Green’s Dictionary of Slang

a playboy, a dissolute man; occas. of a woman; thus good-time Charlene.

1924		O.O. MacIntyre 15 Nov. [synd. col.] He is still what Broadway knows as a ‘good-time Charlie’. But he is never seen in the cafes and theaters except with her.
1938		W. Winchell On Broadway 1 Dec. [synd. col.] She is no miser or piker. A good-time Charlie and a ‘good guy’ better describes her.
1949		N. Algren Man with the Golden Arm 115: Good-time Charlies with the usual whiskey glass.
1953		S. Bellow Augie March (1996) 432: What a runner after good things, what a servant of love [...] and good-time Charlie! [Ibid.] 478: Mintouchian was very openhanded, a grand good-time Charlie.
1972		Lou Reed ‘Lisa Says’ 🎵 If you’re looking for a good-time Charlie, well, that’s not really what I am [...] Some good-time Charlie, always out having his fun.
1982		A. Maupin Further Tales of the City (1984) 94: ‘Who is she?’ ‘Just a Good Time Charlene I used to know.’.
1993		(ref. to 1927) I.L. Allen City in Sl. (1995) 77: More slangily, [the ‘playboy’] was by 1927 called a good-time Charlie, a descendant of Champagne Charlie.
2005		J.G. LaPlante Around the World at 75 30: Every picture was one of him [...] with his arm around a sexy doll. ‘I was Good Time Charlie,’ he said and chuckled.