Green’s Dictionary of Slang

1. to toast (a person).

1746		W. Dunkin Parson’s Revels (2010) 99: Mine inward Man / Now moveth me to Cup and Can / It with thee.
1822		Tom and Jerry; A Musical Extravaganza II i: Bravo! Here goes! It’s the most pleasant manner of cupping a man.

2. to imprison [fig. use, one is ‘placed in it’].

1821

Egan Life in London (1869) 257: It is the most pleasant mode of cupping a man that I ever heard of.