Green’s Dictionary of Slang

1. on good (amatory) terms.

1907

R. Service ‘The Parson’s Son’ in Songs of a Sourdough 13: I was all caked in on a dance-hall jade, but she shook me in the end.

2. (also caked up) well-off; well supplied.

1958		F. Norman Bang To Rights 133: It was obvious to me that she was caked up with gilt.
1979		F. Norman Too Many Crooks Spoil the Caper 15: A skint merchant don’t pass up a chance to get caked up wiv gelt. [Ibid.] 177: Even the caked-up classes get gunned nar an’ agin.
1984		Partridge DSUE (8th edn) 174/1: since ca. 1940.
2000		J.J. Connolly Layer Cake 38: That off-duty look that the rich kids, the genuinely caked, seem to get without even trying.
2011		J.J. Connolly Viva La Madness 12: I’m not saying these women only go for serious caked dudes, but it certainly helps.
2012		J. Díaz This Is How You Lose Her 14: The only Island Dominicans you’re guaranteed to see are either caked up or changing sheets.