Green’s Dictionary of Slang

a seducer of virgins, a womanizer.

1935		Josh White [song title] Cherry Picker.
1963		G. Lambert Inside Daisy Clover (1966) 138: After a few weeks the old cherry picker grew tired of listening, so he married her.
1969		H. Rap Brown Die Nigger Die! 28: They call me Rap the dicker the ass kicker / The cherry picker the city slicker the titty licker.
1972		B. Rodgers Queens’ Vernacular 21: cherry picker homosexual seeking those who have never experienced it up the ass.
1982		Maledicta VI:1+2 (Summer/Winter) 132: Cherry (hymen, also cherry-picker for one out for virgins).
1992		R.C. Cruz Straight Outta Compton 35: ‘Are you a cherry picker?’ she asked. ‘No, just a fruit picker,’ I replied.