Flash Gordon (1980 Movie)
Cutthroat Island
Weekend at Bernies
Super Mario Brothers (1993 Movie)
Beavis and Butthead Do America

Captain Marvel

Hey, Flash Gordon is a GREAT movie! ha. Yes, I love it too. Still watch the blu-ray and listen to the Queen soundtrack!

Another that I love...

Hudson Hawk

I love the zany off-the-wall tone and fun Willis and co. seem to be having

Flash Gordon is suppose to be a campy homage to the original. It's a great film and very well done.

I second Hudson Hawk. I wouldn't even call it bad because it's just great fun.

Now, a truly bad movie that is great is THE ROOM. I had a blast watching it.

You put "bad" in quotes, so I assumed you meant films people think are bad, but are actually classics.

The Legend of the 7 Golden Vampires
Sharknado
Redneck Zombies

I put "bad" in quotes to denote that ultimately the good / bad dichotomy is subjective. As they say in dealing used merchandise... "One man's trash is another man's treasure." ;)

The movie so bad, they called it Superbad. For me, this is the peak of comedy. I've rewatched it many times. Never gets old.

Bloodrayne is a nice guilty pleasure. You know what you're getting when it's Uwe Boll. Haven't seen the sequels.

I actually enjoyed the Lara Croft: Tomb Raider movies. Not my favorite films ever, rather average action movies, but still more entertaining than some other average action movies I've seen and which have much better ratings. And I thought Angelina Jolie was a great fit for Lara. There, I said it.

EDIT: Although, I'm not sure whether I've watched them in the original, English language version ... Does she do a bad British accent in them? Anyway, if so, I guess I wouldn't even notice or I'd find it funny.

Haven't watched the new movie with Alicia Vikander yet, but it looks a lot less fun.

I also managed to be mildy entertained by Spawn, Witchblade and even Max Payne. By which I mean, I watched them until the end and was neither mad nor disappointed - I didn't have high expectations to begin with. (Which can't be said for e.g. Independence Day and Stargate, which I only managed to "watch" with the help of the fast forward button.)

That being said, I can't think of many movies that I thought were awesome despite being bad. Maybe Plan 9 From Outer Space? And perhaps some German ones that aren't known internationally.

It must be so "bad", that it hurts. Once you ain´t feel the pain any more you start enjoying &/or laughing - you may start to think, that the presentation is a form of true & visionary arts...but the world is not ready for this.

If you reach that level (you may could help with a little bit of alcohol) there is nothing better than Godzilla movies:

https://www.youtube.com/watch?v=JuEa6Hum0b4

I truelly believe that there are no bad movies - it just depends on your mood & attitude.

If i am in charge to sent out a message to outer space - i would sent some Godzilla scenes.
No way in hell that extraterrestrial life forms - if they have a tv or internet & beer- would not enjoy these films.

Highlander 2:

It completely messes up the lore of the series but it has some really well done practical effects and you can tell at what point in the movie that the actors are just having fun more than anything.

Plus the fact that the film has been re-edited multiple times over the years (Renegade Edition, Director's Cut) in an attempt to redeem the film, So story wise it's bad but it is a fun movie to watch regardless.

I love "comedy-horror". In fact, I'm OK with gore as long as it's in a comedy film, where-as I can't tolerate much gore in non-comedy films. Netflix' The Babysitter & Babysitter 2, or currently free on CW Seed Kappa Kappa Die (https://www.cwseed.com/shows/kappa-kappa-die/kappa-kappa-die/?play=ad55fc27-73b9-4662-a5bb-e3101626d819) fall into this.

They're usually bad movies that are just fun.

I also have a soft spot for quirky coming-of-age stories that are so eye-rollingly troperific... But they're good for passing the time besides being not good. Recently-watched examples: Tramps, Banana Split.

Plenty of these guilty pleasures when it comes to bad movies that could be considered "a cult classic":

Super Mario Bros (1993)
Jason X (2001)
A Sound of Thunder (2005)
Beowulf (1999)
Battlefield Earth (2000)
Song of the South (1946) (Not a bad movie but it might be by some individuals today. Rather, it's a fantastic, artful, and heartwarming movie that should never be forgotten even though Disney like to pretend it never existed.)
Planet of Dinosaurs (1977, easily the worst in this list, but it's something that I grew up with).
Barbarella (1968)
Masters of the Universe (1987)
Howard the Duck (1986)
Meet the Feebles (1989, the very definition of "sick and bad movie")
Mortal Kombat: Annihilation (1997)
Superman IV: A Quest for Peace (1987)
Fire, Ice & Dynamite (1990, Among Roger Moores least known movie I guess, but it certainly have both style and humour. Utterly, and completely stupidly wacky movie, much like many in this list). :D

Todays "bad" movies are just terrible (almost sterile) and non of them have that "cheesy" charm that the old movies had...

Ninja Terminator.