ooh that could definitely be fun! Crowley hasn't been out too long, so maybe we could say that there was a bad first impression recently and take it from there? He's likely to grow jealous of how comfortable Tony is with technology for sure. Crowley's track record is to generally wind up attached to the people he dislikes, and he will definitely be all about the drinking, so I can see an uneasy camaraderie building there if they wind up drinking together a few times.