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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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College Gay Experience
In the college dorms there were two guys per a room on the floor quad-ends. When I came back for my sophomore year, I had a new roommate, randomly chosen for us. What was unusually about my new

Posted by a straight man

By M.E.L.

Construction worker fun
This is 100% true by the way! As usual I prefer to describe myself.. I’m 6’5 255lb suit and tie married black guy…I have a nice 7in cut cock and big balls! I work in downtown

Posted by a straight man

By marcgreen

First Time-Cruise Buddy Pt 2
My cock was rock hard after a second watching my buddy stroke in the tiny cruise ship cabin shower. He opened the shower door and waved me in. As I opened the door the rest of the way, he grabbed my

Posted by a straight man

By shane2u

Caught him grooming pt 3
As we walk into the room, he walked over, standing at the edge of the sectional. He said sit down. I sat down on the edge in the corner. He lifted my legs up high, his tongue probing at my ass as he

Posted by a straight man

By Dedavis

Caught him grooming pt 2
There I was in his office on my knees, sucking this 50 year-old man’s big 10 inch dick my mouth slobbering and choking on him his moans and screams loud as he was enjoying my hand and mouth

Posted by a straight man

By Dedavis

Caught him touching pt 1
I work in sales had been seeing this customer for years. We had missed each other in my last two visits to town. He agreed to stay a little late if I wanted to swing by his office to chat, of course

Posted by a straight man

By Dedavis

CD for Friend
I’m a discreet cross dresser. have my semi leased on with a company. I have a good buddy of mine that works for the same company. Sometimes we deliver to the same spots. Anyway one day i get to

Posted by a straight man

By Deleted User

More than expected
Once in a while I will get a motel room to host in. This to satisfy my bi side. 5-6 years ago an ad on here for a host would get 20 replies with 10 guys showing up for fun. Now my expectations are

Posted by a straight man

By jeepguy13

My first time
So I’m a 30 year old Latino straight scrolling on DL and just looking around some girls to hook up with but recently I been into trans/gay porn recently so I went thru the “ gay for

Posted by a straight man

By BigDSal

Get in the van man
I was in my mid 20s and working as a cook. I rode my bike to and from work. One night I got off my shift as I biked my trek home. Before I started my trek up a big hill I heard a low sounding

Posted by a straight man

By leroy59

First Time-Cruise w/buddy Part 1
The summer before I turned 21, I left the country for the first. One of my best friends in HS asked I wanted to join him on a cruise with his family to celebrate his college graduation. He had

Posted by a straight man

By shane2u

First Time-Cruise w/buddy Part 1
The summer before I turned 21, I left the country for the first. One of my best friends in HS asked I wanted to join him on a cruise with his family to celebrate his college graduation. He had

Posted by a straight man

By shane2u

straight no more
Beth, my wife, had a younger brother who was gay. This didn't bother me a bit as he was a real pleasant guy and we got along great. He lived with another guy who was a little bit fem but he was

Posted by a straight man

By likes big ones

Thanks to doublelist first experience
I been curious to have a guy suck my cock & swallow my load since my gf hasn't been doing as much lately so I put up a post on doublelist & said curious guy needs head from a guy &

Posted by a straight man

By Steve

Part 2 of the first but not last time.
Our wives became good friends and would go shopping and stuff. We would play golf or work on projects. One day I was visiting while the women were out doing something. He was in his man cave. We

Posted by a straight man

By illburwoman

My first, but definitely not last encounter.
I was 19 when I married my wife, who was 38. It was my first sexual relationship. I was really into heterosexual sex. Then six years ago, my wife had an accident breaking her pelvis and both hips. I

Posted by a straight man

By illburwoman

First kiss while hitchhiking part 2
I took them all the way off. He reached over and played with my penis and complimented me on having a really nice cock for my age. He also commented on my ball sack, telling me how nice and tight my

Posted by a straight man

By kindawild68

My sons husband
My son is gay & is married to a black guy he is a cool down to earth guy good looking I'd say & he makes my son happy & I'm good with that as long as my son is happy good.. we

Posted by a straight man

By Steve

Straight married with attractive crossdresser
Being a “straight” married dad, let me start with saying since being married I’ve never been with another woman(besides times wife was there) but sometimes I crave what she

Posted by a straight man

By averagedilf

Addicted to his rear
After a few months of deliberating, I finally decided I wanted to try experimenting with other men. So I placed an ad on DL looking for someone to meet. Since it would be my first time, I wanted to

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 Couple
Rekindled romance at work 58.6k 837 4.4k
#2
Tiffanyheels
Couple Straight Trans
Excited girlfriend and her daughter 128.1k 2.0k 3.8k
#3
kimorafoxxsexycd
Trans Gay Couple
Lovely date 124.8k 1.4k 3.5k
#4
KestrelElbow9092
Straight Gay Couple
Picnic Fun 47.4k 515 3.3k
#5
cnysub
Gay Trans Straight
Gay Resort 72.9k 687 3.2k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 70.0k 487 2.0k
#7
wally4u
Couple Trans Gay
Got Wife Off Flying To Cabo! 66.3k 302 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 81.6k 664 1.7k
#10
butchmax
Straight Couple Gay
Barn Dating is the best 79.9k 611 1.6k
Page 1 of 50 · Showing 110 of 500 authors
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