I've seen pics of famous Jews like Leonard Nimoy (Spock on "Star Trek") and Bob Dylan rockin' a tallit, but it's unusual to see it in movies or television.
When I think about seeing the tallit on TV and in movies, I think of Ben Stiller wearing one in "Keeping the Faith," the rabbi in Seinfeld famously wearing one while sitting at his office desk, and Krusty the Clown in a tallis at his bar mitzvah on an episode of "The Simpsons."
Last night, in an episode of "Entourage," in its seventh season on HBO, guest star Lenny Kravitz is seen in a synagogue for his niece's bat mitzvah wearing a tallis (no kippah oddly enough). Super-agent Ari Gold (played by Jeremy Piven and based on Rahm Emanuel's brother Ari) calls Lenny Kravitz to see if he's available to appear in a movie. Kravitz even speaks a little Hebrew to the rabbi while he's on the phone with Ari. Piven, himself, wore a tallis on the show a couple seasons ago at his daughter's bat mitzvah.