
Then: It was only a matter of time until I would have to mention the Ray Ban Wayfarer. The coolest sunglasses ever, hands down. When they first came on the scene in the 1950s, the trapezoidal frames evoked a sense of danger. Maybe not scary danger, but more like fashion risk-taking danger. John F. Kennedy famously wore these specs and showed the world that you could be president with a cool sense of style at the same time.

Now: The Wayfarer has experienced some on-again, off-again moments in the last several decades, but these days they might be the most desirable shades on the market. It’s just because they are so sweet, the epitome of cool, and they come in a bunch of awesome colors now. Check out the recent guerilla marketing campaign from Ray-Bans where they take the Wayfarer to the streets. Ubiquity isn’t always a bad thing.