About fifty, more than I thought I had (I just counted). Mostly Disney VHS tapes given to the kids over the years.
The last film I bought
Lawrence of Arabia. I bought it as part of a lot on eBay, but that's the one I wanted when I bid.
The last film I watched
I just finished My Dinner with Andre. The last movie I saw in a theater was Shrek 2.
Five films that I watch a lot or that mean a lot to me
I don't usually watch movies more than once, but I've seen each of these at least twice and would watch any of them again, especially if someone were serving popcorn.
The Bridge on the River Kwai
Matewan
The Princess Bride
Dumbo
Cool Hand Luke