| Singer Randy | 12 |
| Singer Rawls | 12 |
| Singer Rawls or Reed | 20 |
| Singer Ray of the big band era | 30 |
| Singer Ray with the Glenn Miller Orchestra | 42 |
| Singer Redbone | 14 |
| Singer Redding | 14 |
| Singer Reddy | 12 |
| Singer Reed | 11 |
| Singer Reed or Rawls | 20 |
| Singer Reese | 12 |
| Singer Reeves | 13 |
| Singer Reznor | 13 |
| Singer Ric | 10 |
| Singer Richard ___ -Bennet | 26 |
| Singer Richie | 13 |
| Singer Ricky | 12 |
| Singer Rimes | 12 |
| Singer Rimes and others | 23 |
| Singer Riperton | 15 |
| Singer Rita | 11 |
| Singer Ritter | 13 |
| Singer Robert | 13 |
| Singer Roberta | 14 |
| Singer Rod | 10 |
| Singer Rogers | 13 |
| Singer Ronnie | 13 |
| Singer Ronstadt | 15 |
| Singer Ross | 11 |
| Singer Ross et al. | 18 |
| Singer Ross of the Supremes | 27 |
| Singer Ross or Krall | 20 |
| Singer Roy | 10 |
| Singer Roy nicknamed "The King of Country Music" | 58 |
| Singer Rudy | 11 |
| Singer Rundgren | 15 |
| Singer Russell of 70's music | 32 |
| Singer Sam | 10 |
| Singer Sayao | 12 |
| Singer Sayer | 12 |
| Singer Scaggs | 13 |
| Singer Scaggs with the album "Silk Degrees" | 53 |
| Singer Scotto | 13 |
| Singer Sedaka | 13 |
| Singer Seeger | 13 |
| Singer seeking sailors | 22 |
| Singer seen in the 1954 film "Secret of the Incas" | 60 |
| Singer Sexsmith | 15 |
| Singer Shania | 13 |
| Singer Shannon | 14 |
| Singer Shannon et al. | 21 |
| Singer Sheena | 13 |
| Singer Sheena and family | 24 |
| Singer Sheena, et al. | 21 |
| Singer Shelby | 13 |
| Singer Shepard on "Ally McBeal" | 41 |
| Singer Sherman | 14 |
| Singer Sheryl | 13 |
| Singer Shirley | 14 |
| Singer Shore | 12 |
| Singer Shore or Washington | 26 |
| Singer Siepi | 12 |
| Singer signer | 13 |
| Singer Simon | 12 |
| Singer Simone | 13 |
| Singer Simpson | 14 |
| Singer Skaggs | 13 |
| Singer Skinnay | 14 |
| Singer Sledge | 13 |
| Singer Smith | 12 |
| Singer Smith from Norfolk | 25 |
| Singer Smith of punk music | 26 |
| Singer Snow | 11 |
| Singer songwriter Mortifee | 26 |
| Singer songwriter Watkins | 25 |
| Singer Sophie | 13 |
| Singer Spacey played | 20 |
| 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 |