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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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Unexpected Reunion in the Office
Married, but like to play with guys on the DL. Connected with an older guy in the same situation a few years back. He'd come to my office, sit back in a chair with his feet on a conference

Posted by a straight man

By oliwabird

A Surprising Meeting in the Parking Lot
I remember my first time sucking cock as a straight guy - I wasn't attracted to men, but COCK mesmerizes me sometimes. One night, after emailing someone from Craigslist (Before the casual meets

Posted by a straight man

By aikoslv

Taking the Leap: My First Meeting with a Guy
Had been divorced for a while and was starting to get the urge to try meeting a guy for the first time. I put up a post here and to my surprise soon got quite a few responses. I had put a few

Posted by a straight man

By Deleted User

An Unexpected Connection During a Night Out
Last night I finally did it. I hooked up with another guy . It's been so over due to know how a cock would feel in my mouth. At first this guys cock was nice and thick and soft. After bobbing my

Posted by a straight man

By armstrongr552

Unexpected Connection in a Vancouver Parking Lot
I’m a 22 bi white boy that loves to go down on guys, since I was 18 I’ve sucked off 5 guys in total ranging from in their car to a glory hole once. The most recent guy I met off dl is mid 30s

Posted by a straight man

By chill1guy

Exploring New Experiences at an Adult Theater
I checked the straight man box because I identify as straight. But I suck cock from time to time. So I guess I can say bi if you need me to. But I usually date and enjoy sex with women. I was horny

Posted by a straight man

By EagleLatch4967

A Serendipitous Coffee Meeting Leads to Connection
I have fantasized for years, completing your quiet sexual request, so few meet up at a local convenience store with coffee and table set up to make the final visit and travel forward with the get

Posted by a straight man

By Deleted User

A Surprising Meeting in a Vacant Apartment
So I’m a straight guy, married but I have urges to play with guys every now and then. Talked to a guy for a while but didn’t have a place to met. He’s a realtor so he had access to

Posted by a straight man

By vegasgold789

An Unexpected Delivery and a Curious Conversation
We were expecting a shipment at work and the driver called to say he'd wouldn't get there until after our normal closing. This was something we really needed so I offered to stay and

Posted by a straight man

By bill4gh

A Mysterious Encounter at His Home
I was about 25 at the time and very horny. I posted an ad on the old CL asking if anyone wanted to give me a non reciprocal blowjob. I received a few offers but I went with a man who I will call

Posted by a straight man

By Deleted User

A Late Night Encounter at the Motel Pool
it was almost 14yrs ago i was seperated from my first wife and staying in a motel in illinois and it was a super hot muggy night. i was drunk watching porn and it was late late night after 12:30 am.

Posted by a straight man

By dstl48bi

A Surprising Connection with a Younger Man
I'm a 55 year bisexual married guy who loves giving head. I went to see a younger guy who wanted head from a guy. He said he'd never been with a guy before but just recently broke up with

Posted by a straight man

By cunuter_cm

An Unexpected Visit to a Younger Guy
I'm a 55 year bisexual married guy who loves giving head. I went to see a younger guy who wanted head from a guy. He said he'd never been with a guy before but just recently broke up with

Posted by a straight man

By cunuter_cm

An Unexpected Connection with a Mature Man
I'm a 60 year old male i had been started watching grandpa porn wow some really sexy mature males so i answered a ad on DL he was 73 years 7inch hard cock I'm a total sub cock sucker he

Posted by a gay man

By sunnyraven613

An Unexpected Hotel Encounter with a Stranger
Feeling bi-curious. Met a guy on here and exchanged emails. Turns out he is staying at a hotel near me, and looks very sexy in a jock strap. Fit slim cute smile and from the looks of things an

Posted by a straight man

By bennygia606

A Curious Man Explores a New Dynamic
I’m a 50 year old man who’s been curious about M2M fun for a while. Found myself home alone one weekend watching porn & decided to place an ad on DL. I was flooded by responses, but

Posted by a straight man

By Deleted User

A Surprising Encounter with a Couple
I am now Bi. I answered a post on Craig's list a few years ago. Couple looking for a straight man. I answered the post turns out the husband has ED. Now I'm a married man and don't

Posted by a straight man

By agentlman

Unexpected Connections at the Arcade
first of all iam not str8 there wasnt bi to choose from but here goes i have always been interested in guys from my teen yrs untill now dont get me wrong i still love women and being a single man i

Posted by a straight man

By Deleted User

An Unexpected Encounter on the Way Home
I went home from the bar one night what's a beautiful ebony ghetto booty women kissing and making out with one in the back all the way home she asked me for my cock to come out and started

Posted by a straight man

By Deleted User

A Surprising Encounter During a Visit
I’m 52 year old MWM my wife knew I had bi interest. So I began exchanging some e mails and found a man to visit. I arrived at his house looking for oral only as we had discussed. We said no

Posted by a straight man

By adog2018

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 37.5k 638 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser house party 82.6k 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 563 2.9k
#5
kimorafoxxsexycd
Couple Gay Trans
Gf knows I’m bi 81.3k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 50.5k 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 43.5k 380 1.1k
Page 1 of 50 · Showing 110 of 500 authors
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