If your tall/skinny and have a short/fat friend (or vice-versa), Jake and Elwood Blues are pretty easy.
My friend used to dress up as a kissing booth. It's a big balls costume, in other words, you have to have the confidence to pull it off. It worked in spades for him. I have some pictures somewhere.
Someone already suggested Mark Cuban... try again, man... What about a costume for an entire family of four? Something CLEAN, please... I have two children... Simpsons, Incredibles, Bundies, what else?
I had a friend who dressed up as a do-it-yourself breast exam station. He basically just wore a big silver box with 2 holes and a sign that said "insert breasts here". The funny thing is, it was a halloween party AT WORK. And he still has his job.
Yeah.... Seriously, I did this last year and won a costume contest. The key is in the accessories: cheesy gold glasses (cheap shades from walmart with the lenses popped out), red stapler (spray painted) and white collared shirt ($20 at Kohls). Add some suspenders and a mug (printed the logo on a label and slapped it on a $1 white mug) and you're set.
We live in Phoenix. My girlfriend is a huge Suns fan. She is going as the cheating NBA referee (in the playboy ref costume). And I'm going to be Manu Ginobli and anytime someone touches me or bumps into me at the party I'm going to flop, fall down on the ground and she's going to call a foul on them.
I went as Jesus a few years ago. It was a great costume....even though I can't manage any semblance of a decent beard. There was some 50+ year old depressed housewife with more money than sense who kept hitting on me. Her name was (I swear I am not making this up) Mary. I kept being all, "b****! Get off me! You don't even know my name!" And she was all "Yesh I do iz Jeeshus." It was a nightmare. True story.
