Here's a shameless plug for my startup Diddit, which sounds like it might do some of what you're asking about. On Diddit, you check off a bunch of the things y

Here's a shameless plug for my startup Diddit, which sounds like it might do some of what you're asking about. On Diddit, you check off a bunch of the things you've done before. There's an endless list of things from the mundane (play frisbee) to the adventurous (eat cow's tongue) and everything in between. As check things off, the site builds up a profile of your interests. It will suggest other users who share your interests. You can talk to them or check out the things they've done for ideas about things you might wanna do. After you've built up a profile, the site will also start recommending things it thinks you might like to try. Currently it has suggested that I should visit the grand canyon, so I'm going next weekend. Anyway, check it out and let me know if you enjoy it. http://www.diddit.com/ http://www.diddit.com/