When I prepare for Hallowe'en I'm not worried about some kid in a Harry Potter mask stealing my soul...I'm just worried about what I'm going to wear. And that's a big worry.
For most of my life I didn't care about Hallowe'en. I couldn't think of any "good ideas" and I was far too insecure to be comfortable executing them anyway. It wasn't until young adulthood that I started thinking "Hey, this Hallowe'en thing is pretty fun!"
So for many years I planned out costumes that meant something to ME -- Ann Miller from "On The Town," a lion tamer, "Zev" from the TV series "Lexx," Naag ki Devi, Melody Valentine from "Josie and the Pussycats," and the bounty hunter from "Guitar Wolf" -- but in almost every case my costume was either incomprehensible to others or simply looked at as the sort of thing I wear anyway. And I learned by painting myself blue that I have a lot more skin than I'd thought I had.
This year I decided, to hell with it, I'd go out in a strikingly-obvious costume. But I don't feel like spending a ton of money on something I'm not passionate about, and the cheap pre-made costumes always LOOK cheap (and you're bound to run into three other people wearing exactly the same thing). Besides, off-the-rack is CHEATING.
I'd much rather just not wear ANY costume and simply go as me, but since people bar-hop on that particular night to show off their elaborate Transformer outfits, I always meet lots of new people, and they think that my being in drag IS a costume, which is annoying.