should your costume represent something you wish you could be but never will?
as a kid the holiday is all about candy, and walking around a 'safe' neighborhood asking for sweets like a brat.
as a teen, you have to make a decision... is getting dressed up worth getting a shitload of free candy?
in the late teens/early twenties, the holiday changes gears entirely. it's all about getting costumed up and gettin' drunk. (also gives 'yes's' and unfortunately 'no's' a chance to dress as slutty as possible. i.e... pirate hookers, playboy bunnies, and nympho angels)
i never feel like dressing as someone else is much fun. i've worked on my personal brand and would like to keep it for the night. don't mind just being me all the time.
but if it gets me a free keg cup, i'm thinking raoul duke would be a strong choice.
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