A Sucker's Bet

I've had this particular pic sitting around for a little while now, and I always intended it to be an introspective one; it's very much the kind of pic I would normally cap as a diary entry or some such.  Instead, I started to recall a certain plot thread I read a long time ago, though I can't seem to remember where exactly, and I thought it would fit perfectly here.  Not sure that I'm totally satisfied with it, but it's fun, either way.  =)