From the deviantart account of the same artist as the previous post, "Buuya", is a gallery of Lost caricature artwork of a different character for every day of the month: The Lost Month Challenge.
Now I like this artist for two reasons. One is a unique artistic style. It's about essence and wit, not photo-realism. The other is that she tackles characters I haven't seen much good fan art of: Widmore, Eloise, Miles, Chang, Rose are awesome, and she even does a great Bonnie of the Others!
Keep in mind you may have to look at the full size version to appreciate them, for example I didn't think much of Eloise-Widmore one until I saw it in full size, and now it is one of my favorites! However the artist seems to miss the mark on some of the "big" characters: Jack, Kate, Charlie, Sawyer, but that's fine by me, since none of the art is of the boring seen-that-already variety. You have to swing big to hit big, and this artist does so on most of the characters, and you probably will disagree with me on which ones these are, so see them all, and make sure to see them full size!
So go check out the Lost artwork for every day of the Lost Month Challenge!
LINK: The Lost Month Challenge
The wordpress blog LOLLost815 has a whole load of icanhazcheezburger style macros. Some like these two I find hilarious: Yaoi Brokeback Miles and a great Stephen King twist on the DHARMA van.
Others entries are just cat grammar whose humor is lost in translation because the captions are paired with Lost instead of cute human-like kittens-- Sorry Jack doesn't always substitute for a kitten. Maybe Lost doing cats isn't the same as cats doing Lost. Hmmm.
But browse through and I'm sure you'll find a ton that are funny:
Locke surprises Miles with a tasty treat from his bag. Miles is doubtful at first, but comes around. LOST.
Saw a link over at DocArzt's blog, and I discovered a whole site, The Lost Boys PROJECT, from a talented caricature artist specializing in Lost. There are just great pieces there, as well as a humorous cartoon section. I kept this image low-res so that you can click through to the real site to look at all the cartoons yourself.