The Bear from Hot Tub Time Machine
Look, I’m sure Adam, Lou, and Nick had plenty of wild times at Kodiak Valley back in the day but take one look at that mysterious Party-Bear and you know that guy(?) is getting his paws in all sorts of amazing. He’s kind of the perfect character to follow around on New Year’s too; he doesn’t talk too much, he always knows where the best times are happening, and he has a really great fashion sense. Also, he can time travel.
Plans for the Night: Journey through the decades meeting crazy famous people that like to take a dip in the bubbling waters.
Ferris from Ferris Bueller’s Day Off
I think we went over my Ferris crush factor earlier in this list but beyond being devilishly handsome, Ferris is also one of the coolest teenage film characters ever put to screen. He might not have a plan for New Years night but you’re bound to end up experiencing something truly unique.
Plans for the Night: Plans? We won’t need ’em. We might not wind up at a big party or at the most popular bar but I’m sure we will see things we never have before and probably take in a bit of culture while we’re at it.
Kid ‘n Play from House Party
If you haven’t seen House Party or heard of the 90’s rap duo Kid N’ Play then you might want to do yourself a favor and get acquainted with the funky fresh partnership as soon as possible. Besides the obvious winning elements of having the loudest clothes room and Kid’s signature Hi-top fade, the two fellas come fully equipped with some serious dance moves. Just watch this clip from the movie and you’ll see why even someone with two left feet (like me) will be begging to join the dance circle.
Plans for the Night: Obviously attending a house party (I didn’t really need to spell that one out for you) and getting into a surprisingly choreographed dance off with fellow party goers.
The employees of Brainasium Grandma’s Boy
The boys at Brainasium know that all you need are a few key drugs ingredients to get a party rolling. While I myself don’t partake in such substances, I wouldn’t mind partying with a group that was completely open to a good time. You can let loose, de-stress and actually get pretty wild.
Plans for the Night: After chowing down on some delicious burgers, we would be ready to drink Cabo Wabo shots, make prank calls and play video games til the sun came up. If I’m lucky we would find our way back to Brainasium to have a Dance Dance Revolution dance off. I do have are a very particular set of skills; skills I have acquired over a very long career. Skills that make me a nightmare for DDR opponents. Wow, that was a really weird crossover reference.
Bloom, Stephen and Bang Bang from The Brothers Bloom
The Brothers Bloom and their amazing, mysterious pal Bang Bang are the kind of envy-inducing cool characters that could only be dreamed up by Rian Johnson. The gang spends their days planning and executing elaborate cons that are so detailed and thematic they more so resemble a novel narrative than a criminal swindle. Besides tapping into my sense of adventure, hanging out with the trio would also insure a night of unexpected intrigue.
Plans for the Night: We would attend a swanky party, possibly on a steam boat or vintage looking piano bar, looking classy as hell.
Cooper from EuroTrip
Eurotrip is a raunchy flick that came out around the height of the American Pie-induced teen sex comedy resurgence in the 2000’s. It unsurprisingly follows the European escapades of four friends including a twin brother and sister combo, a lovelorn romantic and one of my favorite lovable assholes that goes by the name Cooper. Eurotrip isn’t a smart or high brow film but I find it is consistently underrated within its genre and most of its stronger comedic moments come thanks to Coop’s character. He’s a bit of a social engineer, living by the “Work smarter not harder” mantra but that doesn’t hinder his sense of adventure.
Plans for the Night: There is a strong possibility we won’t be successful in our pursuits to find a proper scandalous night club but I’m sure once we get our hands on some absinthe whatever we do after that won’t matter very much.
Cher & Dion from Clueless
This list so far makes it seem like I don’t hang out with chicks very often. This is true, although I don’t entirely know why; I suspect that I was male in my previous life. Regardless, you won’t find a better pair of ultra feminine ladies to spend New Year’s with than Bronson Alcott High School’s finest: Cher and Dion. These popular BFFs have big hearts but also know the value of understanding appropriate party protocol.
Plans for the Night: Maybe a party in the Val but there is also the possibility that we could end up checking out some Ska band show. I’d prefer the former unless Paul Rudd is involved in which case, nothing matters.
Gatsby from The Great Gatsby
Gatsby is essentially the fictional Diddy. Well, Diddy is the real life Gatsby. What I’m getting at is that the two know how to throw a party. Take one look at Leo Dio in the center of Baz Luhrmann’s pulsating glitterfest and you can’t help but get wrapped up in the excitement. The lavish and exuberant productions put on by Gatsby make his a super easy addition to this list.
Plans for the Night: I think (hopefully) we would be partying at his pad – drinking champagne and dancing wildly into the night.
Mathew Lillard as Brock Hudson from She’s All That
I know what you’re thinking. Lindsay, what are you talking about? I didn’t even remember Matthew Lillard was in She’s All That! Well then, shame on you because he is easily the most memorable character in that film. See, Lillard plays Brock Hudson (oh you absolutely read that right) a former Real World cast member that starts dating Freddie Prinze Jr.’s bitchy ex-girlfriend after the two meet on spring break. Brock isn’t a central character in the film and actually only has a few scenes but he makes those minutes count. Truthfully, Brock is a pretty terrible person that I wouldn’t generally associate with but his fully committed lip sync session he performs Rick James’s Give It To Me Baby makes him a beautiful train wreck that I would watch for hours. See for yourself:
