OK ... just a few more hints. I don't want to give it away, but also don't want to make it impossible. Maggie is in two pictures. This napping photo gives you a good look at her back paws. One is dirty, one is clean. If you view the October 2005 archives, you'll see a gimme picture of Maggie (but only look if you are stumped). Also, this recent picture gives you some of what I'm sleeping on in my Pawtrait. Finnegan's not big on hints, so I hope I haven't said too much.
This may help some, too. I'm Orange, Josie is tuxedo, Huggy Bear is solid black and Maggie is gray striped. Good luck!
I'm sure about Oreo and Oscar, and think I've figured out Timothy Dickens. This is hard, but the fun kind of hard.