#1: Begotten (1990)

Begotten is by far the sickest, and weirdest movie I have ever seen.  No other movie even comes close.  The movie has no dialogue, save the chirping of crickets, and various grunting noises.  Begotten features a guy who looks much like Leatherface from the Texas Chainsaw Massacre (who is supposed to represent Jesus Christ) giving birth for 2 hours.  At one point, Jesus gets raped with a shovel for about 15 minutes.  Clearly this is not an easy movie to get through.  If you are looking for the all time, unbeatable, sickest, weirdest, most difficult to watch movie, Begotten is for you.

#2: Tetsuo The Iron Man (1989)

Tetsuo the Iron Man ranks high on my personal list of SUPER FUCKING WEIRD.  This hallucinatory film centers on a man who somehow becomes infected with a disease/virus/weird shit which slowly turns him more and more metal.  It is unclear whether he intentionally gave himself this condition (there are scenes of A man inserting what looks like hribar into his leg, but, at least to me, it does not really verify that this is Tetsuo) or whether it was caused by him being hit by a car.  Our titular character is waiting for the subway sometime after the incident with the car and sitting on a bench with a woman.  There is a strange square shape in his cheek, and he notices that her handbag has some weird tentacle things coming out of it.  Eventually he stands up and runs away, all the while with the woman chasing after him.  She chases him for quite some time in a very weird, punk rock sort of high speed montage that makes the viewer feel like they're on speed or some shit.  As he is running away, he starts his transformation.  Later in the film, Tetsuo is with who I believe is the same woman who was chasing him, and is probably 90% metal.  She wants to get busy, but he's ashamed because he's a metal freak.  He hides in a room and she pounds on the door and demands to let her see him, saying that she doesn't mind weird shit.  He opens the door, walks into the hall, and the viewer is shown one of the most bizarre, disturbing, memorable and potentially shocking scenes ever put to film.  Tetsuo towers over the woman on the floor, almost in a fighting stance, screaming/crying while what used to be his dick (which has now become a gigantic spinning drill with a GWAR sort of a look to it) spins and spins as he cries and the woman screams in terror.  After this memorable scene there's...stuff...I don't want to ruin it for anyone who's going to see it.  Suffice it to say, Tetsuo the Iron Man just gets stranger from there, finishing in the most awesome ending to a movie that I personally have seen, and I say this due to the movie's ability to absolutely embrace the character of Tetsuo, or rather what he becomes at the end of the film.