I wonder that myself all the time. I have had some humble times in my life. And now, really, I do alright. I don't know about dry clean jeans, but I do have a big bill at that shop. And my shoe addiction could break anyone.
Yes, I believe you were born exceptionally cool. The question is, did you always know that? I didn't. I was the biggest f'n geek long before that was fashionable. It is one thing I love about this young generation.
You know, you are really beautiful. Intelligence is hot!