Slums of Beverly Hills Vivian is a motherless teenage girl whose family moves around the outskirts of Beverly Hills constantly because her father insists on keeping them in a "good" school district, even though they can't afford to live there. He's like a wrecked battleship, not able to admit that he's no longer the man he once was. Meanwhile, Viv has big tits she doesn't know what to do with and awkwardly discovers her sexuality-sort of- in an apartment laundry room. Her father takes in his wealthy brother's irresponsible daughter, Viv's older cousin, in exchange for help with rent. Marisa Tomei plays the irresponsible cousin and she is awesome.
Sullivan's Travels - Our hero, a serious film director, decides to make a film about what it's really like to be down-and-out. In order to understand his subject a little better, he dresses up like a hobo and goes to live on-the-bum for a few days. Things go awry and he learns a deeper truth. I truly believe that there is no better film than this one.
On a side note, the movie he planned on making was called, "Oh Brother Where Are Thou." This was in 1941. In 2000, the Coen brothers used that title for a film that they made.
Forbidden Zone. A strange family discovers a doorway to an underworld in their basement, and soon are contending with a midget king and his evil consort and a whole sload of strange characters. The Devil turns up, and it's Danny Elfman singing like Cab Calloway.
Pulp Fiction is probably my favorite, Samuel L Jackson and John Travolta are just fucking priceless. It's hard for me to abbreviate. Basically two gangsters are trying to get this "thing" back to their boss.
Spaceballs definitely comes in a hard second though. Spaceballs President Scroog tries to take all the air from a plant by holding the princess hostage and Lone Star and Barf must rescue her.
1) Labyrinth - David Bowie, Jennifer Connelly: teen wishes her baby brother would be taken by goblins...and he is, and she has to make her way through the labyrinth and the goblin kingdom and win him back from the goblin king. Bonus: Jim Henson puppets, and David Bowie singing!
2) The Linguini Incident - Marlee Matlin, David Bowie, one of the Arquettes (I don't know if this counts as a cult movie as I don't think it was ever very popular, but it is freaking hilarious). Those three work together at a super snobby/fancy restaurant, meanwhile the Arquette is an aspiring houdini, her best friend is an aspiring clothing designer, trying to combine women's fashion with self-defense, David Bowie is desperately trying to find dates... Hard to explain, but well worth a watch.
3) One Night at McCool's - Liv Tyler, Paul Reiser, Matt Dillon, Michael Douglas (and more): Liv Tyler is upwardly-mobile dating in an unexpected, funny way.
Boondock Saints. I usually hate movies that have, what i think is a lot of swearing but I really love this one. Two Irish brothers take on the mob esentially, with Norman Reedus and Sean Patrick Flanery :)