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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 Connection at the Neighborhood Bar
This is a true story. My first encounter with another man was when I was 23. I was very athletic and had a very nice body. I had recently had knee surgery and I decided to go to the bar in my

Posted by a straight man

By Deleted User

A Weekend Encounter That Changed Everything
About 22 years ago I was curious but never been with a man my wife was out of town for weekend Internet was fairly new as was gay site I met a black man named scott he cam over we started kissing I

Posted by a straight man

By bullittt2

Unexpected Weekend Meeting in the Home Office
I'm Bi and when I go to our home office I have a guy I meet up with regularly. For whatever reason I needed to be there on the weekend, and it was a nice sunny day. My friend knocked at my

Posted by a straight man

By johnsmith9512

A Birthday Celebration with Unexpected Guests
My girl and I have had several three somes by the time our relationship reached its third year. But it was my birthday and I wanted something special for her and I. Being my birthday party favors

Posted by a straight man

By Nick Wright

An Unexpected Encounter on the Porch
I post that I'm straight but really am Bi. I love watching a guy work his mouth head to balls deep. And I love how fun it is to recip and you slurp their cum from their dick... mouth hanging

Posted by a straight man

By Deleted User

Exploring Intimacy in a Cozy Setting
Climbing on the bed following him he lay on his back as I sit next to him, so what do you think he asks me, this could be fun. Roll over on your belly I tell him, ok as he does, I find my way into

Posted by a straight man

By Deleted User

A Surprising Confession Between Siblings
I have to start off by saying I like sex and as I got older I started to consider different options. but this one surprised me and I had to finally admit, when it comes to sex never say never. ever

Posted by a straight man

By Deleted User

A Surprising Visit to the Local Adult Shop
Have actually been more into sucking cocks lately and having loved to the northwest I decided to try out a local adult shop with booths. Being I had never been in one I did not know what to expect.

Posted by a straight man

By Deleted User

Unexpected Encounters During a Wedding Trip
25 year old white guy. I was out of town at a friends wedding. It was a good drive so, I had to stay in a hotel half way. While there I scrolled through Tinder hoping to find some fun. Strike...I got

Posted by a straight man

By Deleted User

A Journey of Curiosity at the Adult Store
I had always wondered about those xxx stores and what went on in the back. My older friends said you could get a blow job there if you didn't mind a guy doing it. They knew my birthday was soon

Posted by a straight man

By Deleted User

A Surprising Meeting at the Local Store
i am bi white male not sure whate i am but when i am in the mood i become a cock sucking slut can not get enough the porn store on north ave is only place i can go anyway sometimes i get huge hard

Posted by a straight man

By Deleted User

A Groomsman's Unique Gift Experience
I recently got a fleshlight from a friend who got married and asked what I wanted as a groomsman gift. Being young and broke, I asked for him to buy me a fleshlight. He agreed and within a couple

Posted by a straight man

By Deleted User

A Surprising Meeting at the Bookstore
im in my 60s now if we have to use a label id say im bi and that i enjoy sucking 7plus cocks alot ive had many different experiences mostly at adult bookstores back when there was

Posted by a straight man

By luv2suk7plus1

Exploring New Connections Over Conversation and Toys
Continued from a previous story .... He went to a box of toys and pulled out a couple butt plugs. He looked them over, picked one and told me to turn around and bend over. Lubed it up, then pushed

Posted by a straight man

By HermitDune2730

An Unexpected Connection Through Online Dating
I am a bi guy that loves to suck cock and get fucked. Met a guy on CL, so you know how long ago that was...... He was looking for someone that wanted to experience anal orgasms and liked to get

Posted by a straight man

By HermitDune2730

An Unexpected Visit Leads to Surprising Moments
Bi guy here. Love both pussy and cock. Answered an ad on DL from a guy wanting a blowjob. We had a couple back and forths and he invited me over. He told me the front door would be open, to come

Posted by a straight man

By HermitDune2730

An Unexpected Encounter at the Movie Theater
One day i was bored and saw that an adult movie place was a short drive away. Drove there hoping to just relax and watch some porn maybe get my cock sucked. Being new to area, dropped in late one

Posted by a straight man

By Deleted User

An Unexpected Connection on the Subway
What I did on the Subway on the way home Part ONE Here comes the train! I hope it's not crowded this subway platform is so loaded with people; I know I'm going to be pushed on. Damn, I

Posted by a straight man

By Deleted User

A Married Man's Journey of Self-Discovery
I'm a married man and had never thought about being with another man until I watched some gay porn and saw a man fucking another man. This made me hot and curious about sucking a cock and

Posted by a straight man

By Deleted User

An Unexpected Visit from a New Friend
So I am 60 and I was looking for an Older Lady to have fun with. After placing several postings I received an email from a lady that was in the same town as me! She was married and was 75 and she

Posted by a straight man

By tommy8

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 38.6k 645 4.2k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser house party 83.3k 1.5k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 28.1k 381 3.2k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 52.5k 568 3.0k
#5
kimorafoxxsexycd
Couple Gay Trans
Gf knows I’m bi 82.1k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 51.0k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.5k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.3k 621 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.1k 373 1.2k
#10
butchmax
Couple Straight for Gay Straight
She didn't know till we where married 44.1k 383 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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Some Stories Are Meant to Be Heard

Experience the story in a whole new way — seductive, immersive, and made to be heard.