Illustration by Thomas Pitilli
I never thought I would end up
doing it. Online dating seemed like something
a desperate forty-something woman living
in the boondocks would do; it certainly
wasn’t a dating tactic for a young lady in the
city. But one night after I admitted to a friend
that it had been eight months since my last
romp, he picked his jaw up off the floor and
shoved me in front of my laptop and into the
world of Internet dating.
It wasn’t that I couldn’t get laid, but I had
gone through a breakup almost 11 months ago
and was spending all of my free time at the
gym working off my ex. I had dated a few personal
trainers, but even after pounding Jack
Daniel’s like Gatorade after a workout, I couldn’t
bring myself to sleep with any of them.
I wasn’t sure how to handle dating on the
web. My normal tricks and flirting only worked
in person, and logging on for witty banter and
the endless tweaking of a profile just seemed
like a way to get to know someone without leaving
my bathrobe or grooming my hair. I was
clueless, but almost instantly, guys were messaging
me—just not the guys I was looking for.
As I started to doubt online dating, an instant
message popped up on my computer screen.
His name was Kevin and he was hot: 6-foot-3,
green eyes, nice big ears and white teeth.
Within minutes, I was actually laughing
out loud. He was funny, could spell and had a
career, but more importantly, he showered me
with compliments that were sincere. I was still
hesitant to meet him in person, but our brief
chat had already started steaming fantasies
brewing in my sexless mind.
After two weeks of chatting regularly at
night, we set up a date to meet. Having this
secure phone call was enchanting to me, even
if I hadn’t met the voice on the other side.
Our first date was on a
Friday. I chose a black
dress with plenty of cleavage,
lots of leg, a grey cardigan
(to look not completely
desperate) and silver accessories.
Whatever could be
tucked in or pushed up
was. I felt like Audrey Hepburn
with a hint of gypsy.
We had planned to
meet at Sutton Place, a
four-level bar and club. I
immediately bee-lined for
the bar, ordered a shot and
texted to tell him I had arrived.
Through the crowd, I
saw him walk down the
stairs—I recognized those
ears from a mile away. He
was much hotter in person
than in his photo.
The awkwardness of a
first date was short lived
since we already knew so
much about each other and
after an hour of conversation,
he kissed me.
“Please don’t turn out
to be psycho,” he said,
smiling.
“I already am but that’s
what’ll keep you around,” I
shot back.
I had never been one for PDA, but that
night surrounding people didn’t exist. My sexual
desire had awoken and it was starving!
Our kissing was only interrupted for short
breaks to look at each other as a reminder that
this was real.
It was on the roof of the club, after an hour
bout of tonsil hockey, that we decided we
needed privacy.The problem was that my sister
had company—as in old church friends—
staying at our apartment and that he lived on
Long Island, enough said.
We left the club and
walked down toward the
East River to look at the
water and sit on a bench.
The sensual sounds of the
near-by waves led to heavy
petting, and eventually I
popped the condom question.
He didn’t have one:
good sign. But I did, so
right there on that park
bench, my sexless streak
came to an abrupt end. I
was so amped that I could
have run a marathon in
high heels.
After we did the deed,
he went home, as did I,my
legs bruised from the experience.
I started telling
myself what a mistake it
was; how rash I had been;
that I would never see him
again. But the next morning,
I woke up to my
phone ringing and it was
him. He wanted to see me
again. I wasn’t just the
chick who put out on a
park bench.
We dated for two hot,
heavy months before it became
obvious that things
weren’t working. He
wanted to move a bit too
fast for my tastes. And
while I’ve been single
since, I still have the password
saved to that dating
site and every so often
consider signing back
on—I might not take another
date down to the
benches, but at least I know I won’t ever have
an eight-month dry spell again.
--
Ashley Carr writes and performs in Manhattan.
She is currently earning her bachelors in
liberal arts.






