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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 College Conversation About Relationships and Experiences
I had a few experiences with other guys in my early teens. The most fun was sucking my best friend's cock. Fast forward to sophomore year at college. I had a great girl friend and loved sex

Posted by a straight man

By bobby63

Adventurous Night Out in Panama City
My wife at the time and I would relax in bed reading sex stories to each other naked. She would get real turned on reading stories about guys watching their wives having sex with other men . I would

Posted by a straight man

By Deleted User

A Discreet Encounter During Lunch Hour
I have been Bi since my teens and now older have opened up to more discrete fun Met a guy on DL that enjoys mutual oral, stroking, making out and a lot of body contact and touching Perfect

Posted by a straight man

By rockb0073

Unexpected Connection at the Farmers Market
I went to the farmers Market on this past Saturday and went shopping for veggies for the week, I saw a man across from me lookin at peppers as he was buying them and could not help but seeing he had

Posted by a straight man

By Deleted User

Unexpected Encounters in Trailer Life
It’s 9 pm on Sunday and just had a great time with a sub. So I am at my trailer and a gay friend who blows me regularly had a fight with his bf. He came over to vent and started to suck me.

Posted by a straight man

By kenhenderson1959

An Unexpected Encounter at the Gloryhole
I occasionally stop in the gloryhole getting my cock serviced. Done it the past 4 years. Never any interest in sucking my self. Then one night I had a guy sucking my cock. He asked if he could come

Posted by a straight man

By derake14

A Friendly Game of Pool and Surprises
I had a friend a while ago in another town that would call me over and we would go downstairs to his pool room. We would have some drinks and play some pool.  I met him at the Homedepot and we

Posted by a straight man

By frank97914

An Unexpected Meeting at the Dollar Store
Consider myself straight butnot getting any at home i broused DL and scared to really meet a woman for man Off there . Looking at all the catigories within 25 miles of my area i saw alot of guys

Posted by a straight man

By eastsider

A Surprising Late Night Reunion with an Old Friend
This is a totally real story as my first and only gay experience I’m a straight man I’m not skinny I’m a heftier person and the “friend” I’m talking about is

Posted by a straight man

By First timer

An Unexpected Visit to a New Friend
I put an ad up looking for someone who sucks and can host and got a few responses. As being in my 60’s one guy said he loves mature cock. He gave me his address and said door was open and come

Posted by a straight man

By kenhenderson1959

Unexpected Encounters in a European Bookstore
I'm a bisexuali dude. I live sex. With wo.en and men. Well every once in a while I get super horney. I want cock and as many as I can get. This particular time I was young. I went to an adult

Posted by a straight man

By georgeluvscum

Unexpected Encounters on a Business Trip
A few years ago I went out of town without the family on business. I'd sucked several cocks and enjoyed it, but married and discreet I was never able to get enough. I decided to go to an adult

Posted by a straight man

By drekster11

A Surprising Encounter in a Body Suit
I'm a single divorced man that likes to be sucked off. Ken and I hooked up in december. He is an obedient gay man a few years older. At first it was just giving me oral. And his skills are the

Posted by a straight man

By derake14

A Chance Meeting at the Bus Stop
This was a long time ago in San Diego. I had just left the bar and at that time I was using the bus. It was a boring night I was all by myself and I was lonely. I sat on the bus stop bench and it was

Posted by a straight man

By frank97914

Unexpected Morning Encounter on the Deck
At the beginning of this summer I was at my trailer. It was 5:30am and I was sitting on my deck with my coffee. I was thinking about the girl I banged the night before and was getting a chubby. Wear

Posted by a straight man

By kenhenderson1959

A Discreet Encounter at Her Apartment
This happened a while ago. I hooked up with this woman online and we had arranged for me to meet her at her apartment. I was excited and very nervous, as  I am married and very concerned about

Posted by a straight man

By frank97914

An Unexpected Friendship with My Neighbor
I have been bi for 25 years. But it's so hard to hook up and it's only every few years. Then jim moved in my neighborhood. Hes 60. Divorced and retired. We got friendly. Have a lot in

Posted by a straight man

By derake14

An Unexpected Visitor at Midnight
Skepticism always whetted the excitement of meeting someone. Endlessly the ads and requests of cynics had alleviated the fantasy of days. I added my address and enjoyed my guilt as privately as my

Posted by a straight man

By KestrelGrove4344

Unexpected Connection During Office Night Out
Ok so here it goes. I’m not sure why they don’t give you the option oh bi male but that is what I am. About a year ago I got a new boss. He is good looking guy but there was just

Posted by a straight man

By jgar1993

Navigating Bisexuality and Personal Satisfaction
I am bi sexual really now I wrote a story on here about a month ago asking advice about how am I going to be satisfied with any mans penis because I just got done fucking the shit out of myself with

Posted by a straight man

By animal69007

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 37.6k 638 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser house party 82.8k 1.5k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 27.9k 379 3.1k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 51.6k 567 2.9k
#5
kimorafoxxsexycd
Couple Gay Trans
Gf knows I’m bi 81.5k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 50.7k 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 50.2k 621 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.0k 373 1.2k
#10
butchmax
Couple Straight for Gay Straight
She didn't know till we where married 43.6k 382 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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