Geek and pop. These words don't seem to go together very well, but the truth is that geeks and nerds have been coming out of their lairs and invading popular culture since the 80s. Even music has fallen under their sway.
Here are some great examples:
"White and Nerdy" by Weird Al Yankovic. Of course this one had to be on here. From the inclusion of the Star Wars' Holiday special to talking about vector calculus, Weird Al reaches just about every corner of dork, geek and nerd-dom, and he does it with style (even if he did get the Vulcan salute wrong at the end).
"Hey Molly" by Mike Lombardo. The best nerdy song you've never heard of. Lombardo sings to his crush that if she'll go to the dance with him, he'll never play Halo again. Also, the Zelda theme adds so much.
"Doctorin' The TARDIS" by The Timelords. This 1988 novelty pop single proves that the Doctor Who craze is not just a recent thing.
"Through the Fire and the Flames" by Dragonforce. The song that unites every fantasy nerd in the universe became famous when it was featured as the ultimate boss battle of 2007 in Guitar Hero.
"Star Trekkin' " by The Firm. This annoying little byte has been famous ever since The Firm put it out in 1987.
"In the Garage" by Weezer. We could fight about it, or everybody could just agree that Weezer was one of the influences that made nerds cool. And this song, talking about Nightcrawler and 12-sided die, is a prime example.
"Grow Up" by Random. Set to music from Mega Man 2, this Random song is one of many odes to geekdom that are also laments about being unable to move on. Of course, like all of these ballads, Random decides "I don't think I want to."