You want obscure? Try Pokey the Penguin.
Probably the slackest drawn strip ever. The characters are all rubber stamped, the text is TNR Italics in all caps, and whoever draws it doesn’t bother to correct mistakes. He just crosses them out and adds more stuff.
A story of God as a young girl, when She gets Her very first Universe to play with. Read from the begining to “get it”.
http://www.acidrefluxcomic.com/
A story of two anthropomorphic deer on the suburbs–autobiographical.
www.doemainofourown.com/
A tribute to a French comic strip that took on a glorious life of its own.
http://fifine.purrsia.com/COMICS.html
More, later. If you’re good. 
You want obscure? Try Pokey the Penguin.
Probably the slackest drawn strip ever. The characters are all rubber stamped, the text is TNR Italics in all caps, and whoever draws it doesn’t bother to correct mistakes. He just crosses them out and adds more stuff.
Not sure how completely obscure this one is (it’s got a book for sale), but if the comic isn’t, the humor sure is…
I gotta second Achewood. My friends haven’t “gotten it” yet, but I love it.
Tried Cat and Girl? For dedicated Hipsters only.
Here are the ones I like that seem to meet the requirements you specified.
Faux Pas – http://www.ozfoxes.com/fauxpas.htm
Greystone Inn – http://www.greystoneinn.net/
The Wandering Ones – http://www.wanderingones.com/
Eversummer Eve – http://www.eversummereve.com/index.html
Alien Dice – http://www.aliendice.com/
Of course, I recommend always beginning at the beginning.