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25. Who/When? Christian Slater, 1988.
Victim Of: The Time
His Return Of The Jedi shirt is cool or ironic depending on who you talk to, but it’s his ripped jeans and that he’s hanging out with Wonder Years star Olivia d’Abo that dates his look. He was rad for the era, but nothing about this look aged well. Especially not d'Abo's mom jeans. Wait, who was this post about? They're both victims here.
[Photo: Getty Images]
