Internet dating is always a crap shoot. You can pick someone with the perfect profile, the perfect pictures, the site says they match you in 25 different ways but you meet them and are completely disappointed. Conversely, you can meet someone with terrible pictures and a so-so profile and like them a lot. Mostly you forget about those "meh" profiles, but maybe you shouldn't.
I was contacted over a month ago and the only thing I saw we had in common was Scrabble. I challenged him to an online game and we've been playing ever since. We occasionally IMed while playing, but it was stuff like "I have four E's! WTF??" I hadn't put much thought into us meeting at this point and because it was over a month since he emailed me, match had deleted it and I was unable to even find his profile. So when he asked me out I really wasn't sure I wanted to go. The last match.com date was a disaster and due to the Scrabble being over facebook and thus linked to my blog, he knew all about it.
In an effort to be different than dinner he suggested drinks and appetizers. How this is different is beyond me, but I agreed to go anyway. I don't think it would have mattered if it was dinner or drinks. Conversation was easy, the wine was tasty, and we laughed a lot. There was no awkwardness and when we were done he paid for it before the bill even came (so hot).
If you decide to try online dating just remember that profiles aren't people and pictures can lie, and often do, both ways. So before you hit the "No Thanks" button make sure you believe that there is 0% chance you would like this person, because if there's a 1% chance, you should just go on a date and see. I still don't recommend dinner or drinks. Think of some activity that gives you a buffer, like bowling or ice skating.
Difficulty to initiate contact: 0
Pros and cons already listed on Day 1.
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