The American version of the British documentary 7 Up, see imdb for more details:

I cannot find the sequel, 14 Up in America anywhere. If you have a bootleg (these were never released on video), please post to the internet and link to it in the comments section.

I found 21 Up in America, the latest in the series, here:

Loading more stuff…

Hmm…it looks like things are taking a while to load. Try again?

Loading videos…