I happened to be looking at my Amazon order history today and noticed that November 12, 1999 was when I bought my first DVD player. It was a Toshiba SD-2109. And yes, I was a bit late to the DVD party.
My first DVD purchase was Criterion Collection edition of Brazil.
I didn't join Netflix until August of 2000. My first Netflix rental was The Lair of the White Worm. Don't laugh. I still like this movie. I have since rented 620 discs from Netflix, which is only about two discs a week.
I am pretty passionate about Netflix kicking ass. I really hate it on the odd occasion that I find myself in a video store. Especially if it is a Blockbuster. The one exception is Videotheque in South Pasandea. I often find they have stuff even Netflix doesn't have or ideas for things to put into my Netflix queue.