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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 Night of Surprising Friendship and Connection
Im straight and my bestfriend is gay. We been friends for years. We hangout all the time. Go out together with other friends for drinks ect. I know he always thought i was hot but he never acted on

Posted by a straight man

By Anon

An Unexpected Visitor at Home
I was looking at a cruising app and as I waded through all of the spammy responses one tends to get on these type of sites I finally started chatting with a real man near my age. We shared some pics

Posted by a straight man

By Anonymous

A Hidden Encounter in the Urban Night
Im a straight 30 year old man. Nobody would ever guess that i crave sucking dick once in awhile. Im not attracted to guys at all, i wont kiss a guy or cuddle them. I just get the urge to suck one

Posted by a straight man

By Anon

A Journey of Self-Discovery at the Booth
I was about a year into my bi-curious phase still hadn’t acted on anything when I found myself consumed with glory hole porn and erotica to the point where I built the nerve to try it for

Posted by a straight man

By 6lamont9

An Unexpected Encounter at a Stoplight
One day I was driving a dump truck in Georgetown just minding my business when a guy pulled up next to me at a stop light. He had what I first thought was a huge dildo in his lap. Why I thought that

Posted by a straight man

By Deleted User

A Night of Unexpected Connections
I was bored one night while my wife was away visiting family, so I started looking around Craigslist. I came across a post where a man was looking for another man to tie up and spank in his garage,

Posted by a straight man

By scottbw67

A Nervous First Time Experience Together
Part 3. We went to his room, we sucked each other off, this time I fucked him we parted ways. When I can’t find something I want I’ll reach out to him. I think if he would be more willing to

Posted by a straight man

By alexfun69

An Unexpected Encounter at the Nursing Home
Part 2. In the emails we exchanged we both agreed on what we expected on our encounter. I, knowing once again i might have some resistance to giving into my lustful desires in the future decided I

Posted by a straight man

By alexfun69

A Journey of Discovery Through Craigslist
When I was in my late teens I would go on Craigslist. At first it was to look for cars that were for sale to see if I could get a good deal. Then I started wondering around to see what else you could

Posted by a straight man

By alexfun69

Unexpected Encounters at a Maui Wedding
Pt1 It was a destination wedding in Maui. I was in the wedding party with the maid of honor who was also my ex-gf and we used to have the dirtiest kinkiest nothing held back mind and body blowing

Posted by a straight man

By sameroom

A Curious Encounter at the Local Theater
I had always been curious about what went on in our local adult theater. I finally got up the nerve and went at lunch time. It turns out there were multiple smallish theaters. I went in the straight

Posted by a straight man

By bobby63

A Summer Encounter at the Neighborhood Pool Hall
When I was a teenager I used to frequent the neighborhood pool hall and arcade. The folks that ran the place were used to seeing me almost daily. One summer while all my friends were busy with their

Posted by a straight man

By Suck it down good

A Surprising Encounter at the Arcade
I am or was a straight male till my encounter at the adult bookstore arcade. Originally I was looking at the new movie releases when the clerk told me that some of the titles I was looking at was

Posted by a straight man

By incognito20160

An Unexpected Encounter in the Parking Lot
4th time with a guy. So after Zach, a random neighbor, and old Mike, I was now looking on sniffies. Teased and flaked a ton of guys. Then one night I see this profile that has been active in my

Posted by a straight man

By Deleted User

An Unexpected Encounter During a Massage Practice
I haven't always been only into men but have for the past many years. I also studied massage for awhile before moving into a different career direction. However back when I was trying to practice my

Posted by a straight man

By djr88

A Nervous Encounter: My First Time Meeting Him
This is my 3rd time with a guy. My first was with neighbor boy Zach, followed by a single night on my 20’s with a neighbor. I was now late in my 20’s, and fresh out of a relationship

Posted by a straight man

By Deleted User

An Unexpected Night with a Neighbor
This is my second experience with a guy. I wrote my first of how my neighbor Zach and I would look at playboys and hump over summer breaks. That was elementary school age, now this story is early

Posted by a straight man

By Deleted User

Discreet Encounters in an Adult Theater
In my 20s between girlfriends I would go to an adult theater (this was before internet). Regular hetro movies. Pretty seedy place. A bunch of couches. And men dispersed throughout the room. Everyone

Posted by a straight man

By insfca100

A Married Man's Secret Hotel Encounter
This hasn’t happened … yet .. but so want it to happen. I am married guy with dad body that loves to be naked and told what to do to please men .. have sucked off six guys and need reg bud .. I

Posted by a straight man

By ParrotBirch7520

Exploring New Experiences in a Steam Room
This was years ago, curious to explore. I was out of town and in Milwaukee. Went to a bathhouse and sat in the steam room . Can’t see anything but felt guys running there hands up my legs. Now

Posted by a straight man

By try.moonley435

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 41.3k 669 4.2k
#2
Tiffanyheels
Couple Trans Straight
New wife pleasures herself nightly to interracial porn pictures 87.1k 1.5k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 29.2k 383 3.2k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 55.0k 578 3.0k
#5
kimorafoxxsexycd
Gay Couple Trans
Said heck it 88.5k 1.2k 2.9k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 53.0k 466 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 55.0k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.7k 623 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.4k 375 1.2k
#10
butchmax
Couple Straight Straight for Gay
who knew, I didn't for sure 48.7k 411 1.2k
Page 1 of 50 · Showing 110 of 500 authors
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