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My mom made us BEAUTIFUL costumes so it's hard to decide. We did wear them more than one Halloween, hand them down to younger kids when they got too small, and play dress up with them in between Halloweens, so don't hate her too much.
I think I'd have to say my Scarlett O'Hara dress, because we both knew that it was my very last Halloween for Trick-or-Treating until I had my own kids so Mom used the same basic pattern she did for my Little House on the Prairie dress, it was just a lot fancier and more grown up.