This is my current hair style. I've found it necessary to dye the hair because the sides have gone completely gray while the top is still salt & pepper. This looks odd while also making it appear I have a toupee (since the top is so different from the sides). So I dye my hair medium brown. I dress in what would be considered smart-casual (pretty much never a full suit, but dressy shirt and blazer/leather jacket). I've been lifting weights for several months and am definitely noticing changes in my build, but my face is still pretty fat (may change or may not as I get leaner). Will be splurging on wardrobe once I'm happy with my shape. Most of my friends are quite a bit younger than I am, and I live in LA where everyone seems to try to hide their age. I have no problem with gray hair as long as it's "sexy older guy" gray and not "schlumpy old man" gray. I don't think the weird pattern of the gray would matter if it were cut really, really short. Should I leave it short and brown, then attempt to style it a little less "suburban Dad" or get it cut very short (close to buzz cut) and let it go gray? Or even go a lot lighter in shade? BTW: That is not a receding hairline, it has always been that high (even in baby pictures). It sure looks like it's receding, however. I'd love to end up looking like either of these guys from The Sartorialist: (I seem to like the clothes from every street pic he takes in Italy and dislike almost all the rest) 
