| Clue | Person | DOB-Death |
| Model who is notoroious for allegedly assaulting assistants and housekeepers with phones | |
| Singer whose debut album, Pieces Of You, was released in 1995 | |
| His song, Like A Rolling Stone, is ranked #1 on the Rolling Stone's 500 Greatest Songs Of All-Time List | |
| Actor known for his tough guy roles and conservative political views | |
| The main female singer of Fleetwood Mac | |
| The original author of the James Bond novels | |
| Comedian who was known for his USO tours entertaining the US troops | |
| Blonde bombshell who was on the cover of the first Playboy Magazine issue | |
| Her debut album Jagged Little Pill is still the best selling female debut album in the US | |
| Soccer player who at 15, was the youngest player to appear in a MLS game | |
| Actress who has played a sociopath, a sexy video game heroine, and a spy assigned to kill her husband | |
| | Clue | Person | DOB-Death |
| Musician who changed his name to an unpronouncable symbol in the midst of a dispute with his record label | |
| Jazz guitarrist who has a line of guitars named after him | |
| Actress/singer who played Dorothy in the 1939 adaptation of the Wizard Of Oz | |
| Actress who was known for her highly public relationship with Hugh Grant | |
| Jewish girl who gained posthumous fame for her diary documenting her experiences while hiding during the German takeover of the Netherlands during World War II | |
| Brazilian model who is a Victoria's Secret Angel and has made guest appearances in HIMYM and Ugly Betty | |
| Boisterious real estate billionaire who likes to fire people on reality TV shows | |
| She is the winningest coach in women's college basketball history | |
| Golfer, known as Lefty, who is considered to be Tiger Woods' main rival | |
| Rapper who played Janet Jackson's love interest in the movie Poetic Justice | |
| Bassist of the Beatles who formed the band Wings after the Beatles disbanded | |
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