Depends. How fast do you pick up new technologies and how fast can you adapt to new interfaces, etc.?
I recently went to my local Apple Store and played around with a Macbook Pro for about 2 hours, and I'm pretty confident that I know how to use the OS almost completely, even things like keyboard shortcuts and more advanced settings changes. There really is a very, very small learning curve.
Granted, I'm a senior in high school, so I've grown up around personal computers with GUIs and various other technological devices for more than half my entire life. I know the switching situation would be very different for both my parents (but I think my dad is ready to switch!).
EDIT: Just reread your post, it seems were the same age! Go for it. Theres no reason not to!
I was so surprised at how intuitive and simple OS X is without sacrificing advanced functionality. I often find myself yelling at my Windows box, "Whyyyyy?! Who the #&*$ thought 'I think I'll bury this important and often used function in many layers of menus and boxes and Wizards and windows and tabs.'" In OS X I found myself thinking, "Yes. Thats where it is supposed to be. Yes. That makes sense. O, good! I can change XXX right here!" I was afraid that all the claims of simplicity would undermine advanced functionalities, but it doesn't.
The Mac OS just seems so put-together, thought out, and easy to use. I'd highly recommend picking up a Mac. And if you want the reassurance of a safety net or the guarantee of running any Windows only software you might encounter, there is always Bootcamp.
Wow, long post. Sorry!