Ray-Ban Aviators: Straight out of Top Gun. There's a reason that these have been around so long. Buy a pair these and you probably won't have to buy another pair of sunglasses for a decade. Unless you're like me and you tend to sit on and break your sunglasses. :(
Chloe Tamaris Aviators: A slightly more modern take on the aviator. I really like the boho/urban edge the leather detailing gives these aviators, and Rachel Bilson owns a pair, so...they are officially perfection. Two-tone Ray-Ban Wayfarers: Yes, Wayfarers are old news, I know. But I think that that trend has gone so far beyond its peak that it's safe to start wearing Wayfarers again. And this pink/purple version is one, totally adorable, and two, a refreshing take on a style classic. Plus, Way-farers are pretty universally flattering, so not only will you look chic, but you'll also look damn good.
YSL Glasses: shopbop.com