Thanks for the advice guys. Thinking over the things people have said:
1. I'm not scared of these people, at least as far as their intelligence or work ethic. Honestly, one of the reasons I want to remain in these social circles is because a lot of these folks are smart, determined and disciplined in ways I recognize and admire. The film director I know, for example, put himself through film school by picking cabbage and sleeping on park benches. I'm much more comfortable with things like that than the endless coulda-shoulda-woulda nonsense the "prodigies" I know from my childhood talk about.
2. I think I need to start thinking of myself as a quasi-public figure and measure my words with the caution public figures tend to exercise. I do cuss too much and while I don't have many debauched, decadent stories about strippers and drugs, I do have a lot of stories about murders, rapes, gangsters and people from religious cults. I think I need to be careful how and when those stories come out.
3. Not asking people for things just because they're high ranking. I've been careful to avoid this and what you guys said seems to confirm my suspicion that mooching is a poor long-term strategy. I get the feeling a lot of these people get asked for a lot of favors by a lot of subordinates.
4. White guy in Korea stuff - this is a big deal. The more I think about it, I suspect a big reason I'm meeting these people is because I've built a reputation as "not a normal westerner." I built this reputation in part because I disapproved of of lot of the things my western peers tended to do - judge the natives, never learn the language, never learn the culture or history, act as if their lives had value just be default - but if it's working, I should probably keep going. A lot of the seemingly weird, really niche stuff I've done has been to fill in gaps that other westerners won't fill and it seems to be working.
5. I am scared of these people in the ways they present themselves - particularly the ways they dress. I've gotten fired for not having nice enough clothes before, so I might be over reacting or sensitive on this point. I have gotten better, but I think I still need to work on presentation.
6. I'm curious about what you guys mean by "being yourself." I've always thought of "myself" as the sum total of my choices and, as such, something I could change whenever I wanted by making new choices. If you mean "spineless simpering sycophant," I don't think that's a problem I have. If by "be yourself" you mean "represent your roots," why?