Who's wearing what watch at what age, what was your first Rolex purchase?

[j.mo]

As I'm in the process of making my first Rolex purchase and educating on the different models, I figured it would be kind of cool to see what others are wearing at what age and at what age they made their first purchase.

For example, I'm 28, I'll be picking up an 116610 sub, it will be my first.
So who's wearing what at what age. Go ahead and share, what was your first Rolex purchase? Has your style changed or evolved with age?