15. Sunglasses

Number 15 in the top 20 is a pair of fabulous sunglasses.

Sunglasses are the ultimate cool accessory, and can instantly lend a rockstar or Jackie O vibe to your aesthetic.  The classic wayfarer sunglasses (above, left by Ray-Ban) add a classic cool look, while the modern classic sunglasses (above, middle by Chanel) are seemingly fit for a 21st century Jackie O.  The classic reisusse glasses (above, right by Gucci) have oversize shades and signature detailing which suggest a cool confidence.