From Bonny: "I didn't wear this costume, but I did go to a party quite a few years back where a guy was Lloyd Dobbler (John Cusak) from the movie Say Anything. All he had to do was hold his ghetto blaster over his head, and both men and women flocked to him immediately."
How To Recreate This Halloween Costume: A relatively simple affair, wear some slouchy jeans with a pair of older runners, a white shirt and a long trench coat (any color works). What's crucial however is the boombox playing a loop of Peter Gabriel's song, "In Your Eyes".