Listen to The First Whipoorwill online. The First Whipoorwill is an English language song and is sung by Bill Monroe and His Bluegrass Boys. The First Whipoorwill, from the album Masterpieces Presents Bill Monroe, Hits & Rarities, Vol. 1 (48 Country Songs), was released in the year 2014. The duration of the song is 2:54. Download English songs online from JioSaavn.