40 Celebrity Couples You Forgot Dated In The Early ’00s
Shia LaBeouf and Hilary Duff
Shia LaBeouf best keep Hilary Duff‘s name out of his mouth! Shia loves drumming up a scandal, and in 2011 he told Details magazine that his date with Hilary was the worst he’s ever had. Granted, he also mentioned that he doesn’t think she was into him at all either, but Hilary is a beautiful queen and Shia should have been so lucky. The almost-couple went out to sushi and then never saw each other again. Shia didn’t give a specific timeline for this horrible date or how it came about, but since he was reminiscing in 2011, safe to say it happened well before the 2010s.