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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 Lunch Date with a Couple
Like many on DL, I’m straight romantically, but bi in my sexual life. I of course love couples. I answered a post from a couple about my age. He, of course, answered, and we agreed to get

Posted by a straight man

By giuseppe117

Unexpected Connection at the Hotel Bar
So I was on a business trip after a long, hard day of meetings I was sitting down at the hotel bar and restaurant grabbing a drink and something to eat my waiter. Nice looking late 20s guy very

Posted by a straight man

By Dedavis

An Unexpected Visit During a Secret Encounter
I go out to happy hour on Thursdays with guys from my work. There is usually 12-15 guy. I was first guy there waiting on the others. Scrolled through this site. So I made one up. Looking to stop on

Posted by a straight man

By derake14

Daydreaming in the Office: A Boring Routine
I had been working at an east coast claims branch for a national insurance company for just over a year. The fluorescent lighting, cubicles and pointless meetings made for very boring days. While the

Posted by a straight man

By vbfordiscreet

Adventures of Unexpected Encounters at a Bookstore
I was really horny,and couldn't find a girl to hook up with. So I started looking at guy for guy posts...there was a guy that wanted a blow job,so I replied and thought I could blow him and

Posted by a straight man

By discretefriend1969

A Surprising Meeting at a Rest Stop
I have been driving most of the night feeling somewhat exhausted. I pulled over at a rest stop when I pulled in. There was no one there. I lean my seat back air conditioner on relaxing and it dozed

Posted by a straight man

By Dedavis

An Unexpected Dinner Date with a Coworker
I’m a 59 year old woman in good shape. 5”8 135 lbs 38 DD married for 35 years my husband is 68 years old in good shape but has E D. So i have not had sex for 15 years. I love my

Posted by a straight man

By cfs40

An Evening of Connection Under the Stars
Dan’s backyard was its own world, hidden by tall fences draped in ivy, quiet enough that even the faint hum of the city seemed far away. Lanterns hung above us, swaying slightly, throwing

Posted by a straight man

By James

A Summer Run Leads to an Unexpected Encounter
It was a hot summer day and I was horny as a teen. I was 35 years old and married with 2 kids a job and I got time to myself only when I went on long runs in the woods by my home. The park was large

Posted by a straight man

By ViperBlade2262

A Surprising Meeting at 7-11
Tom part 2. So as we are driving back to 7-11 I'm kinda sitting against the door completely freaked out by what just happened to me. Not know how to feel but as we are driving back he is trying

Posted by a straight man

By dio67

An Unexpected Night at the Arcade
Tom part . I am a 58 year old straight man but this story is about the fist time a man sucked my cock. It was 1985 I was 18 and this is when arcade games were becoming very popular. Our local 7-11

Posted by a straight man

By dio67

A Childhood Friend's Late Night Encounter
This is a story from long ago,in the late 70's,A childhood friend,i will call Mike. Mike was very smart,but never ha d a girlfriend,He never had much to do with them. Mike had moved out and

Posted by a straight man

By carlchilders

A Childhood Friendship Takes an Unexpected Turn
This is a story from long ago,in the late 70's,A childhood friend,i will call Mike. Mike was very smart,but never ha d a girlfriend,He never had much to do with them. Mike had moved out and

Posted by a straight man

By carlchilders

An Unexpected Conversation on the Couch
Part 2 - Buying a boat. As I lay on the couch, completely spent from the amazing orgasm he had just given me, with my own cum on my chest and sliding across my stomach, he looked down at me and

Posted by a straight man

By silasrides

Unexpected Conversations at the Lake House
Part 1. I was at his lake house to look at a boat he had advertised on craigslist. We walked around the boat and discussed it's history and agreed on a price. He asked if I wanted to come

Posted by a straight man

By silasrides

A Nervous Encounter at His Place
I met a older gay man through the old cl. We chatted for a couple months about our desires and curiosities. He was very respectful. Would tell me about it being a fantasy to be gay and make it with

Posted by a straight man

By A

A Nervous Visit to His House: A Unique Encounter
I met a older gay man through the old cl. We chatted for a couple months about our desires and curiosities. He was very respectful. Would tell me about it being a fantasy to be gay and make it with

Posted by a straight man

By A

Adventures in Trailer Life with Friends
The trailer Well trailer life just keeps getting better and better. As I am always awake early and enjoying my coffee outside my gay guy is with Phil (met yesterday) and a female about 35 with big

Posted by a straight man

By kenhenderson1959

An Unexpected Friendship Revealed in a Unique Setting
Cock for Us part 3 Well, that was so worth it! She put together my scam, accepted my cocksucking and my comfort with her fucking bigger, fuller cocks than mine! She rode our friend reverse style,

Posted by a straight man

By jediboner

Unexpected Encounters After the Game in Baltimore
I went to baltimore to see a football game. After th game I felt freaky and wanted some action. I went down town where there were some gay bars. Ordered a drink and a guy came up and asked if he

Posted by a straight man

By georgeluvscum

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 Straight
Parking lot kiss 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
Gay Bar Show 51.5k 564 2.9k
#5
kimorafoxxsexycd
Couple Gay Trans
Gf knows I’m bi 81.4k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 50.6k 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 372 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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Some Stories Are Meant to Be Heard

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