Here is a cool tool (OWASP WegGoat) that will test you on your hacker skills, from 31337 to nub3 you can see where you rank, I got to the last 4 modules and I didn’t have the skillz to continue (mostly the time to keep going)
I strongly recommend that if your interested in security / web security that you check out this project and run around the site to get learned. BTW a lot of my browser plug-ins will help you pass the quizzes.
Other things to hack, wargames, de-ice distro
Disclaimer The opinions expressed herein are my own personal opinions and do not represent my employer's view in any way.