Answer: crooner

AnswerCrossword Clue
CROONERRobert Goulet, e.g.
CROONERCrosby in the late 20's
CROONERColumbo or Vallee
CROONERColumbo was one
CROONERCrosby or Columbo
CROONERRuss Columbo was one
CROONERBalladeer
CROONERBing Crosby or Rudy Vallee, e.g.
CROONERDean Martin, for one
CROONERBing Crosby or Rudy Vallee
CROONERRudy Vallee, for one
CROONERSilky-voiced singer
CROONERBing Crosby, famously
CROONERBing Crosby or Harry Connick, Jr., e.g.
CROONERMartin or Martino
croonerone who croons (to sing softly)
croonerA singer, typically a male one, who sings sentimental songs in a soft, low voice
CROONERBing Crosby, e.g.
CROONERCrosby, for one
CROONERPop singer.
CROONERSinger of a sort.
CROONERType of singer.
CROONEREddie Fisher, for example.
CROONERSweet singer.
CROONERMike-hugging singer.
CROONERSinger.
CROONERCrosby or Damone
CROONERSentimental singer
CROONERHarry Connick, Jr., for one
CROONERComo or Crosby, notably
CROONERSinger like Bing or Frank
CROONERBing Crosby, for one
CROONERCrosby, notably