Regarding Helmets and Sunglasses.

Always wear a helmet.  You aren't climbing some col in France in 1952.  You're in a road with cars that want to kill you.  The guy who thinks he's cool in just a cycling cap is a moron, and everybody except him thinks so.  In this country anyway. I don't quite get the rules as they apply in Europe.  Although being Euro can be cool, going helmetless isn't.  It's partially about safety, and partially about not being the tool in the world stripes cap.

Always wear sunglasses. Always wear the sunglasses over the helmetstraps.  I've heard that this has something to do with safety but I don't buy it.  Just do it.  See Spartacus for inspiration:

Colors of sunglasses should more or less match your kit, helmet and/or bike.  We don't have to be obsessive like the pros because we can't afford a different pair for every kit, but wearing bright pink sunglasses is not a good idea, nor is wearing any bright colors that aren't represented elsewhere.

I'm not quite sure if this is universal or not, but clear yellow lenses = not cool in my book.  Sure they have a purpose (riding at night), but riding at night isn't about looking cool, it's about getting home without getting run over, so ugly sunglasses at night are ok, but they're still ugly.

To those that think Team Performance brand (or other super cheap) sunglasses are "just as good" as the more expensive brands, you're wrong.  They may protect your eyes but they won't protect your soul from me thinking you look like a goober.  There's a reason designer jeans cost more than walmart ones.  You can buy your jeans from anyplace you like, just don't get your sunglasses from Performance.  Don't give me that "they're cheap and I'm broke" excuse either, I know your bike cost 4 grand.  Get a decent pair of Oakley/Rudy/whatever looks decent sunglasses for another $60.

(Fabian pic from Saxo Bank Website)