The last time I saw My Dinner With André, I must have been around 17 years old. As I learned this week, watching it in my early 30s is a much different experience than watching it as a teenager. Long unavailable on video, Louis Malle’s much joked-about, eminently talky drama comes out on Criterion this week and it was great, if a little strange, to see it again.

The premise is simple: playwright Wallace Shawn (best known to the masses for his role in The Princess Bride) and theatre director André Gregory, both playing eponymous versions of themselves, sit down in a classy Upper West Side New York restaurant for a meal. They talk about art, life, philosophy and specifically Gregory’s travels and experiences during a period when he was despairing of art and in search of meaning.

Seeing it when you’re green and innocent, it can be easy to ignore the despair underlining the conversation. It can seem that these guys have it all figured out—putting on off-Broadway plays, travelling to artists’ collectives in Scotland, meditating in the desert. But when you’re a little older and more worldly, the sadness permeating the movie hits you in the face. These guys don’t have any answers. They’re as lost as I was when I was 17.

The DVD contains a booklet with a great essay by Amy Taubin and two short pieces by Gregory and Shawn, originally written for the published screenplay. There are also new interviews conducted by director Noah Baumbach and an episode of the BBC show Arena called “My Dinner With Louis,” where Shawn interviews director Malle.

As much as I loved the HBO series Entourage, about an up-and-coming star (Adrian Grenier) and his buddies partying down in L.A., the third and fourth seasons were kind of stinkers. So it was a relief that season five, out on DVD this week, was a true return to form for the show, just as funny and enjoyable as ever.