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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 Birthday Party Encounter
I want to tell you about my favorite encounter. First of all, I am bi, married, and 58. About 20 years ago, I was married to my second wife. She was bi and pretty open minded so I eventually told

Posted by a straight man

By OtterWhirl5946

A Surprising Reunion at His Place
I am a married, straight guy in my 50s. I recently discovered I am bi-sexual. I love the feel of a good hard cock in my mouth. One of my first encounters was with a guy I'll call Felix. Felix is

Posted by a straight man

By richardsmoker

A Unique Shower Experience Between Friends
Im a bi guy been sucking this guy once in a while and he asked if a guy ever pissed in my mouth the answer was no but he talked me into it i wanted to try it in the shower we chated about it for a

Posted by a straight man

By bructoolman

An Unexpected Visit to a New Friend
I’m 55 married I love pussy but for the last year or so I been doing nothing but thinking of sucking someone’s cock...So I Responded to a ad for someone looking for someone who loved cum

Posted by a straight man

By Deleted User

Exploring New Connections with a Younger Partner
I have been watching str8 porn forever. More recently I found myself getting more and more interested in looking at cock. Over time, I switched to bi-sexual porn then eventually to watching gay porn.

Posted by a straight man

By wingzking

Navigating the First Prostate Exam Journey
1st Prostate Exam: Part IV I was thinking that as he was talking, he did not realize his fingers where still in my ass, and that my answers sounded more like moans than intelligent conversation. I

Posted by a straight man

By draconosjb

An Unexpected Encounter During a Medical Exam
1st Prostate Exam: Part III I turned around, thinking, at least my arousal will not be noticeable now and out of view when he instructed me to bend over the exam table for him. I did as I was

Posted by a straight man

By draconosjb

Navigating a First-Time Doctor Visit
1st Prostate Exam: Part II When he was done with my legs, he asked me to stand up, and as I did so I was holding the gown in front of me, when he said “Just set that down on the exam table for

Posted by a straight man

By draconosjb

A Morning of Grooming and Inspection
1st Prostate Exam; Part I This is a true story and has always been on my mind at different times when I close my eyes and wish I had done something differently at the time. I have changed the names,

Posted by a straight man

By draconosjb

An Unexpected Meeting in a Condo
More bi than straight. I posted to bottom, I received a message that someone just wanted a blow job. Reverse GH , I said sure. I got the address and code, it was a condo apartment on the 15th floor.

Posted by a straight man

By hw50u

Exploring New Relationships Later in Life
Early 60s, MWM here. Up until now, at least, I have always thought of myself as a strictly straight guy. For the past several years, my wife has lost total interest in all sex. That has lead me to

Posted by a straight man

By BulbulLatch3435

Unexpected Connections at the Bookstore
im a 62 white guy that has found out that i enjoy sucking dick when i was younger i would go to adult bookstores because i always knew there was a available mouth to suck and swallow my cock

Posted by a straight man

By luv2suk7plus1

A Beach Vacation Gym Encounter
I'm a 36 year old man who is happily married to a gorgeous 30 year old sexy petite woman who has a killer hot/tan body. We both keep in fairly decent shape by working out in a local gym. We have

Posted by a straight man

By sammons

A Married Man's Journey of Exploration and Discovery
I have always been a straight married man but about a year ago I was curious about what it's like to be with another guy so I posted an ad that I wanted to explore, a couple of days went by ,I

Posted by a straight man

By toughguy57

A Mysterious Meeting in a Dark Hotel Room
I had never sucked a cock before. I answered an ad from a guy in a hotel who wanted sucked off. I told him I would do it if the room was totally dark. He agreed. When I got to the hotel he had the

Posted by a straight man

By Deleted User

An Unexpected Encounter at the Video Store
I was working in North Carolina about four years ago. I have been there for about 5 weeks, I was riding around got lost run across a place called peaches add-up video store so I stopped and checked

Posted by a straight man

By Deleted User

An Unexpected Encounter at the Theater
I've always led a straight life married to a woman, but in high school I had some fun and games with friends. Jerking off to magazines to sucking each other's cocks then bareback anal

Posted by a straight man

By 69shawn69

A Surprising Encounter During a Client Visit
This was a total fantasy come true. I have had bi fantasies for as years now. I am 55 married family guy next door type. I am in sales and had an appointment at a clients house this past Saturday.

Posted by a straight man

By cantfinfaname

A First Experiment in a Dallas Hotel Room
I wanted to experiment and responded to an add in the Dallas DL. I went to the guys room and asked him to get naked. When we were naked I bent down and stuck the first cock I have ever sucked in my

Posted by a straight man

By rjohns22

Unexpected Late Night Revelations at Family Gathering
I never thought it possible, but it happened & I wish it could happen again. I’m not overtly sexual, but I enjoy being naked with others. I was visiting family, & given the travel

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
Straight Gay Straight for Gay
35 years later 38.5k 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 380 3.2k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 52.4k 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 54.4k 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

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