| Singer speculates? | 18 |
| Singer Stansfield | 17 |
| Singer Starr | 12 |
| Singer Stefani | 14 |
| Singer Stefani and actress Verdon | 33 |
| Singer Stevens | 14 |
| Singer Stevens from London | 26 |
| Singer Stevie | 13 |
| Singer Stewart | 14 |
| Singer Stewart ... or Memphis lawyer Holmes | 43 |
| Singer Stone | 12 |
| Singer Streisand | 16 |
| Singer Stuarti | 14 |
| Singer Stubbs of the Four Tops | 30 |
| Singer Studdard who won the second season of "American Idol" | 70 |
| Singer Sullivan | 15 |
| Singer Sumac | 12 |
| Singer Sumac of Peru | 21 |
| Singer Sumac and namesakes | 26 |
| Singer Sumac from Peru | 22 |
| Singer Sumac of Peru | 20 |
| Singer Summer | 13 |
| Singer Supreme? | 15 |
| Singer Susan | 12 |
| Singer Susan with the 2009 #1 album "I Dreamed a Dream" | 65 |
| Singer Susan ___ | 16 |
| Singer Suzanne | 14 |
| Singer Sylvia | 13 |
| Singer Taylor | 13 |
| Singer Taylor or Heisman Award winner Ron | 41 |
| Singer Taylor ___ | 17 |
| Singer Te Kanawa is one | 23 |
| Singer Tennessee __ Ford | 24 |
| Singer Tennessee ___ Ford | 25 |
| Singer Tennille | 15 |
| Singer Terence ___ D'Arby | 29 |
| Singer Terrell | 14 |
| Singer Tetrazzini | 17 |
| Singer that married Heidi Klum | 30 |
| Singer Thomas | 13 |
| Singer Thomas known as the "Soul Queen of New Orleans" | 64 |
| Singer Thomas nicknamed "The Soul Queen of New Orleans" | 65 |
| Singer Thomas with the album "After the Rain" | 55 |
| Singer Tillis | 13 |
| Singer Timberlake | 17 |
| Singer Timberlake on parole? | 28 |
| Singer to resign, e.g. | 22 |
| Singer Tom | 10 |
| Singer Tom's run-in with the law? | 37 |
| Singer Tommy | 12 |
| Singer Tony | 11 |
| Singer Tony's vacation spot? | 32 |
| Singer Tori | 11 |
| Singer Tori with the album "Little Earthquakes" | 57 |
| Singer Tormé | 15 |
| Singer Tornquist-Karlsson in the Gospel Music Hall of Fame | 58 |
| Singer Travis | 13 |
| Singer Travis with the 2007 album "The Storm" | 55 |
| Singer Tritt | 12 |
| Singer Tucker | 13 |
| Singer Tucker and others | 24 |
| Singer Turner | 13 |
| Singer Turner and others | 24 |
| Singer Turner et al. | 20 |
| Singer Turner's 1986 autobiography | 38 |
| Singer Turner's autobiography | 33 |
| Singer Twain | 12 |
| Singer Uggams | 13 |
| Singer Underwood after marrying senator John? | 45 |
| Singer Underwood wedding senator John is . . . | 46 |
| Singer Urban | 12 |
| Singer Vallee | 13 |
| Singer Vannelli | 15 |
| Singer Vannelli of 1970s-'80s pop | 37 |
| Singer Vaughan | 14 |
| Singer Vic | 10 |
| Singer Vicki | 12 |
| Singer Vicki et al. | 19 |
| Singer Vikki | 12 |
| Singer Vikki + senator Trent = auto site? | 41 |
| Singer Vikki from El Paso | 25 |
| Singer Vikki or author Caleb | 28 |
| Singer Vikki ___ | 16 |
| Singer Wahlberg of NKOTB | 24 |
| Singer Wainwright | 17 |
| Singer waiting for the restaurant check? | 40 |
| Singer Waits | 12 |
| Singer Warwick | 14 |
| Singer Washington | 17 |
| Singer Waters | 13 |
| Singer Watley | 13 |
| Singer West | 11 |
| Singer Whitcomb | 15 |
| Singer Whitman | 14 |
| Singer who "tiptoed through the tulips" | 49 |
| Singer who acts | 15 |
| Singer who appeared in "The Longest Day" | 50 |
| Singer who appeared on the cover of the first issue of Entertainment Weekly | 75 |
| Singer who appeared with Charlton in "Secret of the Incas" | 68 |
| Singer who at age 22 got married in Vegas, then filed an annulment 55 hours later | 81 |