Characters: Edward Scissorhands and Kim
Movie: Edward Scissorhands (1990)

When Winona Ryder and Johnny Depp first met at the Great Balls of Fire! premiere in 1989, Ryder was 17 to Depp's 27. A short while later, Ryder starred as the love interest of the famous character Edward Scissorhands, played by Depp in Tim Burton's classic outcast flick. Over the course of their real-life relationship, with which the public was obsessed, Depp not only proposed to Ryder, but also got a tattoo that said "Winona Forever." When they broke up after three years, he changed it to "Wino Forever." Good one.