Hellraiser 1 (at least, if you're feeling adventurous number two). This is probably the unholy king of old horror to me, since it was among the first horror movies I saw as a younger man. It has pretty intense themes of BDSM, so maybe it's not fit for a "date move".

The same thing with Event Horizon, except this time it's more along the lines of supernatural horror (The Shining in space really).

Black Hawk Down, the movie based on the events that took place in Somalia I believe it was (Mogdadishu iirc). 3 hours of intense warfare.

Apocalypse Now (if you're looking for the redux, which is what I ultimately suggest, I don't think Netflix has it any more). This movie is one of those head trips. It's slow, grueling and some bits of it are really jarring... Especially with (and I hope this isn't a spoiler) Marlon Brando.

I haven't watched too many comedies so I can't speak for them.

The Ledge - Charlie Hunnam and Terrance Howard. The description given on Netflix is actually all you should know before going into this one.

Oldboy. (The American version was an utter shit fest)

Jobs (Ashton Kutcher as Steve Jobs, it's a biopic, pretty accurate to what all of the Apple fanboys I know have told me - I'm a staunch Android guy myself)

Braveheart - another good one, but as with Mel Gibson, it's wildly inaccurate with the historical period that it deals with (damn good movie though).

Collateral (if it's still up there), Jamie Foxx and Tom Cruise take a relaxing drive around LA. (intentionally buggering the description, because I think the less you know, the more you'll enjoy it, if you don't like Tom Cruise - I don't.)

Additional movie - The Breakfast Club, because even after all of these years, I think it's a movie anybody between like 14 and 24 should see at least once.

Gladiator (However with this movie, go with the director's cut which sadly isn't on Netflix.)