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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 Encounter in the College Bathroom
I had always been a straight guy into the girls. My second year of college I discovered a men's room that I could tell was being used for more than just going to the bathroom. I wasn't sure

Posted by a straight man

By bobby63

An Unexpected Connection Through an Online Ad
Couldn't believe it would happen to me, but one day watching porn I had an urge to somewhat wanted to feel how a cock felt going in my backside. Don't get me wrong, I am into women, and my

Posted by a straight man

By lets_play_naked

A Summer Afternoon Invitation from My Neighbor
July 1989 I'm 21 and it's a hot Georgia afternoon just rolled up in the driveway returning home from playing a summer league basketball game and across the street just finishing up his

Posted by a straight man

By Mike

A Night Out with Military Friends
When I was in the military I absolutely loved shower time. I was always constantly checking out my fellow comrades as I caught some checking me out as well. This one guy Steven and I became good

Posted by a straight man

By leroy59

A Curious Visit to an Adult Theater
Quite a few years ago I was in an area that had an ABS I had never been in one but was curious I had given oral a couple of times and enjoyed it so I decided to stop and try it out I walked in and

Posted by a straight man

By averageguy2021

Exploring New Dynamics with a Sissy Friend
I love meeting up with couples for some 3 way fucking. I really like it when the husbands are bi. I have been hooking up with this married couple were the husband is a big time sissy a few times the

Posted by a straight man

By sissyjamie4daddys

An Unexpected Encounter with Friends
His submit half way through me story go read first part first. Starts "when I was around 18" Once she stopped me from sucking on her boobs she then layed on her stomach and started sucking

Posted by a straight man

By m27abby

An Unexpected Encounter with the Neighbor
When I was around 18 years old I was caught watching my neighbor showering. She was around 45 at the time. I was able to see her through an open window wile I was on our deck. She immediately stopped

Posted by a straight man

By m27abby

Summer Parties and Unexpected Connections
After college I had another year or two of summer lifeguarding. It was a wild time: tan, fit, and great parties at our house. Especially weekends: guests & girls would come down and bring beer

Posted by a straight man

By calculatedrisk45

Unexpected Connection at Home Depot
I went to Home Depot for some project items. While there I noticed a nice looking guy cross paths with me a couple of times. We smiled at each other but didn’t speak. I eventually moved to a

Posted by a straight man

By mmok1965

An Unexpected Encounter with the Maintenance Man
The maintenance man was working on my air conditioner in my condo. I just got home from work. I told him I was headed to take a shower. He said no problem. He was just about done. It would clean up

Posted by a straight man

By Dedavis

An Unexpected Meeting in the Laundry Room
He knocks on the door. I lead him into the dark laundry room. He pulls his soft cock out and I take it in my mouth. He Moana and pops some porn on my phone. After a few minutes of me sucking, he

Posted by a straight man

By sellstuff1966

An Unexpected Visit to His Home
I'm always looking on here to see whats happening and I met up with an older black man! I'm 58 Latino with a 6 1/2 uncut very nice clean shaved cock and balls. so I went to his house and he

Posted by a straight man

By sirjunior69

A Unique Competition in a Hotel Room
So after a bit of emailing back and forth ends with Me wearing a blindfold bent over the hotel room bed with door unlocked my balls presented for inspection. One guy walks in grabs my balls in one

Posted by a straight man

By primals

Unexpected Connection at the Hotel Bar
I was on a business trip down at the hotel bar having a drink. The guy sitting across the bar from me started chatting. He eventually moved over and we were chatting about the game that was on

Posted by a straight man

By Dedavis

A Surprising Meeting in the Aisles
Recently divorced and seeing what a new world is now days . As i was picking up a few things in family dollar yesterday and passed a black guy shopping . As i passed him he looked back and smiled at

Posted by a straight man

By eastsider

Exploring New Experiences at an Adult Theater
straight mwm curious about adult theaters in nj mainly red barn berlin news booth hot as hell with older men i prefer. i go in booths with holes wait for cocks to enter i start stroking them then

Posted by a straight man

By softerlipps

Navigating Trust Issues After Counseling
Went to a marriage counsler,kinda had too,a problem i didnt trust my wife either in school class room or out.always doing some school stuff.prior to or being together she had a few things happen..one

Posted by a straight man

By rareairc2

An Unexpected Connection Through Email
I had a reply to my ad as we talked over emails I finally went to his house as I walked in he lead me to his rom and slowly kissing me and removing my clothes little at a time I went to my knees and

Posted by a straight man

By As9836

Exploring New Relationship Dynamics in Unexpected Ways
Once I was dating a girl that was a stripper. We had lots of different types of sex and liked it a lot to. We would roleplay a lot to she would dress me up looking like a little slut put make up on

Posted by a straight man

By suckuclean69

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 39.8k 660 4.2k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser house party 84.2k 1.5k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 28.6k 381 3.2k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 53.6k 572 3.0k
#5
kimorafoxxsexycd
Couple Gay Trans
Gf knows I’m bi 83.1k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 51.6k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.7k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.5k 623 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.2k 374 1.2k
#10
butchmax
Couple Straight for Gay Straight
She didn't know till we where married 44.9k 384 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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