1900 Florida Star (Titusville, FL) 1 June 6/1: The South African winter [...] can be cold enough to ‘freeze the tail off a brass monkey’.at cold enough to freeze the balls off a brass monkey, phr.
1901 Florida Star (Titusville, FL) 22 Nov. 8/2: Joe Wilkins [...] fell from grace [...] having imbibed the joyful juice too freely.at joy juice (n.) under joy, n.
1908 Florida Star (Titusville, FL) 24 July 6/3: Both she and Mrs Leavitt gave their congratulator the ‘merry ha-ha’ and he glided away through the cloud.at merry ha-ha (n.) under ha-ha, n.1