Speaking of unfortunate hair... that's just the beginning of Napoleon's issues, though. As he himself notes, he doesn't have any "sweet skills" and girls only go for guys with skills. Of course, he thinks that means things like bow-hunting and computer hacking. In reality, they're looking for someone who has the skill to carry on a conversation without saying something completely off the wall and off-putting. Oh, and also the skill to realize it's time for a new haircut, and maybe some glasses that wouldn't look quite so at home on someone's grandma. In the '70s.

Even in the '50s, reading pulp science fiction and mumbling awkwardly through every conversation you tried to have was no way to impress girls. Or anyone else, for that matter. If it hadn't been for a misplaced Florence Nightingale effect, Marty McFly would never have been born. That, or him time-traveling and inventing rock and roll and ... anyway, the point is, George McFly? Big fucking nerd in a time when the word probably hadn't even been coined yet.

Bud Cort's Harold is played as a young man so alienated from other people that his favorite hobbies are faking his own death and attending funerals. It's not hard to see why in this clip, which alternates between his mother listing off elements of his social awkwardness ("Are you uncomfortable meeting new people? Well, I think that's a yes, don't you Harold?") and suggesting strongly that she may be the underlying cause of most or all of them. Regardless of the cause, it's hard to argue that this is one awkward young man, at least until Maude comes along and snaps him out of his stupor.

The underlying cause of a lot of nerd alienation and awkwardness is being smarter than all your peers without having the social skills to know how to make that work for you. And nothing says "smarter than your peers" than being a sixteen-year-old doctor. Your age group doesn't know how to relate, because hey, you're a fucking sixteen-year-old doctor. Your doctor peers aren't sure how to relate because, hey, you're a fucking sixteen-year-old doctor. Also, your name is Doogie. That's a pretty much guaranteed road to social isolation and the awkward hall of fame.

Speaking of child prodigies, Mitch Taylor is just fifteen years old, but he's already been admitted to the prestigious Pacific Tech physics program to work on lasers. (Look, it was the '80s. It sounded plausible at the time.) Problem is, even among the other nerds and misfits, Mitch finds it hard to fit in, possibly because he has a hard time relaxing and also because of that weird haircut. Seriously, it's amazing how much you could de-nerd most of these kids with a trip to the salon. Well, you could at least disguise the nerdiness, anyway. They'd still be unable to carry on a conversation that approximated normal human communication in most cases.

It takes a special kind of awkward to stand out as awkward among a group recognized as "freaks and geeks," and Bill Haverchuck has that awkward in record amounts. It's not just his appearance, which is so prototypically "geek" from the horrific glasses to the fashion victim ensembles that it shines as a beacon of how not to look to win friends and influence people. It's also his amazing talent for saying the exact thing to maximize everyone's discomfort, no matter the topic. That's some next level awkward.

Being socially awkward and epically uncool is not solely a male phenomenon! Just look at the teenage Liz Lemon for evidence. Revealed in flashback at various points over the run of the series, teen Lemon displays a special level of awkward that includes being caught in a compromising position with a Tom Jones poster, spending her year abroad in high school visiting bird museums and being more comfortable with her telescope than with her peers.

Anthony Michael Hall spent the '80s playing one awkward teen after another, in movies such as

,

and, perhaps most famously,

. That movie cast him as Brian Johnson, a straight-A student who is so distraught over a bad grade he contemplates ending it all, despite the fact his social life is filled with such glittering moments as the Latin club, the math club

the physics club.

If anyone has picked up Anthony Michael Hall's mantle as "guy who's built a career out of playing the awkward geek," it's Michael Cera. His best-known, and most endearing, geek character is George-Michael Bluth from the cult favorite

. How awkward is George-Michael? Well, he works in a banana stand, he's in love with his cousin and he's still the most normal member of his family. That's pretty awkward.

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See Welcome to the Dollhouse, the awkward classic that inspired this list, tonight and tomorrow at 10 p.m. the Sie FilmCenter.