(slang,dated) An exceptionally lucky person. Often carries connotations of jealousy or contempt.
1915 July 29, “"Bill" Barse on "Book Week"”, in Geyer's Stationer: Devoted to the Interests of the Stationery, Fancy Goods and Notion Trades, volume 59, number 1499, page 22:
Leslie Nourse the lucky stiff won a cup for playing golf and Steve Id rather have that guys luck than a lisense to steal.