When I first got started in tabletop roleplaying games, they were all sprawling, amateurish, homebrewed make-it-up-as-you-go affairs. After playing that for a few years, getting into D&D was difficult for me. I still don't really approach it in the same way most people do.
A lot of players I've known get really frustrated and simply can't have fun if their character isn't all-powerful, or at least competent, both in social situations and in battle. For me, I have no problem playing someone who is confused, incompetent, or even dangerously clueless. I've been known to giggle like a madman while sending innocent characters headlong into danger that I refuse to metagame or munchkin my way out of.
I suppose it's because I approach roleplaying less like escapism and more like playing a part in a play or movie. Actors often prefer to play villains and comic relief characters, even if it's the hero who winds up looking good and getting the girl. I don't need to fantasize about being stronger or smarter or more powerful. I just want to fantasize about being interesting.
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