Oh geez, this will be a long list.
Not necessarily in order:
1) Chamber of Horrors (Halloween Havoc 1991). It was this gigantic metal contraption where 2 teams of 4 battled (kinda like War Games):
Anyway, they had a special camera attached to a helmet that the referee wore to help the audience at home see, called the Refer-eye camera. You got to see what he saw, except with a person moving around, it wasn't a very good view most of the time. The match was also plagued with injuries, with both Vader and Cactus Jack being put in as substitutes. But it was the way you won that was so dumb. You had to call for a special chair to be brought down from being suspended over the ring. Once down, you had to put a guy from the opposing team in said chair, walk over to a switch on the side of the cage and flip it, effectively electrocuting the guy. So the gimmick was to murder someone. Problem was, the lever wouldn't stay up and kept falling down, making it clear that this whole thing was totally fake. And finally, Rick Steiner was put into the chair by Cactus Jack, Jack walks over to the switch, but in the meantime, Steiner suplexes Abdullah the Butcher into the chair, Jack doesn't realize it, he hits the switch, the lights flicker and pyro comes out of the chair and Abdullah is "dead". Except he got up 10 seconds later and starting beating up Jack for killing him, supposedly. It was terrible.
2. Kennel From Hell-don't think I need to explain this mess, it involved dogs around the outside of a cage, but within another cage, and they were pissing on the floor amidst trying to fuck each other.
3. Doomsday Cage (Uncensored 1996)-other than being booked horrendously, the idea of a triple cage was interesting. Not executed well, but interesting. What really fucked this match up was placement. The structure was so big that it couldn't be in the center of the arena. It was off to the side, where about 15% of the crowd could get a decent view. And even that view was blocked by all the cages and wires. So in essence, nobody could see shit. It was made even worse because Hogan and Savage had to start in the top cage and escape out through the bottom one. The top was high up, with the rafters in the background, which are DARK. The top wasn't lit, so people could, at best, see vague shadows doing stuff. Anyway, the wrestling sucked, too, but eventually Hogan and Savage make it to the bottom...and inexplicably leave the cage to go brawl in the ring with Z-Gangsta and Ultimate Solution. They had to leave to win, and they left...and the match continued. Then they returned, Luger went to hit Savage with a loaded glove. Savage ducked, and Flair was behind him. Luger stopped his motion...then punched anyway and knocked Flair out. Hogan and Savage left the Cage, but Savage ran back in, pinned Flair, THEN left and they won. The finish was totally blown, which is appropriate for such a shit match.
4. King of the Road Match (Uncensored 1995)-boy, the first 2 Uncensoreds really had some awful gimmick matches. This one involved Dustin Rhodes vs Blacktop Bully. The match took place in the back of a fenced off 18 wheeler truck. Both guys started at the back, and had to make it to the front and blow a horn located there to win. It was shitty brawling mostly, you could BARELY see anything and the truck had hay stacks scattered everywhere. Oh did I mention this truck was IN MOTION? Yeah, it was out, driving around buttfuck, nowhere while these guys were going at it. WCW hired a helicopter crew to shoot it from above, and a police escort. At one point, the truck gets stuck in traffic as its going through a TRAILER PARK. Bully takes a bump when the truck makes a sharp turn. Eventually, he blows the horn and wins. The funniest part? Both guys bladed during the match, which was a big no-no at the time in WCW, and were promptly fired after the event. I think deep down, WCW was offended by what took place and fired them to salvage their dignity. Which leads us to...
5. Martial Arts match (Uncensored 1995)-this and the King of the Road match took place one after another as the FIRST TWO matches at Uncensored 1995. This gem took place between Jim Duggan and Meng. Ultimately, the big problem with this match was quite simple-it was a martial arts match that featured one martial arts moves. The rest was typical 80s WWF big men lumbering around, doing nothing. Meng applied about 50 nerve holds because their stamina sucked. Duggan powered back by using the martial art of pulling off his boot and hitting Meng with it. Meng does another nerve hold, Duggan headbutts him, but because Meng is from Samoa (or Tonga, whatever), he feels no pain in his head and Duggan knocks himself out. And then we got a screwjob finish, featuring Meng's manager, Col. Rob Parker, who distracts Sonny Onoo, the referee, and Meng hits the single martial arts move in the match, a Savat Kick to Duggan, and wins. Atrocious.
6. Barbed Wire First Blood Steel Cage match (Uncensored 1999)-starting to see a theme here with Uncensored? Hogan vs Flair in this one. Rules are simple-first guy to bleed loses. Apparently these rules actually aren't that simple, though. 5 minutes in, Flair gigs. Match continues. Why? I dunno. Then Hogan tries to pin Flair, but the ref won't count for him because that's not how you win. So how DO you win? I dunno. 2 minutes after that, Hogan juices. Match continues. Why? I dunno. Flair puts Hogan in the Figure 4, Hogan grabs the ropes because apparently you can still submit, I think? David Flair tries to interfere on Hogan's behalf, Arn runs down and takes him out, he tosses a tire iron into the cage, Flair uses it, Hogan is down and Flair puts the Figure 4 on again, the ref FAST COUNTS to screw Hogan (Flair is the babyface, Hogan is the heel) and this travesty ends. Remember when the ref told Hogan he can't count a pin because that's not how you win? The match ended via pinfall. Again, I dunno
7. TNA Reverse Battle Royal-already discussed by someone else
8. Ultimate X/Submission match (Victory Road 2010)-Ultimate X is a good gimmick match. So are submission matches. But for some baffling reason, TNA tried to combine them together. See, one participant, Douglas Williams, was afraid of heights (kayfabe). So they booked an Ultimate X match. The gimmick was that a match that should be spectacular won't be because one guy is afraid of what makes it spectacular. Hell of a selling point. So they decided to throw in the submission stipulation for no reason so that he could win without having to climb. Which is what happened. An ULTIMATE X MATCH ended by Douglas Williams putting Brian Kendrick in a Cobra Clutch. Ridiculous.
9. Punjabi Prison-others have elaborated on it, but the idea of doors opening for a minute and then being closed and locked, plus multiple cages to escape from was just too complicated and really stupid.
10. Penalty Box match (Sin 2001)-it was Team Canada vs the Filthy Animals. This retarded match had Jim Duggan as the special ref, and anytime someone broke the rules, they were sent to a penalty box outside the ring for a varying length of time. Said time was completely at Duggan's discretion. One guy was given a minute penalty for an illegal tag, someone else was given a penalty for not breaking a 5 count. Mike Awesome pulled out a pair of scissors and attempted to stab someone, and got 2 minutes for attempted murder. Eventually Tigress and Major Gunns, the valets, had a cat fight and were given penalties when they weren't even in the match. It was a total clusterfuck.