How about when I sent Amy an e-mail with a video link, claiming that said video was of an actor that was being considered for a movie adaptation of Outlander but was really Rick Astley's Never Gonna Give You Up!?! SHE WAS RICKROLLED, MOFO!
You're packing your bag for that magical desert island that happens to have electricity, a TV, and a DVD player—what five DVDs do you take with you?
Okay...let's try and do this.
Knocked Up, The 40-Year Old Virgin, Titanic, The Phantom of the Opera and Love Actually. Yes, I think that's what I'd have to go with.