Here are a few websites to start you on your entertainment discovery:
StumbleUpon- This website's application helps you to discover web pages, photos and videos that have been recommended by other people. You can also rate the web pages yourself, so the more you use the application the more it gets to know your tastes. I have found some really neat websites through this application, like http://www.jacksonpollock.org/ . What can you find?
Hulu - Hulu is nice because it has a large variety of movies and shows that you can watch for free. That type of (legal) movie selection is a rariety on the Internet. For instance you can watch the popular series The Office or a movie like Beverly Hills Ninja.
Craigslist - Craigslist is a very simple message board with a different website for major metropolitan areas. Essentially it is like a large classifieds website. Use it to find rentals, local people trying to sell items, and job postings. Please be advised that any website that involves people posting can involve scams and fake postings, always use common sense and caution.
Have fun and learn something :).