Other than the ganj, Jamie's pretty straitlaced, but he's extremely capable of getting along with all manner of delinquents. ¯\_(ツ)_/¯

(Honestly if you're cool with it I'd be totally down for them to be exes/once and future hookups, too, though how chill/awkward things are between them now would probably depend on exactly how upfront Cain had been about his Thing with commitment.)