Dr. StrangeDate or How I learned to worry (really really worry) about online dating…

“Just do it!”  they said. “You’ll have fun!” they said.

There are times in your life when a plan, totally unencumbered by the thought process, has turned out to be one of the best decisions you have ever made. Many times in my life, I have said “fuck it!” and gone with the flow. I embrace that sense of freedom as much as possible since my work life leaves very few options for me. Lately, it’s been the little things, the small choices, that have been the best decisions. Go out for karaoke and laugh at the amazingly bad singing and maybe even sing a little badness myself? Or stay home and be bored, along with the tv and my cat. Small victories in my life like choosing to go out have made it all bearable. But in January of 2011, I embarked on something, it turns out, I should have thought a bit harder about: online dating.

I know so many people who have had success with the online dating world. My best friend from college met his wife through yahoo personals and that was after he had assured me such things never work! But despite his apprehension, he met the love of his life and they have been married almost 10 years now. Simply incredible. So why not me, right? I mean, you read about this every day and in theory, there is nothing really different about the “boy meets girl” idea that online dating brings to the table. You meet, date and perhaps find more. Simple right? As it turns out, nothing is ever that simple. Especially for me.

A quick re-cap: In december of 2010, I was dumped, via email. I was crushed and an emotional wreck. A perfect state of mind to be in to start dating again, right? Well, my friends thought so. In fact, as soon as I made it known that my heart had just been excised from my body and pounded into a fine pulpy mass, my friends were on me to get online. Harmony and Steph were the first to step up. “We didn’t like her anyway! Join OKCupid! It’s free and we have made a few friends through that site! What’s the worst that could happen? Just do it!! You’ll have fun!”

At first, I rejected the notion. My past experiences with the online dating scene ended badly. But that was almost 10 years ago. Surely things have changed…right?

So, reluctantly, I posted my first personals ad on OKCupid.

Selling yourself is a tricky notion. As a car salesman for the past 14 years, I’ve learned that nothing is more off-putting than someone who brags too much or is too aggressive or even worse, obviously saying what they need to say to get a sale. “Sure, I come with a leather interior and a kickin sound system, now what can I do to get you to buy this today?” The notion of the overly obvious and aggressive salesman has never been my thing. I prefer subtlety and humor, honesty and integrity over false promises and over the top salesmanship. I have never been one to oversell something that could easily be sold on its own merits.

So what were my merits? How do I start selling myself? Do I mention I love to cook, paint, work with bands, write this blog? Do I go into detail about how I’m a loyal friend, that I love easily and forgive unconditionally? My travels? The music that moves me? How the hell do you fit all this into a personal ad without boring someone to tears with what appears to be an essay!?? As it turns out, I shouldn’t have worried about it so much. In fact, in hindsight, I’m quite convinced I would have gotten the same results with half the effort.

To be continued…..