This is taken from my post to the GSLIS movie discussion board:

I finally got to see this last night on its last night at the Art. I really liked it. The weird ending kind of seemed to fit somehow. Once Don left on his trip it seemed like he was in a world where every young man could be his son... the boy at the car rental, the sandwich kid, the guy in the car (who had the same tracksuit jacket as sandwich guy's, which was very similar to Don's.)

Does anyone else think Don and all of the rest might have been figments of Winston's imagination? They mentioned several times that Winston loves to read mysteries. Maybe he was writing one. That would explain the coincidence of the dog named Winston, the way everything goes black at the end of each "chapter" (especially the end, because Winston had just gone back home to work on figuring out the "ending"), the way Winston really seems to control what Don does, and, of course, little Lolita, lifted right out of Nabokov.

I don't know, it seemed like a possibility that would kind of pull together some of the stuff that was going on. Regardless, I liked it for its tiny character studies. There wasn't a lot of background and explanation as he met each of the women. Just a little slice of their daily life, conveyed with subtle facial expressions. My favorites were the way he and Frances Conroy's character looked at each other after her husband left the table, and the look that Jessica Lange's character gave her secretary when they were talking beside the car. Talk about a look conveying volumes!

Definitely gave me more to ponder about than any movie has since, I don't know, maybe the end of Lost in Translation. Bill Murray, thespian. Who knew?