Bright or patterned chinos. The skulls on your pants look stupid, not cool.
Another vote for tassel loafers. I don't mind them in suede, for some reason, but still not something I would buy. My suede loafers are pennys.
Contrast collar shirts. They've always looked wrong to me. Wear a patterned or colored shirt or wear a white one, but make up your mind.
Those overly sleek and structured penny loafers like C&J (and most english makers really) make. To me, they're just an abomination. Penny loafers are not formal shoes, they should not be built like them. The upper is supposed to remold to your foot, and they come to feel like slippers. If it's got any sort of structure in the toe to keep it from doing that, I won't wear it.