Damn, I have a TON of geeky movies, including Hackers, Tron, Krull, Wargames, Brazil, Time Bandits, Best in Show, Evil Dead Trilogy, Re-Animator, Ice Pirates, Transformers, Flash Gordon, Flesh Gordon, and just about everything else listed here (excepting M:TG Tourney footage, kudos).
I think my geekiest movie by far is...
Chinese Hercules. On DVD.
Yes, Chinese Hercules. I'm a BIG fan of Bolo Yeung (one of the big mean bad guys in ALMOST every kung fu movies in the 80's-early 90's) and to see him playing a good guy is always a treat.
For american release films, I think my Xanadu DVD tops my list of cheezy/geeky movies.
Jason