Answer:

serenader

AnswerCrossword Clue
SERENADERWooer, perhaps
SERENADEROne who might play under a balcony
SERENADERTroubadour
SERENADERThe barber's side line: "Gil Blas."
SERENADERWarbling Romeo.
SERENADEROne who sings to the balcony
SERENADERGiovanni, in "Don Giovanni"
SERENADEROne playing to the balcony?
SERENADERGuitar player outside window