of our fellow denizens :-) I fully approve of the notion. I'll lead off with a few that I go back and watch just about every year:
Back To School (Rodney Dangerfield).
Revenge of The Nerds (probably watched it fifty times--I identify pretty strongly with a few of the main characters ::picks nose incessantly::)
The 13th Warrior (Not sure why, but this Michael Crichton take on the epic tale of Beowulf, told from the perspective of a total outsider to the group, does everything right and seems fresh every time I watch it)
Star Wars Ep IV (Had to have seen it a hundred times growing up; can quote it with my eyes closed)
Monty Python & The Holy Grail (used this as a sleep aid for about five years around my college days)
Star Trek II: The Wrath of Khan (Ricardo Montalbon's immaculate riding-of-the-razor's-edge between campy Trek character and deadly serious villain, coupled with his excellent dialogue, make every scene he's in a show-stopper)
Three Kingdoms (2010) And here I've got one that the group's almost certainly not heard much of (except from me) which isn't a movie, but actually a 95 episode Chinese historical drama/fantasy. It came out in 2010, and I've already re-watched the whole 60+ hour series six times. It's. Just. That. Good. Even my family, not a single one of whom was enthusiastic about watching it when I first told them about it, were hooked after the first few episodes and have gladly sat through three re-viewings with me. It's available on YouTube--I HIGHLY recommend checking it out. The Jiang Hu hard-coded English subtitled version is the cleanest translation, for sure, and to my knowledge there's not yet a quality English dubbing available--but you wouldn't want it, in my humble opnion, because the characters are so expertly portrayed and their voices so distinctive that to overdub them would be to erase half of their operatic performances.