Lots of it is also a matter of difference of opinion. I used to read some developers' personal blogs and every time they posted a photo, I'd feel some weird envy, even when it was stupid photos. "Oh, man, he and a friend went to buy some milk! I hate that I'm inside living a boring life!" The difference between "Damn it, got to buy some groceries..." and "Voyage to the grocery store!" is more one of perspective than it's one of doing exotic things.
In a lot of cases, I like going through a site's history, reading up on its culture. I've spent a day or two going through the YTMND wiki, for instance, and right now I'm looking through the Let's Play Archive, which has quite a lot of fascinating stuff. My favorite moment there so far is http://lparchive.org/LetsPlay/OregonTrail/Update%2021/index...., an Oregon Trail run where, to decide a single action at a river, people wrote a hundred or so poems stating their opinions.