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20 answers for: A singer, typically a male one, who sings sentimen...
RANKANSWERCLUE
CROONERA singer, typically a male one, who sings sentimental songs in a soft, low voice (7)
AMATEURCollege athlete or karaoke singer, typically
CROONSSings or hums popular songs in a soft sentimental manner
ALPHA___ male (one who always gets his way)
QUARTETBarbershop singers, typically
STRAGRun into male, one who's wandering
SHUFFLEA walk while dragging one's feet; an act of mixing cards in a pack; a change of ministers; or, a play of one's tracks/songs in a random order (7)
ORIGAMIOld costume a male one in Japanese art (7)
SOLOISTOne who sings or performs a musical work unaccompanied (7)
CHEROOTGive a cigar to one who sings and acts, too (7)
SINATRASongs in a traditional setting for him (7)
BALLADSSentimental songs (7)
CROONSing or hum in a soft low voice
STOOLIEOne who sings
CHORISTEROne who sings in organised body, especially in a church (9)
YENTLSOUNDTRACKSongs in a film in which Streisand dressed as a man
ALICIAKEYSUS singer and pianist whose 2001 debut album was titled Songs in A Minor
IRAJudy sings his songs in "A Star Is Born"
KEYSSinger Alicia whose debut album was Songs in A Minor
YODELLEROne who sings normal notes with very high quick notes in between (8)