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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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My First Trans Experience was with a Collection of DVDs
We met close to the entry to American Fork Canyon here in Utah between SLC & Provo. I was in my mini-van. She walked over and climbed into the van. She was blonde, 6'1, 180. She was shaking

Posted by a straight man

By CrowVigor8258

Public Blowjob Stories?
Over the years, I’ve read quite a few stories, about guys who have gotten propositioned in public restrooms or at truckstops. These stories always end up in the two guys and install one of them

Posted by a straight man

By rayflinn212

my first encounter with a guy
It was a guy who works at a restaurant on Heritage Street. He enjoys sucking my dick. I went down in his bottom hard. I haven't had anyone else since I met him. a few months later I had a a

Posted by a straight man

By Robert

Im straight wait am i?
Been trying to hookup for awhile. Never had any luck. Till 2 months ago. I made a post saying how I want to be treated like a sissy or a girl by a man. Iv always had a small dick. An always been

Posted by a straight man

By Wsissy4BD

Lucky Daye
I was walking downtown, running errands when I decided I was ready for a cold beer. I walk past a bar that I'm not familiar with. I decided to enter. As I walked towards the bar I notice this is

Posted by a straight man

By oldandfun

First Photoshoot - Part 2
I met with Raylee and Don on several occasions for pictures and play time. We did outdoor pictures on secluded trails, Christmas-themed pictures, and others. Each time always ended in great sex.

Posted by a straight man

By BourbonGuy

The trailer
On Sunday as I was having my coffee late the boys were packing up to leave. One of the other campers always walks his dog and I went out to pet the dog. He saw my bulge and shyly asked if I ever had

Posted by a straight man

By kenhenderson1959

Removing the straight off me
When I was 18 I had a long term girlfriend who did a great job keeping up with my sexual appetite. We fucked everywhere... Corn maze, drive ins, rest areas, mall bathrooms, hiking trails. All I had

Posted by a straight man

By ErmineTitan6068

Life sucks and so does he, Part 2
With one hard final lunge I buried my cock deep and felt my cock explode in his ass. He tightened his man pussy intensifying my first time cumming in a guys asshole. I shoved hard against his ass

Posted by a straight man

By leroy59

Blast from the past Part 2
It had been a very long time since I had a real cock inside of me but I’ve played with ass toys off and on so I was no virgin. Abbi was so sexy but when she put that leather strap-on, she was a

Posted by a straight man

By kbar1

Life sucks and he does too!
After being discharged from the military I was living in a complex and there were lots of jerks living there. I had a party at my place this particular weekend and my guests were getting a bit

Posted by a straight man

By leroy59

Blast from my past Part 1
Around 10 years ago, I worked at a major chain pizza place and one of my managers was a very sexy woman named Abbi. She had 2 kids and was dating a guy she met online so I never bothered to say

Posted by a straight man

By kbar1

Straight guy and found out I was Bi
I had been divorce for about 2 years and I was 30 yrs old. I met a man and he was 55yrs old. He invited me to his house for drinks.We had a couple of drinks and watch a football game.He went into his

Posted by a straight man

By latinobitch

Hot shower and a wide open curtain at the gym
was at my gym LA Fitness on Missouri. worked out and then hit the steam room. It was empty but soon had a guy come in and sit. I was in and only had a towel on and was kinda watching his towel

Posted by a straight man

By watchitshoot

The trailer
Bobby and Harry arrived at their trailer last night. Harry waved me over and as soon as I entered he was on his knees pulling down my shorts. He looked up at me and said he was wanting my cock all

Posted by a straight man

By kenhenderson1959

Bi 3way with couple
I answered a post years ago on cl for 3rd guy needed to join gay couple .I went over and we watched some bi porn and started making out with each other. It was getting really intense then we took out

Posted by a straight man

By tgreg4568

Curiosity got the cat
I have to say I've always had a fascination with be like being with a transsexual or a man. You're my lady years I finally got the courage to give it a try I met my first man at a hotel in

Posted by a straight man

By hulkster70

I’m a straight guy that wanted to meet up with a guy under the idea I’m here to please y
I had only contact with guys to get a blow job before this happened. I posted for a guy that I want to please a man. Well finally got a reply from a guy that described him self size was in shape

Posted by a straight man

By Columbia guy

My first time… my next time.
Way back in the 1980’s, I had a male friend that was an experienced bisexual. I was into girls but was just too shy to approach them. I was kinda chunky and never really liked myself. So I was

Posted by a straight man

By kbar1

Interesting visit at night
I had been out with my girl friend and we went back to my house. We were both a bit intoxicated. We got into some silly argument and she stormed out. I lit up a joint and then went to bed. Sometime

Posted by a straight man

By MantisPixel8252

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
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Tiffanyheels
Couple Straight Trans
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kimorafoxxsexycd
Gay Trans Couple
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KestrelElbow9092
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Picnic Fun 46.7k 508 3.3k
#5
cnysub
Gay Trans Straight
Mentor loans me out 71.8k 676 3.2k
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sissyjamie4daddys
Trans Couple Straight
I love water 69.4k 486 1.9k
#7
wally4u
Couple Trans Gay
Got Wife Off Flying To Cabo! 65.7k 296 1.9k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 53.3k 639 1.7k
#9
powers8
Gay Straight Straight for Gay
A fantasy come true 80.7k 662 1.6k
#10
butchmax
Straight Couple Gay
Remodeling the kitchen took a lot longer 79.3k 600 1.6k
Page 1 of 50 · Showing 110 of 500 authors
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