Very Bad Things was indeed, well, bad. Christian Slater, much as I'm kind of amused by him, wears out his welcome pretty quickly. He's also been in some truly awful movies.
Here's some stuff I wrote from a similar thread on a different forum, a number of years ago:
I'll leave out movies that are intentionally bad (camp has its place), and I'll try to include some from each genre. I will also try to stick with movies that were truly popular or made a splash at their time, and were truly intended to be good, well-made movies. I hate musicals and any movie versions of stage productions (except RHPS), so they're automatically ALL the worst movies ever made. Except for Michael Moore - he's the worst of the worst. What makes a movie truly one of the Worst Films of All Time is when they actually set out to make a good movie and just fail miserably in writing, direction, and production.
The Howling - stupid stupid dialog, absolutlely hack plotline, lame SF/X, zero suspense or even startles, and the end? Where the heroine turns into a cute fluffy werewolf on national TV before killing herself? Wallows in lameness. And people actually thought this was scary?
Black Knight - Even considering that Martin Lawrence is about as funny as a whoopee cushion, this movie just sucked. From the poop jokes to the medieval booty call, it was stupid stupid stupid and just plain NOT FUNNY. I thought blaxploitation films went out in 1974 - I guess it's supposed to be OK if they make them themselves?
The Matrix series - Heresy, I know. The first one is marginally acceptable, and dines out on the visual innovation it ptioneered - except for the incredibly stupid premise that human beings can somehow be used to generate power. A naked human being can't even keep itself warm below about 20 degrees C, let alone generate massive quantities of energy. And that's with 2500 calories a day in food that has to come from somewhere... The others were as stupidly based as the first, but with the coolness factor long since worn off.
Maid In Manhattan - actually, this is representing anything Jennifer Lopez has ever been in, with the possible exception of the one where she trains to kill her abusive ex-husband. I would put Gigli on the list here but all I saw was the trailers. Even if you think she's hot (bleagh, I sure don't), there's no possible way that anybody could ever think she can act.
Any non-Pixar Disney movie - animated or not, Disney never met a fairy tale they couldn't screw up or a lame plot device they couldn't recycle. Stupid dialog, whiny characters, trite plots - nothing like enshrining and worshipping mediocrity.
Dishonorable Mention: Scooby Doo I & II - Even allowing for the nostalgic tint of aging baby-boomers' rose-colored glasses, the original Scooby Doo cartoons were insultingly stupid, and I was 6 bloody years old at the time! Spending millions on a live-action version is nearly unforgiveable, no matter how well-done they might have been.
Natural Born Killers - Execrable. Horrid. Quite possibly the single worst, most pretentious, most over-wrought, annoyingly-filmed, inanely-written, woodenly-yet-somehow-over-acted, terrible movie ever made. From the smug 'social commentary' to the vertiginous camera angles to the seizure-inducing instant flashbacks, this movie stunk.
Sergeant Pepper's Lonely Hearts Club Band - 1978 at its worst, and that's saying something. Even if you look a this film as nothing but an excuse to do a lot of over-the-top Beatles covers, this movie still sucks. As much plot as your average Bing Crosby movie, except everything is 10 times fluffier and more irritating, because it was made in the late '70s. I bet Aerosmith and Alice Cooper are both ashamed they were in it, even if they were the evil antagonists. I mean, Peter Frampton! The Bee Gees! In stupid satin marching band uniforms! What could be worse?!