Charlie Brown. Pair with a freakishly large head, some bermuda shorts, and a general look of misery.
And, because it wouldn't Halloween without it ...
Slutty Charlie Brown.
(The backstory can be that Charlie was always so unhappy because he never felt comfortable in his own skin, so when he was old enough, he got a sex change. Sadly, Charlene Brown couldn't escape her bad luck, so she wound up stripping and working street corners to make ends meet).
Mod Cloth The Perfect Hostess Cardigan - $59.99
Forever 21 Zig Zag Sequin Top - $19.80
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