Unfamiliar Territory

via Daily Prompt: Dilemma

I’ve spent the majority of my life living on the side. I was never the star athlete, the valedictorian, the VP of a department, or the person with all the answers. That’s not to say I was never without friends. I’ve always had friends, and I’ve made it a point to be the kind of person that’s very easy to be friends with. Sometimes, too easy.

At the prompt of the word ‘dilemma’, I immediately thought of this situation I suddenly seem to find myself in. After I got my braces off a few weeks ago, I seem to be attracting a bit more male attention than I anticipated. But as things tend to work out for me, the guys who are attracted to me are not who I am attracted to in return. Some kind of luck, right? The single exception to this has been a guy I met exactly one week ago. And I do mean exactly one week. I am not the most versed person in actions and motivations of the opposite sex, but I am educated and not without a little bit of common sense. I also hope I’m not completely wrong. (Please God, let me not be.)

So this guy (who I will refer to as Jack) and I have been messaging all week. Every day. I think today might be the first day we haven’t. However, we don’t have each others numbers as everything has been primarily through Facebook. We also have not made any plans what so ever to see each other in the near future. This where I get unsure. Despite the fact that we’ve been talking all week, there’s been nothing beyond that. Do I try to initiate plans? Do I wait for Jack to do it? Is he attracted to me at all? How do I know anything beyond the fact that we get a long amazingly? (Also, the list of things we have in common is crazy long.) Do you see my dilemma??!

I don’t really date. Ever. But I think for the first time in a very long time, I want to. I want to at least try.

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