Halloween costumes for men should be three things:
1) comfortable and not awkward to move around in
2) funny 
3) easy to remove
This goes back to my college years, since Halloween parties are basically one big speed-dating session. Even though I'm engaged now, the three rules remain the same. 
This year I'm gonna be...well I like to call it 'generic 80's rapper'. 
All velour color-blocked tracksuit, Adidas shell-tops, big gold chain, gold rimmed gazelle sunglasses. Money.