Good-time Charlie (Good-time Charley)

Entry in progress—B.P.
   
Wiktionary: good-time Charlie
Noun
good-time Charlie (plural good-time Charlies)
1. An affable or happy-go-lucky carefree convivial man
 
(Oxford English Dictionary)
good-time Charlie  n. originally U.S. a man whose chief aim is the pursuit of sensual pleasures; a playboy.
[1925   Bridgeport (Connecticut) Telegram 2 Feb. 13/6 (advt.)  Eddie Buzzell..in ‘Good Time Charlie’ written by Eddie Cantor.]
1925   Amer. Mercury Aug. 475/2   What is more, even the good-time Charlie New Yorker, the flashier type of New Yorker, isn’t at bottom much different than his country-jake cousin.
1949   N. Algren Man with Golden Arm i. 115   Good-time Charlies with the usual whiskey glass.
 
Newspapers.com
9 May 1922, Pittsburgh (PA) Press, “Gink Compels Law and Order” by “Bugs” Baer, pg. 27, col. 5:
Anywhere he was he was only a Good Time Charley on a trip. He could live in one place 50 years and still only be a visitor.