Talking about challenges...I think that all of us should do things that we believe are challenging. Why should we always stay in our comfort zone and live in a warm and fuzzy world. I think that's plain boring. I'm not saying you should push yourself too far because some things you wish too accomplish might be too much for you at times. You can start with small challenges and then while you grow up and you accomplish them one by one, you can 'upgrade' yourself and go even further. I learned on my own that wishing for something is not going to help me in any way. Just wishing is not enough, you have to go for it. Give it a try and it might work. Just in case it doesn't go well from the beginning, it doesn't mean you can't accomplish that thing. That's the challanging part. That's when you see how ambitious you are, that's when you see if you accept your failure or you want to be a winner. Challenges make you stronger, they raise your self-esteem and they make you happier.
In my situation I can tell you that I started with the idea that I don't ever want to be tutored outside the classes, unlike the other kids. So while their parents were spending a lot of money for those tutoring classes, I was studying by myself. That's how I got into the highschool I wanted to. Then it's just another episode of hystory reapeating because when I finished highscool I refused to get tutored again (I wanted to invest the money for tutoring in something else) so I've been studying by myself for the final exams . Again, I got into the Univeristy I wanted to. But the thing is that I never chose to go to an 'easy' school. I always wanted a challange so I chose schools where I knew that teachers are good and expectations are high. Only if I know that I have to work hard to achieve something I feel accomplished. Things that are too easy to get don't catch my interest. In most of the situations I don't take the easy way out.
So why not challenge yourself a little? Learn how to swim, climb a mountain, travel to certain places, read more books, learn how to use Photoshop, learn how to mix music, take part in contests, become a member of an organization etc. If you have a hobby (sing, dance, perform all kinds of stuff, doing sports etc), then maybe you should give it a try. You might be very good at it, even if you've never thought about it. Or you could do something out of the ordinary like bungee-jumping, flying, rafting or any other crazy thing. Feel the adrenaline rush. It might be the best thing you've ever done (for yourself).