old craigslist to find a guy to suck me off. I had done it 3 or 4 times before. This

Posted by a straight man

By derake14

A Night of Surprises at College Party
I'm a college athlete, white tall & fit. I lucked out with a hot nerd girlfriend, and it's been awesome. But this story is not about that. She's got two roommates, another girl

Posted by a straight man

By calculatedrisk45

A Biker's Thrilling Freeway Experience
L'm a straight married guy but crave some cock fun. I'm bikerart2343 also an exhibitionist and just love to drive the freeway naked in the early morning going to work. I flash truckers

Posted by a straight man

By Guilly

A Curious Encounter with My Neighbor
Our neighbors moved in a little over a year ago. We get along great. Very friendly people and have enjoyed a beverage or two on the deck with them. He worked from home and she was a nurse so

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 Straight
Parking lot kiss 36.5k 636 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser and girlfriend 81.0k 1.4k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 26.8k 371 3.1k
#4
cnysub
Gay Trans Straight
Ads on DoubleList 49.7k 557 2.9k
#5
kimorafoxxsexycd
Couple Gay Trans
Watched ex gf 79.2k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 49.1k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 53.9k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 49.9k 617 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.8k 369 1.2k
#10
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 34.7k 353 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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