Hard to forget (if you just look at the good ones) that these were picked out by a computer.
The overall winner** has to be the sad-looking kitten captioned :).
A close second is bored kitty at Most Awesome Meme Ever.
Best visual joke - The things that seem awesome at 2 am
Best cultural commentary - Cat watching TV news at In case you're not yet hiding under the bed
Highest "awwww" factor - TTU ficbit - Sara and Alex
Best hidden metaphor - Tomorrowlands. (Because the site's a non-Euclidean mess too! Get it?)
Closest to reality - Baxil Death Watch, Day 3. Yeah, I looked about like that.
** IMPORTANT UPDATE: DETHRONED! Via kinkyturtle in comments, this one wins forever.