| Hint (Before) | Answer | Hint (After) |
| 1991 Bill Murray and Richard Dreyfuss movie | |
| Tony Stark | |
| Co-creator and Seinfeld and Curb Your Enthusiasm | |
| James Bond's favorite line of sports cars | |
| Reginald Kenneth Dwight's stage name | |
| 2008-09 Premier League Champions | |
| William Shakespeare comedy published in 1598 | |
| 1998 Oscar winner for best picture | |
| Singer of Sir Duke and Superstition | |
| Trio that sang Puff the Magic Dragon | |
| Paul Simon's first single from Graceland | |
| 1995 Billy Crystal and Debra Winger romantic comedy | |
| Monty Python's 1979 mistaken Messiah movie | |
| 1965 Roger Miller song | |
| The actor who played Gilligan | |
| 1987 Tom Selleck, Steve Guttenberg, and Ted Danson movie | |