INTERESTING.JPG is an AI trying its hardest to describe the contents of random news photos. Sometimes it does quite well. Sometimes it thinks ice is sheep. See also: Novice Art Blogger. See also, if you're daring: the super duper completely not-safe-for-work porn-analysis robot @NSFW_JPG. Via mefi's own cmyr on Projects.
Shrinp.com is a site that does very little and does it well. Stick anything after the domain name (shrinp.com/shrimp! shrinp.com/puggle! shrinp.com/metafilter!) and you'll get a helpfully labeled image of maybe that thing, or maybe not so much that thing, who can tell? The internet, it's very mysterious. Built by our very own 31d1. Approximately as NSFW as you try to make it.
After 107 submissions, Roger Ebert wins The New Yorker cartoon caption contest. Ebert's earlier blog about captioning. [more inside]
How to win the New Yorker caption contest every time. (Possibly NSFW, Previous contest discussion here, link via Feministe)
The New Yorker's ongoing Caption Contest is seven weeks old. Think the the cartoons are dumb? Well here's your chance to show your skills.
Pssst...Got A Good Caption For A New Yorker Cartoon? Because the winning entry in this year's caption jamboree isn't very funny. Neither are the other shortlisted suggestions. It may be up to The New Yorker's standards, but it's certainly not up to MetaFilter's...
The Karate Chimp I can't think of a caption for this, maybe you can.