I'd really rather not go looking like a whore but the only "classy" costumes are flappers and Cleopatra *YAWN*. I don't want to look dowdy but what cute costumes are out there that don't scream DTF?
On a side note: It's hard to pick costumes when you have short hair :/
Unfortunately, there's not a whole lot of choice when it comes to buying costumes from costume shops. Pretty much all of the ones aimed at older girls are going to shouting DTF.
Have you looked at any costume rental places? From personal experience, they generally have a lot classier costumes.
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