| Hint | Celebrity | Date |
| Singer/Politician. 'The Beat Goes On' | |
| Musician. The King of Rockabilly | |
| Singer/Musician. 'God Only Knows' | |
| Sportscaster. Voice of the Chicago Cubs | |
| Actor. 'High Noon,' 'Airplane' | |
| Singer. First Lady of Country Music | |
| Singer. 'Drivin' My Life Away,' 'You and I' | |
| Singer/Actor. 'Luck Be A Lady,' 'From Here to Eternity.' | |
| Actor/Comedian. 'The Simpsons,' 'Jingle All The Way' | |
| Politician. Senator and Presidential Candidate | |
| Singer/Cowboy. 'Tumbling Tumbleweeds' | |
| | Hint | Celebrity | Date |
| Actor. 'Father Knows Best' | |
| Astronaut. First American in space | |
| Entertainer/Puppeteer. 'The Song That Doesn't End' | |
| Film Director. 'Roshomon,' 'The Seven Samurai' | |
| Olympic Athlete. Women's 100-meter World Record holder. | |
| Singer/Cowboy. 'Rudolph the Red-nosed Reindeer' | |
| Actor. 'Planet of the Apes,' 'Cleopatra' | |
| Actress. 'Good Times' | |
| Comedian. Famous character 'Geraldine.' | |
| Actor. 'The Graduate,' 'Three's Company' | |
|