It's true: The man you know and love from his roles in "The Proposal," "Definitely Maybe," and perhaps even "Just Friends," once dated Rachael Leigh Cook (via Us Weekly). While Reynolds has had plenty of other high profile relationships with Alanis Morisette, ex-wife Scarlett Johansson, and current wife Blake Lively, so it makes sense that his courtship with Cook might not have caused as much of a frenzy.
The two met in 2001. Although the two quickly connected, Cook had to then head to England, where she was filming the film "Blow Dry." Pulling a page out of the romantic comedies he would go on to star in, Reynolds flew across the world to surprise her — even getting out his own film obligations to do so.
The two dated for a year, and while it's not clear why it didn't work out between them, Cook went on to meet and marry Gillies, and Reynolds, for his part, met Alanis Morissette at Drew Barrymore's birthday in 2002 (via CheatSheet).
Today, Cook is now dating film producer Kevin Mann, while Reynolds remains wed to Blake Lively — but hey, they'll always have England.