Once.
http://www.eonline.com/coolstuff/detail/index.jsp?uuid=e7edb8fe-d14e-4efb-b07d-26d34657f325 In the vein of "Before Sunrise" and "Before Sunset." I cried at the end (ok, that's not saying too much). Don't be fooled by the occasional use of the word "musical" to describe the movie.
I really liked most of the music (in fact, I just bought the soundtrack), though it took me a little while to warm up to the guy's emotional singing. Parts of the middle feel a little bit montage-y in contrast with the rest of the movie, but overall I loved it. (And I think I need to see it again, because I didn't know what to expect and was watching parts of it with one expectation (or at least wondering if it was going go a certain way), and so probably had different reactions from what I would have had otherwise (e.g. if I weren't waiting for something dramatic and hollywood-ey to happen).)