Depends on the movie or series. A drama I'm less likely to watch more than once, but I'll rewatch an action movie if it has really cool stuff going on, also I like to rewatch stuff in a series if a new one is coming out. Not all the time, but in general it's great, like I'm rewatching Godzilla stuff now with the next big one out next year.
Games are also very dependent on certain things. I've replayed the Metro series two or three times now because there's a lot going to the exploration and atmosphere that I always like returning to. Fallout 3, NV, and 4 have been replayed bunches of times, especially after awhile when I can check out all the new mods. Usually if its a game where I can experience it different ways, I'm likely to replay it.