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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 Reunion Leads to Adventure
continued from prior story about high school experience (see below)...such a turn on to see it posted here so I have to follow up...so the guy picked me up after I ditched the chick I was banging, I

Posted by a straight man

By marvinrob

Unexpected Meeting During a Business Trip
I am a strait male. Been married 2x. Never had ideas of being with another male or a crossdresser. That all changed about 3 weeks ago. I was on business in st Louis. Thumbing thru here and came

Posted by a straight man

By Deleted User

Rediscovering Connection After a Divorce
Several years ago, when you could still post for hook-ups on craigslist, I was just getting back on my feet after a divorce. I decided to try getting head from a guy. So, I started answering some ads

Posted by a straight man

By dropcon7

An Embarrassing Visit to the College Clinic
When I was in college I got a rash on my balls and it spread to the tip of my penis. It was red on my balls and dark pink on my penis. I didn't know what it was so I went to a clinic. I

Posted by a straight man

By cockjocky

A Hidden Connection: Secrets and Surprises
Among all of the dicks that I suck ( which is NEVER enough ), Carl is my #1. He has the perfect size cock, nice and thick, filling my mouth without gagging me, and can cum multiple times in a short

Posted by a straight man

By bjkev

Exploring New Connections After 50
Like so many straight guys who hit age 50 my wife is no longer interested in sex. So glad to have found Double List. I now have several regular contacts including two with a mile of my home. So nice

Posted by a straight man

By billyboyz

An Unexpected Meeting with the Neighbors
Hi im str8 but i like m2m play. I posted on DL with a title “ confessions.” Basically i described my liking to guys and pleasing them. I had a few responses but had one response from one

Posted by a straight man

By Deleted User

An Unexpected Visit Turns Into Connection
I've been curious for a while and at 18 I had my first 55y.o cock to suck best thing ever but after I never seen him again so I tried many times to hook up different sites until a couple of

Posted by a straight man

By n8vbby

Exploring New Dynamics in a Unique Relationship
40mwm but I still love playing with older cock. I have only provided oral in the past, but after watching so many videos and reading so many hot stories, I decided to go for it. I met my older daddy

Posted by a straight man

By Deleted User

An Unexpected Meeting in a Hotel Room
Started to chat with this black man last week , I told him I’m just interested in sucking his c06k, I went to his hotel room on Wednesday and I started to In dress him and out came his

Posted by a straight man

By Deleted User

An Unexpected Guest at the Getaway
I am a BiMWM that enjoys a good GH encounter from time to time. I decided to make a stop at one that I know of and Upon arrival I found it was occupied with a twink of a man. At first he was stunned

Posted by a straight man

By SwanEmber6755

A Couple Explores New Relationship Dynamics
I am a straight guy that enjoy some bi fun on occasions. I had chatted with a guy on KIK in a bi male room. After much discussion, he let me know that he enjoys seeing his gf having fun. We

Posted by a straight man

By disskreetguy

An Unexpected Ride Share Encounter in Pittsburgh
I drive for one of the well-known car services in Pittsburgh and one night I picked up a guy that looked to be in his 30's at a t station . He was dressed up like and must have been at a wedding

Posted by a straight man

By pensfan8675

A Journey of Self-Discovery and Connection
I hooked up with a guy twice about 4 years ago. We met on CL and I sent him pics of my ass and he sent a pic of his dick. It was really thick and looked amazing. I was wanting to experiment and try

Posted by a straight man

By Deleted User

A Young Soldier's Unexpected Encounter
Horny Soldier, Part 1 When I was 21, I was stationed at Ft. Ord in Monterey, CA in the early 80's. When I first got there, I was a PFC making just $650 a month. I was busy saving money for a

Posted by a straight man

By Deleted User

Insights from a Retired Lifestyle Couple
Words of wisdom and insight for the younger crowd thinking of getting into the lifestyle. . My wife and I are retired from the lifestyle. We got involved in our late 30's and retired in our

Posted by a straight man

By joejohn56

A Surprise Encounter in the Woods
My favorite encounter was setting up a meet out in the woods. I told him what my fantasy was. I got there first and set up a camp chair, and just hung out. He pulled up 30 yards away and proceeded

Posted by a straight man

By schwing7

An Unexpected Encounter with a Biker
So. I was curious. Just something about a full, pulsing wet and hard cock erupting on , in, all over a wet, hungry mouth that just gets me. So I decided to try it. First was ok I guess. My 2nd was

Posted by a straight man

By lefty8

A Journey Through Hidden Secrets and Intimacy
I am 42. I am a panty sniffer. I started when I was 13 with my best friend's Mom's worn panties. bras, stockings, socks too. Anything worn by a female. it has been a deep secret I have kept

Posted by a straight man

By Deleted User

A Surprising Shift in a Longtime Friendship
Im a straight guy but really consider myself as bi at this point. Ive sucked a lot of cock. Ive been sucking cock for about 4yrs now and love it im very good at deepthroating and love being

Posted by a straight man

By borofun81

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 38.7k 647 4.2k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser house party 83.4k 1.5k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 28.2k 381 3.2k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 52.5k 568 3.0k
#5
kimorafoxxsexycd
Couple Gay Trans
Gf knows I’m bi 82.1k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 51.0k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.5k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.3k 621 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.1k 373 1.2k
#10
butchmax
Couple Straight for Gay Straight
She didn't know till we where married 44.1k 383 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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