Halloween had been my favorite holiday for ever. Every year I look forward to planning out my costume, researching the parties, getting dressed up, meeting up with my friends and having a good ole’ time! This post depicts the evolution of my costumes – starting when I was just 6 years old (and a real ham)! :)

1987: Witch

Friend Ella (left) and me (right).

Technically, this isn’t Halloween but an equivalent: in Russia, we didn’t have Christmas nor Halloween, so all the dressing up happened on New Year’s Eve. Why witch? Because I had this dyed gauze dress I couldn’t wait to wear, and it was black, and I was already thinking like a little goth! That’s why!!! :)

  • Award: cutest costume.

2003: Harry Potter

This is the year when I went fully digital – everything prior to this was printed on paper and is not easily accessible. Mark and I became obsessed with the books and threw a Harry Potter-themed bash in our old apartment. Kat was Cho Chang, I’m Ginny Weasley, Mike is Harry and Mark is, of course, the very sexy Professor Snape!

Awards: none, but kudos for being able to pull off a party in that TINY 1-bedroom apartment!

2004: Marilyn Manson & mansonite

I’m really starting to get into extreme makeup here. Mark was Marilyn, I was a Mansonite – my dress had “Rock is Dead – Marilyn Manson” stitched on the front. We went out to a party in the West Village and people kept yelling “Sweet Dreams, Marilyn!” at Mark all night. :)

  • Award: best makeup.

2005: Pinup girl

This is officially the skimpiest outfit I’ve ever worn – on Halloween and out in public, anyway. ;) I had that bright blue streak in my hair too, which matched the outfit. I kinda miss it sometimes. It’s hard to say why I wore this particular outfit on that particular Halloween – perhaps I was trying to see how much sexiness I could get away with in NYC, on Halloween. ;) Answer: A LOT.

  • Award: best undressed.

2006: Lascivious Captain

I really wanted to dress up as a man. Problem: features too feminine to pull it off! I had to employ a few makeup tricks such as aging my skin and making it look all rough, giving myself a 5 o’clock shadow. I also drew those super-bushy eyebrows, mustache and a ’soul patch’! “You are the most disgusting man I’ve ever seen!!” was, I believe, how my sister described my outfit. Hahaha! :D

  • Award: most disgusting costume, ever.

2007: Adolf Hitler

Second year in a row in drag – can you see a trend here? In typical bad taste, I was Adolf Hitler. Once again, I was testing how much I can get away with. If you think Hitler is not a very popular figure where you are, wait till you get to NYC. I wasn’t trying to offend anyone in particular; I just wanted to wear the costume. The reactions I got were varied, but I think most people got that it was all in good fun and didn’t get in my face. Yay! :)

  • Award: most offensive costume.

Deerlings: can you name at least 5 costumes – and why you wore them? ;)

Tomorrow: NYC Halloween parade, costumes, stories, and more!