Oh good, I'm glad this thread went beyond "yeah seen em all so far." How wonderful that you've seen every episode into the third season, and yet you have nothing to say.
I don't think Mad Men and Entourage are really comparable. They're both entertaining for sure, in their own ways. Mad Men requires a bit more patience, well, a great deal bit more patience. It's in the same style that the Sopranos used to be -- where the shows takes on the subject of a complex character-study and sees into the minds and hearts of its multi-faceted leading characters. Less action, more talk. Matthew Weiner favors writing as leads the heroic father-husband-working man figure, a decent society man -- with some ills and shadows, that haunt all of us to be sure -- trying to do good by everyone within the framework of an indifferent universe. I especially think he's nailed it with this Don Draper fella. I used to think Tony Soprano was complex, but man.
I see Don as having this Matryoshka doll effect of layer upon layer of character -- there is his career-life at the ad agency, and the mask he wears for that. Then there is his private home life with Betty, then his many liasons and his secret life outside the home and the office, then there is the haunting childhood that tends to consume him at points. It is riveting to watch, all the many masks, and the way in which the actor "acts" accordingly, acts out each role beautifully -- while essentially remaining the sum of all his parts.
Roaches, what is your take on Paul Schulze's guest appearance in 'the Hobo Code' episode from Season 1? His '...and I slept like a stone' speech to the young Don gave me chills, absolutely. There is when I knew I wanted to make sweet love to the writer and have his babies.