| Singer with the 1999 #1 hit "Believe" | 47 |
| Singer with the 1998 hit 'Save Tonight' | 47 |
| Singer with the 1997 album "Drag" | 43 |
| Singer with the 1994 hit "You Gotta Be" | 49 |
| Singer with the 1994 #1 hit "Stay" | 44 |
| Singer with the 1992 album "Ingénue" | 49 |
| Singer with the 1986 #1 album "Promise" | 49 |
| Singer with the 1980 #1 album "Guilty" | 48 |
| Singer with the 1965 hit "1-2-3" | 42 |
| Singer with the #1 hit "All I Have" | 45 |
| Singer with reggae's Melody Makers | 38 |
| Singer with Parliament and Funkadelic | 37 |
| Singer with multiple "Farewell Tours" | 47 |
| Singer with Krupa's orchestra | 33 |
| Singer with Crosby, Stills & Nash | 37 |
| Singer with bandleader Xavier Cugat | 35 |
| Singer with a star on Canada's Walk of Fame | 47 |
| Singer with a short-lived 1950s sitcom | 38 |
| Singer with a reputation for being self-centered | 48 |
| Singer with a negative-sounding name | 36 |
| Singer with a distinctively spelled first name | 46 |
| Singer with a black V-shaped collar | 35 |
| Singer with a Best Actress Oscar | 32 |
| Singer with a 1978 #1 hit with Barbra Streisand | 47 |
| Singer with "The Gang" | 32 |
| Singer Winehouse after marrying artist Albrecht | 47 |
| Singer whose pastime is making beer? | 36 |
| Singer whose name sounds like a cry | 35 |
| Singer whose name is written in lower case | 42 |
| Singer whose music plays in new age stores | 42 |
| Singer whose middle name is Hercules | 36 |
| Singer whose life was made into a 1980 hit play | 47 |
| Singer whose last name is Chrysomallis | 38 |
| Singer whose backup group was called the Aliis | 46 |
| Singer whose "name" was once a symbol | 47 |
| Singer who's never forgotten her roots? | 43 |
| Singer who's always on call? | 32 |
| Singer who's a Backstreet Boy's brother | 47 |
| Singer who would make a lousy mohel? | 36 |
| Singer who was once a member of Clannad | 39 |
| Singer who was in "Blue in the Face" | 46 |
| Singer who was good at making wood cuts? | 40 |
| Singer who was good at making horseshoes? | 41 |
| Singer who was good at making dough? | 36 |
| Singer who stays out of the spotlight? | 38 |
| Singer who really cuts the mustard? | 35 |
| Singer who rarely uses her last name of Adkins | 46 |
| Singer who plays herself in "D.C. Cab" | 48 |
| Singer who performs in 10 different languages | 45 |
| Singer who perfected the moonwalk | 33 |
| Singer who often wore aloha shirts | 34 |
| Singer who nicknamed himself Mr. Mojo Risin' | 48 |
| Singer who moonlights as a dentist? | 35 |
| Singer who loves flashy jewelry? | 32 |
| Singer who loved beach vacations | 32 |
| Singer who is part owner of Forbes magazine | 43 |
| Singer who influenced Bob Dylan and Janis Joplin | 48 |
| Singer who got the Legion of Honor in 2008 | 42 |
| Singer who founded Righteous Babe Records | 41 |
| Singer who founded Reprise Records | 34 |
| Singer who formed the Love Unlimited Orchestra | 46 |
| Singer who doesn't want a hit? | 34 |
| Singer who definitely has her own dressing room | 47 |
| Singer who "tiptoed through the tulips" | 49 |
| Singer waiting for the restaurant check? | 40 |
| Singer Vikki + senator Trent = auto site? | 41 |
| Singer Vannelli of 1970s-'80s pop | 37 |
| Singer Underwood wedding senator John is . . . | 46 |
| Singer Underwood after marrying senator John? | 45 |
| Singer Turner's autobiography | 33 |
| Singer Turner's 1986 autobiography | 38 |
| Singer Tony's vacation spot? | 32 |
| Singer Tom's run-in with the law? | 37 |
| Singer Taylor or Heisman Award winner Ron | 41 |
| Singer Stewart ... or Memphis lawyer Holmes | 43 |
| Singer Stefani and actress Verdon | 33 |
| Singer Shepard on "Ally McBeal" | 41 |
| Singer Russell of 70's music | 32 |
| Singer Ray with the Glenn Miller Orchestra | 42 |
| Singer profiled in "Sweet Dreams," 1985 | 49 |
| Singer profiled in "Sweet Dreams" | 43 |
| Singer portrayed in film by Jennifer Lopez | 42 |
| Singer portrayed by Jennifer Lopez | 34 |
| Singer Peter of the duo Peter and Gordon | 40 |
| Singer Pallett formerly known as Final Fantasy | 46 |
| Singer once married to Pamela Anderson | 38 |
| Singer on day three of 1969's Woodstock | 43 |
| Singer on "Shiny Happy People" | 40 |
| Singer of Tolkien-language lyrics | 33 |
| Singer of the Wagner aria "Liebestod" | 47 |
| Singer of the aria "Largo al factotum" | 48 |
| Singer of the 2010 #1 hit "Rude Boy" | 46 |
| Singer of the 2002 #2 hit "Beautiful" | 47 |
| Singer of the 2001 hit "Thankyou" | 43 |
| Singer of the 1992 hit "Crucify" | 42 |
| Singer of the 1991 hit "Wicked Game" | 46 |
| Singer of the 1984 hit "99 Luftballons" | 49 |
| Singer of the 1984 hit '99 Luftballons' | 47 |
| Singer of the 1969 #1 hit 'Dizzy' | 41 |
| Singer of the 1962 hit "The Wanderer" | 47 |