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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 at the Men's Spa
Chapter 1. I've always loved anal pleasure but tonight I was craving more! I wanted a real cock and so I went to the local men's spa! Stepping in the hot tub i notice a man undressing

Posted by a TS / CD

By lanacumslut

An Unexpected Connection in the Warehouse
I got divorced in 2003 after 3 years of a horrible marriage. I only got head 3 times and it always ended in a fight. I couldn't understand what was so bad about it and why she hated it so much.

Posted by a straight man

By JackalFrost2774

A Beach Drive Adventure Before Spring Begins
She had driven us to the beach, right before spring had begun. I'd kept my left hand firmly on her upper thigh, lightly squeezing. My fingers slightly pressing into her flesh. Caressing from the

Posted by a straight man

By teddyblueeyes

Navigating Confusion in Love and Desire
straight all my life had a couple bjs.but never thought I would want to try oral. or sex. I tried my hot girls thongs too. I am a masc tall guy .i love women. younger too. I had 2 younger. but I

Posted by a straight man

By Deleted User

An Unexpected Encounter at the Adult Theater
I enjoy CDing when possible and adult book stores. One afternoon I decided to go dressed in a romper and t strap sandals. I went in and sat in the open theater for a while then moved to a private

Posted by a TS / CD

By kari_b89

Curiosity Leads to an Unexpected Meeting
29, wm. Responded to an ad for a local Glory Hole. I’m straight, but was horny and curious so thought why not. I get there and the guy told me to walk in the side door. It lead to his laundry

Posted by a straight man

By Deleted User

An Unexpected Encounter at the Bar
I was Standing at a quiet bar in an upmarket establishment just enjoying a cold drink, Taking no notice of the other customers until I heard a faint but cheeky little laugh somewhere behind me,

Posted by a straight man

By Anonymous

A Surprising Meeting at the Apartment Gym
Im 49 white 5 11 142 femme smooth CD i ve been dressing since 15 years old a friends mom actually encouraged me thankful she did i now live in a large apt complex recently i was at the apt gym and a

Posted by a TS / CD

By bensha

Exploring Boundaries in a Hot Tub Setting
So a few years back, I was hanging out with a buddy of mine and a girlfriend of his from the UK in a hot tub. Before you know it, we were both ripping off her bikini and taking her up to the bedroom.

Posted by a straight man

By 1horny_bi_guy

Unexpected Encounters Through Secret Emails
I posted looking for a jackoff partner... I'm a married man and curiosities where getting the best of me. A guy answered and I went to his place. We started jacking each other off and he gave

Posted by a straight man

By hueyhouston

A Unique Craigslist Connection Leads to Adventure
Grace and Brian first meeting Back in the day I used Craigslist like everyone else, Being straight I always searched for the women which usually ended up fruitless. One night I saw a post for a

Posted by a TS / CD

By bigbriincali

A Secret Meeting in a Private Bathroom
I met this guy last summer and sucked his cock in his car in a park. I figured ok, I suck, you cum, I swallow then leave. We tried several times more to hookup but was never successful. The week

Posted by a straight man

By Deleted User

An Unexpected Guest in the Bedroom
I am a bi married man, 35, who likes to dress in his girlfriend's clothes. Once when she was out of town I was horny so I got on DL and put an ad for a top. In my ad I said I liked to dress up

Posted by a straight man

By Deleted User

Adventures at the Nighttime Rest Area
i have been a cross dresser for years and in the town where i lived there way a rest area off of the highway. it was well know for being a place for gay encounters. there was lots of trees and

Posted by a TS / CD

By Deleted User

Curiosity Leads to a Surprise Encounter
I had been posting on her for a bj from a girl, but I hadn't had any luck. It had been so long since I had a good bj and I was so horny I decided I would look in guys for guys. I found one post

Posted by a straight man

By khead1994

An Unexpected Meeting in a Hotel Room
I'm 23 and a petite asian ladyboy. I had an older, around 60, white guy come over who wanted me to suck him off and he wanted to record it. So he comes to my hotel room and sets up his camera. I

Posted by a TS / CD

By khead1994

Unexpected Encounters at the Arcade
I'm more into pussy but I like to watch videos and jack off so sometimes I would go to an arcade. I happened to go to one in New Mexico that had glory holes in every stall. It wasn't long

Posted by a straight man

By wherly

An Unexpected Night with a Close Friend
I went out drinking with a buddy one night . We got pretty tore up . So he wanted to spend the night at my house . So I woke up to him sucking my cock . He was doing pretty good swallowing most of

Posted by a straight man

By bi_buddy

A Journey of Self-Discovery in a Hotel Room
I had always crossdressed but it was always alone at home and I never ventured out but that was about to change. My fantasy was to become a cum-loving slut under the direction of a strict mistress.

Posted by a TS / CD

By Deleted User

An Unexpected Encounter at an Apartment
I have only once found a real Gloryhole online. The ad was posted by a guy that had an apartment not far from where I was working. He had hung a sheet in a doorway with a hole through it. I answered

Posted by a straight man

By pjh978

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
Rekindled romance at work 58.5k 837 4.4k
#2
Tiffanyheels
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#3
kimorafoxxsexycd
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Love my mans appendage 124.7k 1.4k 3.5k
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Picnic Fun 47.3k 513 3.3k
#5
cnysub
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#6
sissyjamie4daddys
Trans Couple Straight
I love water 69.9k 487 2.0k
#7
wally4u
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Got Wife Off Flying To Cabo! 66.2k 301 1.9k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 53.4k 639 1.7k
#9
powers8
Gay Straight Straight for Gay
A fantasy come true 81.5k 664 1.7k
#10
butchmax
Straight Couple Gay
Remodeling the kitchen took a lot longer 79.8k 608 1.6k
Page 1 of 50 · Showing 110 of 500 authors
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