Kids, I am about to experience the most awkward situation of my life. The Countdown to this moment is set for 72 hours from now. I’ve worked for this my entire life. All of the times I called Erica in junior high and asked her to go out with me. All of the times I nervously walked around and pretended that I was okay being the only person without somebody to slow dance with at Bar Mitzvah parties when I was not okay with it at all. All of the times I was in a movie theater with Sarah (that one just happened once).

Now kids, in order to understand the upcoming awkward encounter, we have to go back a few months. Maybe six months. Let’s say six months. Six months. I was about 60 pounds heavier, and my JDate pictures reflected that weight discrepancy. It was relatively more difficult to receive and maintain a conversation with a girl. I managed to talk to the same girl via IM several times, until she looked past my main profile picture that made me look a lot less fat. After she saw all of my pictures, she bolted and I didn’t talk to her again.

After I lost a good amount of weight, I changed my profile pictures. After the new me surfaced, the same girl initiated an IM with me. This was unprecedented. Was she only talking to me because I was thinner? Probably. Did I care? Nope. We talked several more times. We soon learned that, coincidentally, she was going to be in charge of the food at the wedding of two good friends of mine in a couple of weeks. We then planned a date together. I took her out to eat and see a movie. It was fun. After the date, I texted her thanking her. She didn’t respond until I texted her again the next day. She responded saying something along the lines of wanting to be just friends. Though it was pretty much what I expected, and I was certainly used to that rejection notice, I impulsively shot her a text saying that I would let her know when I got thinner. She asked why I said that, and I didn’t know really. We both somehow decided to be friends without really meaning it.

Anyway, the wedding is three days from now, and though this situation does seem like a crock-pot of awkwardness, anything involving myself should be taken seriously. Actually, it might not be awkward at all, unless, of course, she reads this post, which is entirely possible because I told her on the date that I was a blogger for JDate.