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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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Unexpected Meeting at the Park Tailgate
Met with J & L yesterday by accident at a local park. They already had 2 lined up but gladly J took on all 3 of us on their tailgate. I took last and it was running out of her like milk should.

Posted by a straight man

By @LongDongChong8

Unexpected Encounters in Atlantic City Bookstore
Well, I am a bi guy but no one would suspect. So, I was in Atlantic City for a convention and they have a few adult bookstores there. So, I decided that I would stop off at one. I had been there

Posted by a straight man

By wankerfun

An Unexpected Connection at the Office
I started chatting with a guy that responded to my ad on dl that I was looking for a bj from a man . We exchanged cock and body pics . We decided to meet at his office at 12:30 as his employees

Posted by a straight man

By Deleted User

An Unexpected Late Night Meeting in a Car
I met this one guy on here,(BLACK GUY) on here who just wanted some head my first time ever being with a guy too we met up at a pack @ like 3 am he hopped in my car and whipped out his dick it was

Posted by a straight man

By luvejay2

Discovering New Connections Through Online Ads
I have been married for 20 years. The past 6 years of marriage its been a little on any physical level. She puts out 1 or 2 times a year and its very frustrating. So I discovered DL and placed an

Posted by a straight man

By occock

Exploring Personal Stories Over Drinks
My Introduction part 2. After the party we staggered back to there house. It was a nice split level home. We made sit around having a few drinks. That's when my drunk mouth started asking

Posted by a straight man

By derake14

A Surprise Visit Leads to Unexpected Connections
I was thinking of Mario, we've met twice, have had a great time sucking and fucking each other. I wanted his cock and cum. I get a text from him wanting me to come to his house for some fun. I

Posted by a straight man

By oldandfun

An Unexpected Connection from Shower to Bedroom
Part 4 … my hand, gently running down his stomach, grabbing onto his soaked up, long, soft cock as I stroke and rubbed it, cleaning it up my lips, kissing on his neck, kissing on his shoulder

Posted by a straight man

By Dedavis

An Unexpected Connection in a Surprising Moment
Part 3 … I was in utter disbelief. I couldn’t believe the first guy I was ever with 14 inches of cock and I had every inch of it buried in my ass. Now he started working long, slow

Posted by a straight man

By Dedavis

An Unexpected Encounter with a Friend
Pt 2 … I couldn’t take my eyes off the massive mess of his soft 11 inch dick hanging there. He rubbed it all over my hard, throbbing wet dick. I told him to lay down. Let me return the

Posted by a straight man

By Dedavis

An Unexpected Encounter During Room Cleaning
I had seen the maids out in the hallway of the hotel that I was staying at one of them caught my eye a sexy Latina. I knew she would be down to clean my room quickly. I got naked laying on my bed, my

Posted by a straight man

By Dedavis

Discovering My Authentic Self and Journey
Growing up, I always felt a little out of sync with everyone around me. It wasn’t dramatic—just this quiet feeling that I was walking a different path. I didn’t have the words for

Posted by a straight man

By Deleted User

Unexpected Meeting During a Work Trip
Two part story: Part 1: Was on a work trip for a few days and love to meet/play with new people. As I am not on any dating apps/sites, I looked on here. Meow I am more Heteroflexible. I don't

Posted by a straight man

By smithwv23

Exploring Desires: A Park Meeting Story
Swfbttm: (My situation part 2) Jeff and I chatted for a couple weeks and decided to meet for sex at a local park only a 5 minute walk from my apartment. It was March of 2011 in Dayton Ohio, I’m

Posted by a straight man

By swf_mature_bottom

Unexpected Encounter in a Secluded Spot
I am a married Latino man late 30s. Love my wife. The sex is great. But every once in a a while I get the urge to play with a man. One morning I woke up super horny and decided to check out a few

Posted by a straight man

By dramboy69

Exploring New Connections: A First Encounter
My first time getting a bj by a guy was a couple of months ago i was super horny one night i decided to use dl i had heard stories about it that it works i wanted a bj so bad i seen a post from this

Posted by a straight man

By darnell27

Exploring New Horizons at a Gay Bar
Back about 25 years ago. I had heard about a gay bar in e st louis . I lived about 30 minutes drive. I was married but the wife lost interest in sex. I had played with men when I was young. So I

Posted by a straight man

By derake14

A Surprising Meeting at the Gay Bathhouse
I am mostly straight but I like to fuck a nice gay cd or tranny cunt from time to time. I took a chance and went to the local gay bathhouse. At first I saw just a lot of older guys walking around

Posted by a straight man

By thundar1

An Unexpected Invitation from a College Student
I am orally bi and have been forever I use to work in the city and would run ads on CL in the day to hook up with a guy or two to give head or 69 , I was in my 50's wm . I ran a ad one time and

Posted by a straight man

By Deleted User

Unexpected Invitation from a College Host
I am orally bi and have been forever I use to work in the city and would run ads on CL in the day to hook up with a guy or two to give head or 69 , I was in my 50's wm . I ran a ad one time and

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 36.7k 636 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser and girlfriend 81.3k 1.4k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 27.1k 375 3.1k
#4
cnysub
Gay Trans Straight
Gay Bar Show 50.1k 558 2.9k
#5
kimorafoxxsexycd
Couple Gay Trans
My gf got adventurous 79.7k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 49.4k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.0k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.0k 619 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.9k 370 1.2k
#10
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 34.8k 353 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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Some Stories Are Meant to Be Heard

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