1. Ray Bans. A classic cool-person go-to.
2. Sparkly gold Toms. Everyone has them but me. what does that say about my cool status?
3. Trina Turk "Palm Springs" ring. Besides being hip on it's own, it was named after only the coolest city I know of.
4. Jo Malone Body & Hand Lotion. People don't even have to see me to know how cool I am.
5. Cole Haan "Jane Street" wallet. Cool shade of green to hold my punch cards to the coolest coffee shops in Portland.
I'm actually quite serious about this list.