"Bring It On," "The Wedding Planner" (I know it's horrible, I have no idea why I'm obsessed with it), "The Fifth Element," and "Clueless" are my favorite always-watch movies that pop up on tv. I pretty much memorized "When Harry Met Sally" and "Dangerous Liaisons" when I was in high school from watching them over and over.
Ahh Dangerous Liasons. A winery I worked at was owned by a French winery, and for the grand opening of the winery they rented the costumes from the movie for people working at the grand opening to wear. Apparently it was cheaper to rent the actual costumes from the movie than similar ones, plus they were better supposedly. I just remember thinking who was getting Glen Close sweat in their costume...
I call those Never Not Watch movies: movies that you cannot turn off it they happen to be on. I didn't have an TV reception for, ooooh, two decades, so I had to buy all my NNW movies on DVD finally.
I have a few dozen NNW movies. I'll spare you the list and instead tell you that I accidentally stayed up all night watching "Desk Set" twice* this weekend.
*I mean I watched it twice, not stayed up two nights. I discovered it was on while I was up inexplicably at 4 a.m., Tivo'd it to watch later, got sucked into it, watched it until daybreak, then started it over and watched it again. So it's obviously going on the NNW list.
I am a cultural Philistine and notable only for the fact that I'm not sure there's any movie I would chose to watch over and over again, had I the opportunity to do other things. There are, on the other hand, a few movies I'd see a second time (Malick's Tree of Life comes to mind).
Almost anything with Gene Hackman or Stellan Skarsgård.
I just watched Splash again with my SO, because I had been telling her it was probably better than she remembered. It's still amusing and solid, and a little subversive, though never really side splitting. I think it's held up okay, and it's an interesting comparison to todays "fantastic comedy romance" type movies, which might have one or two bigger laughs/setups, but, overall, are garbage.
Seeing Splash prompted a big discussion, because my SO liked how it had the right ending. She's of the "Dorothy was a fool to leave" camp. We compared it to Big which, besides having Tom Hanks, is a similar story. I think she wanted the love interest to go back and be young again too, but I think there was no way around the ending it had.
Also I didn't want to say this in the MeFi Tony Scott obit thread, but Unstoppable was absolutely godawful and horrible and no one should ever watch it. Besides the stupid story, with idiotic stereotype characters, and a crisis that could have been easily averted (get a train in front of it and hop from the back of that train to the front of the runaway train, FFS you dumb fucks), it's been color processed to the point of looking sickly and weird, and every single goddamn shot in the movie is either a circle-around-the-characters shot or a sharp-sudden-zoom-in-the-middle-of-a-sentence shot. Serisouly; cut those shots out and the movie would be 7 minutes long. There was not a scrap of anything redeeming in that shitball of a film. *takes meds*
So many. All About Eve, Casablanca, Blade Runner (director's cut), Gladiator, The Fugitive (Harrison Ford version), Terminator I and II, LOTR (director's cut for I and II), The Shawshank Redemption and Titanic, to name a few.
And we caught most of Sideways too. I was sorry to have to go to bed and miss the ending. Great movie.