good-time Charlie
An affable, lively, and entertaining man who is often or always seeking pleasure or a good time. I was something of a good-time Charlie back in college, always ready to party. I had a lot of friends and a great time, but I didn't get very good grades as a result.
good-time Charlie
Affable, convivial fellow, as in Joe was a typical good-time Charlie, always ready for a party. [Colloquial; 1920s]
good-time Charley
n. a man who is always trying to have a good experience; an optimist. Willy is such a good-time Charley. Who would believe the trouble he’s had?
good-time Charlie
A very sociable, gregarious fellow. The term dates from the first half of the twentieth century and the original Charlie, if ever there was one, has been forgotten. The Atlantic used it ironically in November 1969: “A royal-style good-time Charlie . . . akin to Edward VII.”
good-time Charlie
An easygoing and sociable guy. Popular in the 1920s, the phrase described a man who was always ready to have fun, although it sometimes meant someone who was your pal only during good times and who would desert you in your hour of need.