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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 Married Man's Unexpected Anonymous Encounter
Married guy, 40s, mostly straight. Sometimes I go through phases where I like to smoke and stroke it to gay porn or trans porn. I had been doing this for a a few weeks and really needed wanted to

Posted by a straight man

By rileygarcia89

A Rainy Day Meeting at the Motel
This happened about a year ago. Here in Houston we have some crazy weather. On this day it started out cloudy and hot, about noon I was on the east side of Houston and it started pouring rain,

Posted by a straight man

By majestic69

An Unexpected Connection in Boston
When I lived in Boston I would post on CL. Since I an BI I was looking for a nice cock sucker to cum to my place.. My posting was an hour old when I got a hit. So I invited him over . He got there

Posted by a straight man

By gxx7149

An Unexpected Connection at the Office
Met a guy today just wanted a hand job. Wanted to make sure I understood that is all he wanted. No problem. Met at his office. He pulled his pants down. Started rubbing his cock and balls. Got

Posted by a straight man

By HermitDune2730

An Unexpected Encounter at His Place
Not straight, not gay .... More bi than anything else. Love pussy, but enjoy sucking cock and getting fucked. Met a guy today. Was looking for a blowjob. Wanted someone that would go balls deep and

Posted by a straight man

By HermitDune2730

Unexpected Connection in a Store Restroom
Hey guys, I'm mwm mid 50's. Discovered how much fun it is playing with other guys. No drama and no "let's talk" afterwards. Placed an ad today trying to suck a nice one. You

Posted by a straight man

By just_t_guy

An Unexpected Night of Texting and Adventure
Generally straight but when bored my mind wonders and i check out DL or Grindr to see what's around. I spot a Asian CD close to me. I reach out and she sends some pictures. Tall thin smooth

Posted by a straight man

By tallguynj651

A Cold Day for a Secret Encounter
I have a girlfriend I live with, but can’t stop thinking about sucking an older man’s cock. It turns me on to think of a sexy silver fox who is married to a woman, but must seek secret

Posted by a straight man

By masculinelooking4daddy

Exploring New Experiences at the Bookstore
My First Visit at an Adult Bookstore A few years back I found out about a local glory hole here in my hometown. I just got out of a relationship, so I figured I might as well experiment. ( this is

Posted by a straight man

By GeckoGeode6858

An Unexpected Dinner Party with Friends
I'm 23 a Bigger Woman. I'm 5'3 short Jet Black hair. 42DDD-42-52. I'm about 250. I'll admit I'm sex addict, I love having sex with men or women. I'm not ashamed of

Posted by a straight woman

By oldarmy

A Surprising Meeting at the Mall
Good day, I am a 64 year old married man, I would consider myself as straight. One day I am walking around at the mall not buying anything just window shopping. When suddenly one guy I'd say

Posted by a straight man

By Rob

Overcoming Nerves: A Night at the Bar
I was so nervous always ghosting people on here with nerves on maybe I won't be able to get it up or maybe i will not be good in bed. So finally I contacted a cd on here n we talked. We met at a

Posted by a straight man

By gutterboy

A Journey of Self-Discovery and Connection
For most of my life I have considered myself a straight man. However I had the urges always and so last week I finally decided to dive right in. I posted an ad asking saying I was 19, 5ft 9, 165 lbs,

Posted by a straight man

By Deleted User

A Surprising Tuesday Afternoon Encounter
It's my new favorite day of the week Tuesday. I've waited all morning till the 12 noon hour. Drinking all morning I pass out an hour too soon. As you arrive you let yourself in the door.

Posted by a straight man

By tinyguy

A Restaurant Worker Explores New Connections
Guess I'm bi now. Answered and ad on here for a bottom. I didn't have a lot of time as I had to work in my restaurant. We didn't talk much..walked to his bedroom, got on my knees and

Posted by a straight man

By badgolfer58

A Rainy Day Encounter at the Video Store
This is an honest account of my experience in an adult book video store. I am 38yrs old. I have always been str8. Never once thought about sex with a man involved. UNTIL. I had a girlfriend that

Posted by a straight man

By Deleted User

An Unexpected Encounter at a Family Gathering
This happened a year ago my wife was away on business trip and I scrolled through the dl and found a 24 year old looking for a well endowed man said her boyfriend wanted to watch so I responded to it

Posted by a straight man

By wanttaco

An Unexpected Encounter in a Car
I'm a bi married man. Recently I put an add on dl looking for bbc to suck to compleation., I got a hit and met a black guy about 55 got in his car and he pulled out about 9 inch cock. I took it in

Posted by a straight man

By up4it56

A Surprising Meeting at a Budget Hotel
I got a cheap hotel. So I post an add on DL today. I was looking for a top. Im heavier set guy, so most people don't like. This black guy answered. I was skeptical because being bigger at

Posted by a straight man

By Chip

An Unexpected Meeting with a Professor
I was in graduate school in a mid western University, The classes were small and lots of individual attention by the professors. One particular prof liked me and talking about sex I indicated

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
The fast and furious 60.9k 862 4.4k ↘
#2
Tiffanyheels
Straight Couple Gay
Girlfriend and her attractive daughter 139.4k 2.1k 4.0k ↘
#3
kimorafoxxsexycd
Gay Trans Couple
Swallowed my bfs meal at lunch 129.8k 1.4k 3.5k ↘
#4
cnysub
Gay Trans Straight
Part 1 Nude Performer 76.7k 705 3.3k ↗
#5
KestrelElbow9092
Straight Gay Couple
Picnic Fun 49.0k 520 3.3k ↘
#6
sissyjamie4daddys
Trans Couple Straight
I love water 72.2k 488 2.0k ↘
#7
wally4u
Gay Couple Trans
I Guess He Did Have To Go! 67.7k 310 1.9k ↘
#8
butchmax
Straight Gay Couple
I was FED UP 88.2k 629 1.7k ↗
#9
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 53.8k 644 1.7k ↗
#10
powers8
Gay Straight Straight for Gay
A fantasy come true 83.5k 670 1.7k ↘
Page 1 of 50 · Showing 1–10 of 500 authors
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