| Person #1 Hint | Answer | Person #2 Hint |
| Pioneer Guitar Player and Builder who died in 2009 | |
| Acclaimed Director of 'The Royal Tenenbaums' & 'Rushmore' | |
| Inventor of the Cotton Gin | |
| Actor Who Declined His 1970 Best Actor Oscar | |
| Oscar-Winning Star of 'True Grit' | |
| Symbolic 19th Century American Outlaw | |
| Emmy-Nominated Star of NBC's '30 Rock' | |
| Frontman of Wham! with Popular Debut Solo Album | |
| British Novelist Famous for Writing 'Frankenstein' | |
| Legendary Singer/Songwriter Who Co-Wrote the Music in Disney's The Lion King | |
| President on Mount Rushmore who died on July 4th | |
| Host of 'American Bandstand,' 'The $10,000 Pyramid' & His Annual New Year's Eve Special | |
| British Star of FOX's 'House' | |
| 'Fargo' Actor Married to Felicity Huffman | |
| Singer/Songwriter Known as the 'Piano Man' | |
| Rapper Who Collaborated on 2002's 'Lady Marmalade' and Spent 10 Months in Prison | |
| Birth Name of 3-Time Heavyweight Champion Boxer and Olympic Gold Winner | |
| Actress Famous for Her Roles on 'Maude' & 'The Golden Girls' | |
| Canadian Singer/Songwriter Sometimes Joining with CSN | |
| Confederate General Who Surrendered at Appomattox Courthouse | |