However, I think Rocky Horror may be a tad higher in terms of how much I enjoy watching it, but I tend to only watch it when I'm going to be only watching it, not doing other stuff too.

Then there's Christmas Vacation, and the first three evil dead movies that I also only watch when I'm watching, but usually only get watched at Christmas and Halloween respectively.

Being John Malkovitch is high on my list as well.

Don't get me wrong, I do enjoy a wide range of things. But some stuff is comfort viewing, and in my mind that's a favorite, not necessarily something I appreciate as much for its art and craft as the watching itself. If I'm in the mood for the middle ground, I reach for Kubrick. He always managed to do artistic films that are also imminently watchable on a more casual level if you want to just sink in and be a viewer.

Take something like Brokeback Mountain. Incredible film, beautiful cinematography, astounding performances, phenomenal writing, just an all around masterpiece. But it isn't something you (or rather I) are going to sit down with some popcorn and a drink and watch just for fun. It's a movie that takes a bit more work to really absorb. I love that movie, but it can't be a favorite because there's really only one way to watch it, and if you aren't in that frame of mind, why bother?

But something like Rocky Horror, you can enjoy a dozen ways, or just hit play and let it take you on a journey ;)

You'll watch it and have a good time no matter what frame of mind you're in as a viewer.

There's also a reason why comedies and lighter films are easier to rewatch frequently. For dramas to work you have to take the emotional ride. This builds in a time factor. You watch one too often and you lose that emotional punch. Something like Steel Magnolias as an example. My sister watches the hell out of it, meaning I've seen it hundreds of times. So the ending and all the power it carries kinda gets lost, and then you just want to take a whack at Weezer. That's the part that starts to stand out instead of Sally Fields' performance, which is a master class of the craft of acting.

So, my favorites end up being either lighter, or trippy, or horror because they're infinitely enjoyable.