Wow, it's been a couple of months now since starting these lunchtime caricatures. I think I've refined my approach a bit and seem to be hitting the mark more closely- I feel they're looking better anyway. I haven't exactly done a full two months worth, but it keeps me drawing something that isn't someone else's style.
The last three shouldn't have been too difficult, but here's the answers anyway-
Bruno was Bruce Willis
Snake was Kurt Russell
and Give me a Chevy was Quentin Tarantino
Here's The Man's man himself...