You know, I hadn't really looked much at Machinima, until I checked it out at lunch today...only to realize that I had seen some Machinima stuff on YouTube a while back. When Mortal Kombat Legacy came out, I was really excited, but never followed up with the web series. Now that season 1 is complete (and season 2 is rumored to come out), I think it's time to catch up.
I also saw an Episode of Sonic for Hire and Inside Freeman's Mind. I got a good chuckle from both, even though I haven't played Sonic since 1997, and I've never played the original Half-Life.
I guess my favorite "machinimas" are video walk thoughts. When I get stumped, it's what I use to pass a tough spot (better than throwing the controller at the screen...I make the excuse that it's a type of "more knowledgeable other scaffolding" ;-) )