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ataxi pointed me towards The Coolness Index, listing the top 10 songs Last FM users are ashamed to admit they like, and I was amused by the fact that I had JUST watched two vids with songs from the top 5, and another earlier in the day. And thinking about it, catchy but uncool songs are perfect for vids which want to tell a story straight and get under your skin, and poke fun of themselves at the same time, which is one of my favourite types of vid.

So, a list of cool vids with horribly uncool music :D

Lady Gaga Poker Face by talitha78. Star Trek XI, great Spock-centric Kirk/Spock
Britney Spears, Womanizer by ImaginarySanity. Star Trek:TOS. Kirk is a womanizer. Not glorious but pretty good.
Katy Perry, I kissed a girl by bop-radar. Smallville "Clark experiments with heterosexuality". Hilarious.
Lady Gaga, Just Dance by Shoopdancer, multifandom. Just dancing :)
Britney Spears, Circus by butterfly. Star Trek XI, Kirk's a "put on a show" kind of girl.
Britney Spears, Piece of Me by obsessive24. "The life and times of Britney Spears", remarkably effective.
Rihanna, Disturbia by xCraZy18gurlx. Final Fantasy XII, Balthier/Fran. Ok, this is a total cheesey guilty pleasure but enjoyable for what it is :)
Lady Gaga, Paparazzi
Lady Gaga, Lovegame

Anyone got vids recs for the other songs? EDIT: See comments for some more alternatives.

I'm pretty sure I've seen a "Womanizer" vid for a fandom I'm not in at some point. EDIT: Found it:Akanishi Jin fanvid. Don't really like it that much, though the syncing of one pop star's dances to another's song was fairly well done.