As you can see from my Secrets, I wasn't very cool growing up. In fact, I went through a pudgy phase where I was down-right the nerdiest thing north of the equator. I was the most un-cool girl around.
So to deal with my shortcomings, I googled coolness.
This is what Wiki How has to say:
"Have you always wanted to be the cool guy, who always seems to do the right thing? Or are you dying to be the cool girl, who flows through life with ease and grace? If you think about all the people who you think of as cool . . . they have several characteristics in common: they're all confident, unique, and on friendly terms with everyone . . . Everyone has their own definition of cool; there is really no true universal definition on how to be cool, but here are some guidelines to get you started."