Listen to Careless Love online. Careless Love is an English language song and is sung by Bessie Smith, Louis Armstrong, Charlie Green and FletcHer Henderson. Careless Love, from the album The Legendary Music of Billie Holiday, The Mills Brothers, Louis Armstrong, Bessie Smith and Other Hits, Vol. 3 (160 Songs), was released in the year 2013. The duration of the song is 3:28. Download English songs online from JioSaavn.