The Search for Halloween Costumes

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I am on the hunt for the perfect Halloween costume.  And by perfect, I mean something I didn’t come up with 3 days before October 31st.  Last year, I celebrated my 2nd favorite holiday with a ride on Trolley with 35 of my closest friends.

4 hours riding Trolley all over Chicago, with strategically located bathroom stops (Mickey D’s in River North was the best–super clean, super big, and there were even escalators).  It was a blasty but Ryan and I need to up the ante with our costumes this year.  My friends are really creative and we got our butts kicked in the costume department last year:

Yeah, those are t-shirts depicting us at Lucy and Charlie Brown.  Not a terrible idea but lamesauce execution.

The Halloween Countdown app on my iTouch tells me that there are 33 days until Halloween.  We’ve got to go big this year.  To say Ryan is a competitive guy is an understatement so I have been given an assignment: 8 costume ideas for us by end of day today.  No small task considering that the only thing I can come up with is painting ourselves blue and being Avatars.

Ohh, I long for the days in college when all I had to do was sluttify a Disney character to have a totally stellar and praised Halloween costume.  When they say adult life is so much more complicated, I had no idea it applied to Halloween costumes as well.

My buddy Corey does Daily Booth and posted this question the other day:

Among the responses were Fruit, Lady Gaga, Mario and Luigi, Lady Gaga and more Lady Gaga.  I highly doubt Ryan will rock Lady Gaga, even if I told him she wore meat to the VMA’s.  Some friends of mine did Mario and Luigi a few years ago so that’s out.  So I’m at ground zero.

Help!  Please give me great, creative, funny and not-too-hard-to-put-together costume ideas!