Green’s Dictionary of Slang

see cit. c.1698; thus smirky adj.

c.1698		B.E. Dict. Canting Crew n.p.: Smirk, a finical, spruce Fellow.
1724		A. Ramsay Tea-table Misc. (1733) IV 377: The bran is every other maid, Compar’d with thee, my smirky Nan.
1785, 1788, 1796		Grose Classical Dict. of the Vulgar Tongue.
1811		Lex. Balatronicum.
1823		Egan Grose’s Classical Dict. of the Vulgar Tongue.
1859		Matsell Vocabulum.
1907		Kent & Essex Courier 18 Jan. 2/2: The finest piece of acting was Mr Fleet’s impersonation of Lord Smirky, as the fatuous but sport-loving son of the Duke.