| Singer whose "name" was once a symbol | 47 |
| Singer whose "I Just Wanna Stop" was a Top Ten hit in 1978 | 68 |
| Singer who's the subject of Carl Perkins's "The Whole World Misses You" | 89 |
| Singer who's never forgotten her roots? | 43 |
| Singer who's an actress | 27 |
| Singer who's always on call? | 32 |
| Singer who's a Backstreet Boy's brother | 47 |
| Singer who wrote the poetry collection "The Lords and the New Creatures" | 82 |
| Singer who would make a lousy mohel? | 36 |
| Singer who won an Oscar for "Moonstruck" | 50 |
| Singer who went looking for Mr. Right on the reality show “#1 Single” | 77 |
| Singer who wed Julia Roberts | 28 |
| 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 was an unwilling participant in a popular Internet meme | 66 |
| Singer who stays out of the spotlight? | 38 |
| Singer who spells her name in all lowercase letters | 51 |
| Singer who sold sausage | 23 |
| Singer who said, "Men should be like Kleenex—soft, strong and disposable" | 87 |
| Singer who said "Thanks for listenin'" | 52 |
| Singer who said "People make music to get a reaction" | 63 |
| Singer who said "At least I had that, one guy understood me" | 70 |
| Singer who redefined double standards by recording both "Runaround Sue" and "The Wanderer" in 1961 | 118 |
| Singer who really cuts the mustard? | 35 |
| Singer who rarely uses her last name of Adkins | 46 |
| Singer who plays the ex-husband of Helen Hunt's character in "Pay It Forward" | 91 |
| Singer who plays herself in "D.C. Cab" | 48 |
| Singer who played himself in "Saving Silverman" | 57 |
| Singer who played herself in "Ocean's Eleven" | 59 |
| Singer who played Cyrano in "Cyrano de Bergerac" | 58 |
| Singer who played a secretary in "9 to 5" | 51 |
| Singer who performs in 10 different languages | 45 |
| Singer who perfected the moonwalk | 33 |
| Singer who once sang a song to Kramer on "Seinfeld" | 61 |
| Singer who once hosted "Entertainment Tonight" | 56 |
| Singer who often wore aloha shirts | 34 |
| Singer who nicknamed himself Mr. Mojo Risin' | 48 |
| Singer who needs to get out in the sun more? (adjacent-letter swap) | 67 |
| Singer who moonlights as a dentist? | 35 |
| Singer who married the same man twice, in 1982 and 2011 | 55 |
| Singer who married Heidi Klum | 29 |
| Singer who makes house calls | 28 |
| Singer who made her start on "In Living Color," briefly | 65 |
| Singer who loves flashy jewelry? | 32 |
| Singer who loved beach vacations | 32 |
| Singer who lip-synced the National Anthem for Super Bowl XXXIII | 63 |
| Singer who kissed Madonna at the 2003 MTV Video Music Awards | 60 |
| Singer who is part owner of Forbes magazine | 43 |
| Singer who is creative director of the nuvoTV channel | 53 |
| Singer who influenced Joan Baez, Bob Dylan, and Janis Joplin | 60 |
| Singer who influenced Bob Dylan and Janis Joplin | 48 |
| Singer who has performed songs in Tolkien languages | 51 |
| Singer who got the Legion of Honor in 2008 | 42 |
| Singer who funded New York's Strawberry Fields memorial | 59 |
| Singer who founded Righteous Babe Records | 41 |
| Singer who founded Reprise Records | 34 |
| Singer who formed the Love Unlimited Orchestra | 46 |
| Singer who earned New Zealand's first gold disc | 51 |
| Singer who draws a 13 on her hand before each concert (it's her lucky number) | 81 |
| Singer who doesn't want a hit? | 34 |
| Singer who did the theme for the Bond film "Thunderball" | 66 |
| Singer who definitely has her own dressing room | 47 |
| Singer who co-wrote "The Christmas Song" | 50 |
| Singer who co-starred in "Johnny Mnemonic," 1995 | 58 |
| Singer who co-starred in "Joe's Apartment" | 56 |
| Singer who at age 22 got married in Vegas, then filed an annulment 55 hours later | 81 |
| Singer who appeared with Charlton in "Secret of the Incas" | 68 |
| Singer who appeared on the cover of the first issue of Entertainment Weekly | 75 |
| Singer who appeared in "The Longest Day" | 50 |
| Singer who acts | 15 |
| Singer who "tiptoed through the tulips" | 49 |
| Singer Whitman | 14 |
| Singer Whitcomb | 15 |
| Singer West | 11 |
| Singer Watley | 13 |
| Singer Waters | 13 |
| Singer Washington | 17 |
| Singer Warwick | 14 |
| Singer Waits | 12 |
| Singer waiting for the restaurant check? | 40 |
| Singer Wainwright | 17 |
| Singer Wahlberg of NKOTB | 24 |
| Singer Vikki ___ | 16 |
| Singer Vikki or author Caleb | 28 |
| Singer Vikki from El Paso | 25 |
| Singer Vikki + senator Trent = auto site? | 41 |
| Singer Vikki | 12 |
| Singer Vicki et al. | 19 |
| Singer Vicki | 12 |
| Singer Vic | 10 |
| Singer Vaughan | 14 |
| Singer Vannelli of 1970s-'80s pop | 37 |
| Singer Vannelli | 15 |
| Singer Vallee | 13 |
| Singer Urban | 12 |
| Singer Underwood wedding senator John is . . . | 46 |
| Singer Underwood after marrying senator John? | 45 |