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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 Visit to a Local Shop
I was living in Bristol TN a few years back. Alone, in a new place with very few friends. I was having little luck with the ladies when I stumbled onto DL. This was shortly after CL shut down their

Posted by a straight man

By Deleted User

A City Visit Leads to Unexpected Discoveries
26 year old male. Dreamed of sucking cock for years. I've read all about sucking, glory holes, theaters and watched it all. But we live in the hills and there is no place to do something like

Posted by a straight man

By derake14

An Unexpected Reunion in the Lobby
Setting in the lobby of a business last week. A guy walks in and sets across from me. As I looked at him, he looked familiar. I couldnt put a name or how I knew him but he was familiar. He looked at

Posted by a straight man

By derake14

An Unexpected Adventure in a Cab
Steven Part 2. I could feel his hot cum spasming in my tight ass. I pulled my lips from his and stared deep in his eyes as he smiled at me. "Fuck that feels so good," I whispered to him.

Posted by a straight man

By leroy59

An Unexpected Visit from a Neighbor
My girlfriend was being extra b*tchy one day. She left to go pick up her daughter from school. Hadn’t gotten any fun in several days, so I thought wth. Got on Dl and posted looking for some relief.

Posted by a straight man

By dotteman

A Surprise Visit Leads to Self-Discovery
I’m in my mid sixties happily married for a long time being straight with no thought of any other lifestyle but lately I’ve enjoyed cross dressing in secret wearing lingerie stockings

Posted by a straight man

By villaman

A Journey of Unexpected Connections in Toronto
I live in Toronto, Ontario and am a straight guy who loves to be sucked by bi and gay men. It started when I was 20 and sunbathing on the private beach. The guy who started it all was really talented

Posted by a straight man

By kenhenderson1959

An Unexpected Hotel Encounter with a Stranger
Party surprise part 2 when we got home that night I was so horny i couldn’t wait to fuck my wife but the whole time we were fucking I was thinking about what I had done that night, little

Posted by a straight man

By charleencd

Exciting Update on Our Next Encounter
Update on yesterday story I want to let people know the guy that sucked me and rim and fucked me today I was so horny thinking about yesterday I texted him and making plans to meet him again tomorrow

Posted by a straight man

By snowman851

An Unexpected Night with Friends
First time sucking part 2 After second time sucking him I started sucking him at least twice a week,the more I sucked him off the more I loved it. After one night sucking him off he told me I had

Posted by a straight man

By charleencd

A Journey of Self-Discovery and Exploration
First time sucking part 1 I sucked my first dick at 18 yrs old. Being a decent looking guy I never had no problem picking up women and one I had especially like sucking my dick enjoying it as much or

Posted by a straight man

By charleencd

Unexpected Connection at the Bank After Hours
40 years ago back in the 80s. I worked a second shift job and got off work about 1 o’clock in the morning. I left work and needed some cash to go hit a diner to get something to eat before

Posted by a straight man

By stt8guy

An Afternoon Visit and Unexpected Connection
I went to a guys house this afternoon we had chatted a few times so I went to his house I had to shower at his place because I just got off work went in got in his bed we sucked each other a few

Posted by a straight man

By snowman851

A Surprising Encounter at the College Clinic
I'm 28 now, 5'8" with blond hair, and a solid muscular build weighing in at 170lbs. This involves a check up I had my sophomore year in college. I was a few pounds lighter then, with a

Posted by a straight man

By jay_conner

A Unique Meeting at a Private Motel
I was looking for a like minded male, who enjoys wearing sexy lace panties, someone who is in my age bracket,50-70 years old and would like to join me for some M2M mutual stroking pleasures together.

Posted by a straight man

By fireaxe14

A Family Secret Revealed During a Bachelor Party
MY UNCLE P5: HE FUCKED ME SLOW AT FIRST, his growls and my moans. I turned into a bitch on that dick. He taught me how to fuck that night. He FUCKED me so good I peed. CUMMIN' from your ass is a

Posted by a straight man

By Anonymous

An Unexpected Family Bonding Night
MY UNCLE P3: So I was surprised when he made the move that changed our relationship FOREVER. I sat on a seat in front of him and the screen comes on. He passed me my own blunt, told me to smoke it,

Posted by a straight man

By Anonymous

An Unexpected Family Reunion Leads to Surprises
MY UNCLE P2: Nope, that was never the plan and I had never even had a thought. But honestly, he's my type physically. 6'6, big, stocky and solid. 12 inches of dick that makes my legs shake

Posted by a straight man

By Anonymous

A Family Visit Rekindles Hidden Desires
MY UNCLE P1: MBM, 27, masculine presenting, short, thick muscular build, and a bitch in heat behind closed doors. Growing up I hid my desire for men because my parents would lose it. 11th grade,

Posted by a straight man

By Anonymous

An Unexpected Connection Through a Casual 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

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 659 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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