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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 Connection at a DC Hotel Bar
Actually married bi man.. Answered an ad from a married guy in DC staying at a hotel. I work downtown so have to find a host. Met him at the bar during lunch to make sure we wanted to meet.. all

Posted by a straight man

By unknown62

Exploring New Encounters Through Personal Ads
I found that I liked dressing in lingerie and servicing myself. Once this grew old I started to respond to some ads from men looking for a CD. I enjoyed the few encounters that I had. One day I

Posted by a TS / CD

By likes big ones

Unexpected Office Encounter with a Young Man
I am a late 50's married guy that was a CL user for years and now DL. I am 85 % interested in women only but in occasion I look for men for oral sex gratification because honestly men suck cock

Posted by a straight man

By 1cockhungry

An Unexpected Encounter with a Stranger
Posted on DL, offering straight guys to anonymously fuck cum n go, mainly because it’s a turn on it being about purely getting a man off and although tall masculine myself, sexually

Posted by a gay man

By elondondfordick

Exploring Unique Connections in Adult Dating
Hi my name is Sue and I am a Mature Fun and Kinky Big Booby Bimbo Cock Sucking Gurl. I just Love to get all dressed up as a Cock Sucking Cum Dump Bimbo Slut Gurl and Suck Daddy’s Cocks and take

Posted by a TS / CD

By morganwolf

A Summer Encounter in a Parking Lot
I'm a 59 yo mwm who had one encounter in high school (different story). For some reason in my mid fifties I began thinking about experimenting with men again. Thru DL, I began chatting with a

Posted by a straight man

By Lookingforhost

A Night of Curiosity and Connection
I've considered myself str8 up until about 4 years ago. I found myself paying a lot of attention to cocks as I was watching porn. Noticing how big they were and how they were being stroked and

Posted by a straight man

By RobinNoble9055

An Unexpected Visit from Up North
I have used CL often and ended up meeting a few other guys that used it as well . We actually used to network by either sharing single females or couples that where looking for dependable guys. We

Posted by a straight man

By biggie09

A Surprising Hotel Encounter with a Stranger
No option for Bi but anyway... I am a bi bottom that loves wearing lingerie. I have worn lingerie since I was 8-9 yrs old. A few years ago I decided to go all the way which now leads me to this

Posted by a gay man

By Deleted User

Exploring Diverse Connections on Dating Sites
It's a great thing that we can browse this site; straight, gay, married, bi, whatever, and there are some great finds depending on what you're looking for. I've met a few guys,

Posted by a straight man

By alexcalm16

A Surprising Encounter Between Generations
I'm 29yr old semi-straight, probably identify more as bi now that I have had a few of these experiences. I'm relatively masculine but realized while watching porn that I really got excited

Posted by a straight man

By CoyoteInlet6615

An Unexpected Connection in a Parking Lot
I’m a 64yo Bi MWM, I started exploring my “Bi” side about two years ago. I had been playing M2M for a few months (only been with a couple guys around my age) when I replied to an ad

Posted by a straight man

By Deleted User

The Secret Exchange Between Two Friends
Married, mid fifties. Wife doesn’t know but I have a married friend that I met on CL way back. We started discretely trading our wives worn panties. We’d trade videos jerking off into

Posted by a straight man

By handinann

An Unexpected Connection at a Friend's House
So I usually consider my self straight; but about 20 minutes ago might of turned me gay So, I'm staying at friends looking after this place. So after I got there posted here received an email

Posted by a gay man

By Deleted User

Exploring New Connections in Unexpected Places
So I used to sneak away from my ex girlfriend and go get head from guys I'd meet from here and from other sites previously. Then my urges got more intense, I would go to gay bars and cruising

Posted by a straight man

By Hurricane Tongue

Exploring Morning Fantasies in Quiet Moments
Had sex yesterday afternoon, but horny as heel when I woke up this morning. Wife slept in so no sex this morning. Went into the other room and started to jack off. I am bi, so I closed my eyes and

Posted by a straight man

By HermitDune2730

Unexpected Connection Between a Pilot and Attendant
I am a bi guy. Love women, but something about sucking cock and getting fucked in the ass. There is that feeling when you hear a guys breathing increase,his cock gets harder then you feel the first

Posted by a straight man

By HermitDune2730

A Chance Encounter at the Coffee Shop
Bi guy here. Have been hooking up with an guy about 10 years older than me. His ad said he like to play with a guys ass. Sounded good to me. Love to have my ass fingered, poked, licked and filled

Posted by a straight man

By HermitDune2730

A Journey of Firsts: Discovering New Connections
My first gay experience was a man I will call CL. I answered his ad in Backpage in the early 2000's. I arrived, and he answered the door in his underwear. I came in, got undressed, and gave me

Posted by a straight man

By Deleted User

An Unexpected Connection Over Beers
I’m straight...I am engaged. My fiancé is currently working a lot as she is in health care. I have always wanted to know what it feels like to be rimmed so I got on here and posted an

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
Rekindled romance at work 58.5k 837 4.4k
#2
Tiffanyheels
Couple Straight Trans
Excited girlfriend and her daughter 127.5k 2.0k 3.8k
#3
kimorafoxxsexycd
Gay Trans Couple
Love my mans appendage 124.6k 1.4k 3.5k
#4
KestrelElbow9092
Straight Gay Couple
Picnic Fun 47.3k 513 3.3k
#5
cnysub
Gay Trans Straight
Gay Resort 72.7k 684 3.2k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 69.9k 487 2.0k
#7
wally4u
Couple Trans Gay
Got Wife Off Flying To Cabo! 66.2k 301 1.9k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 53.4k 639 1.7k
#9
powers8
Gay Straight Straight for Gay
A fantasy come true 81.5k 664 1.7k
#10
butchmax
Straight Couple Gay
Remodeling the kitchen took a lot longer 79.8k 608 1.6k
Page 1 of 50 · Showing 110 of 500 authors
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