Sticking with somewhat mainstream films rather than straight to video and b-movies (which would have tons of bad names to make fun of):
- Octopussy (this should only be the title of some weird Japanese tentacle porn)
- Ballistic: Ecks vs Sever
- Gigli (gesundheit)
- The Phantom Menace & Attack of the Clones (yeah, I know Lucas was emulating the old serials he loved, but these are just awful)
- K-Pax (is this a radio station or an anti-depressant?)
- Any of the interchangeable short Steven Seagal titles with one or two syllable words only (Above the Law, Hard to Kill, Marked for Death, Out for Justice, On Deadly Ground, Glimmer Down Below, Half Past Justice, Under the Law...)
- Breakin' 2: Electric Boogaloo (although this crosses into so bad it's good territory)
- K-19: The Widowmaker
- Dr. T. and the Women
- The Divine Secrets of the Ya Ya Sisterhood
- Sisterhood of the Traveling Pants
- The Hudsucker Proxy (an illegal act in 28 states)
- I ❤ Huckabees
- Dumb and Dumberer (I know the title reflects their stupidity, but still...)
- The Assassination of Jesse James by the Coward Robert Ford (apparently the lack of editing in the film is encapsulated in the title)
- To Wong Foo, Thanks for Everything, Julie Newmar
- Quantum of Solace (contrary to popular belief, the title does actually make sense ((Bond achieves the smallest amount of comfort over the death of Vesper)), it's just not very good)
- Free Willy (some kind of charitable male prostitution ring, I guess)
- 2 Fast 2 Furious (2 stupid 4 words)
- Die Hard 2: Die Harder and Live Free or Die Hard (the on-screen title is Die Hard 2, but the advertising and video promotions often included Die Harder, so I'm counting it, because it's terrible)
- Battle: Los Angeles and World Invasion: Battle L.A. (this upcoming film has two titles for different markets, both of which are equally awful. Simply adding a "the" and an "of" would make a world of difference to the U.S. title and reflect the incident it's named after)
- The Neverending Story Part 2 and 3 (how the hell does a neverending story have sequels?)
- Lucky Number Slevin (oh, piss off with that shit)
- Tyler Perry's... (Shameless Self-Promotion)
No, I don't care if some of them are named after the books they're based on in an effort to attract those fans, this is just about if the film titles suck.