Fancast http://Fancast.com is probably the best option for what you are looking for. Although that's not saying much. Here are a few other options as well:
Jinni: http://www.jinni.com/ was recommended by phwd as well.
Get Glue (as recommended by tsodermann below) does something similar to what you are looking for as well: http://getglue.com
Hulu: http://Hulu.com also offers recommendations after videos are complete.
youTube: As mention by phwd, http://www.youtube.com/disco is a good option if you are looking for more home grown options.
Netflix offers a suggestion feature based on things that you watch on their service. It takes into account movies and tv shows that you have watched online, as well as rented via their mail service.
You could sign up for a free account and take the preliminary survey if you really wanted to get a list of suggested videos/shows based on your likes/dislikes.
IMDB also has a chart of the top movies of all time, sortable by a number of different criteria, including, genre, decade, votes by their users, etc. View the list here: http://www.imdb.com/chart/top
If you are looking for "meme" type videos that you think you will enjoy, you could check out:
http://www.youshouldhaveseenthis.com/
http://www.todaysbigthing.com/