1. Anaconda (1997)
Yes, I understand this is a creature feature about a massive snake terrorizing a documentary film crew led by Jennifer Lopez, Eric Stoltz, and Ice Cube. But, as far as I’m concerned, those are three major selling points. Throw in a pre-fame Owen Wilson, some seriously dodgy special effects, and Jon Voight’s beyond incomprehensible accent, and you’ve got an A-plus B-movie.
Oh, and don’t even get me started on the movie’s most terrifying creature: the Candiru, which exists in real life, and will, following a quick Google search, make every single person think twice about ever stepping into murky water! —Jarett Wieselman
2. Serendipity (2001)
It’s objectively schmaltzy, annoying, and nonsensical, but I LOVE John Cusack, I LOOOVE Kate Beckinsale, and I LOOOOOOOOVE Jeremy Piven, Molly Shannon, and John Corbett in all of their respective roles here. Other things I love include, New York in the winter, bizarre plans gone awry, the entire soundtrack (especially Nick Drake), and unexpected paths crossing. This movie has no flaws. My mom loves it too. I might go watch it later. Bye. —Alanna Okun
3. Tron: Legacy (2010)
Yes, it was a terrible movie with enough plot holes to qualify the film as a sort of theatrical swiss cheese. But outside of that, the actual movie was a stunning spectacle of visuals along with an orchestral score produced by none other than Daft Punk, which basically proves the musical duo literally can do no wrong. Bonus points for Jeff Bridges signing up for a two-hour music video featuring deadly frisbees and fighting a computer-generated evil Jeff Bridges. —Matthew Lynley
4. She-Devil (1989)
I don’t care if it’s generally considered a “bad” movie, this is one of Meryl Streep’s best performances. She is so obviously having an amazing time playing Mary Fisher, a romance novelist who lives in a glorious pink mansion and wears insanely wonderful hats. It’s the ultimate female revenge fantasy pushed way over the top, but in such a delightful way! Also, ladies helping ladies (when they’re not trying to destroy each other’s lives). —Justine Zweibel
5. Be Cool (2005)
If you don’t think this is one of the best movies of all time, you’re sorely mistaken. The cast is fantastic, it features tons of celebrity cameos (AEROSMITH ANYONE?) and watching The Rock play a flamboyantly gay, cowboy-boot-wearing bodyguard is worth the price of admission. I firmly maintain that this movie is better than Get Shorty. —Ellie Hall
6. Center Stage (2000)
A dance movie with Peter Gallagher’s enormous eyebrows, horrible editing, and corny dance “sex scene” choreography. But all I want is to be a ballerina. “Whatever you feel, JUST DANCE IT!!!” —Leonora Epstein
7. Troll 2 (1990)
The best bad movie of all time was directed by an Italian, who also wrote the screenplay along with his wife — neither of whom spoke English fluently. The film starred an unknown and hypnotically strange group of Utah non-actors and does not contain any “trolls” at all. No, the beasts of the perfect B-movie are actually vegetarian, shape-shifting GOBLINS whose cuisine of choice is humans who’ve been turned into plants.
The joy of this movie is that neither the crew nor the cast is able to convey anything resembling real human interactions, reactions, or emotions at any time during the film.
The result is 94 minutes of aliens pretending to be humans pretending to be in a movie where they pretend to be threatened by other aliens pretending to be goblins. The layers of surreality actually add up to a strange artiness, plus the most consistent so-bad-it’s-good laughs in film history. I’ve definitely seen this movie more than 50 times, and yet, it still never gets old. I can’t say the same about even the finest films in the real canon. —Summer Anne Burton
8. Silent Night, Deadly Night Part 2 (1987)
Probably the worst-acted film in the history of movies, Silent Night, Deadly Night Part 2 follows the story of Ricky, a serial-killing psychopath who dresses up as Santa Claus and punishes sinners, or as he refers to it, the “Naughty.”
The reason we don’t even have to really talk about the first Silent Night, Deadly Night is that every kill from the first one is shown in Part 2. That’s right, half the movie is just clips from Part 1. After explaining to a doctor the entire first movie in detail (which Ricky was never even there, so how could he know this stuff?), he kills the doctor by strangling him with the tape recording film and rips the door off the hinges and goes out on Christmas Eve to do some killing.
Where the movie becomes great is all in the cheesy acting, the ridiculous/unforgettable ways people die (stabbing someone with an umbrella and opening it, plugging a guy’s face into a car battery with jumper cables and his eyes explode, and of course, garbage day!). If you are a fan of ridiculous death scenes and absolutely horrible acting with little plot, this may be the best Christmas film for you.
It’s worth noting that the DVD commentary opens with the director saying something like, “Hi, I’m Lee Harry and this is the worst piece of shit I have ever made.”
The director tried to get Eric Freeman, who played Ricky, to participate in the commentary as well, but allegedly, he couldn’t be tracked down. Which leads me to believe he is still out there checking off his naughty list. —Justin Dailey
9. Powder (1995)
This is a supposed supernatural thriller about a strange little hairless farm boy nicknamed Powder who has mysterious powers. But the most supernatural aspects of the film are: A) That it ever got made because it’s that bad, and B) How absolutely riveting it somehow is despite the terrible plot, wooden acting and painfully absurd dialogue (sample: “When I look at you, I have hope that maybe one day our humanity will surpass our technology.”). With a cast that barely rises above the level of made-for-TV movie acting — it was the breakout role for Sean Patrick Flanery and also starred Mary Steenburgen — Powder is a perfect choice for those looking to concoct drinking games revolving around a single film they plan to watch over and over again. —Ken Bensinger
10. Deadly Prey (1987)
The greatest action movie ever made. No irony. No so-bad-it’s-good bullshit — it’s so good, it’s great! Try to imagine if Rambo was playing The Most Dangerous Game in a Battle Royale, but more homoerotic somehow. It’s hard to describe a movie like this without putting on denim short-shorts, oiling yourself up, and serving a knuckle sandwich to everyone within a mile radius.
Deadly Prey is so hilariously manly, so bonafide badass, so chock-full of fists that we had to punch ourselves to be sure it wasn’t a dream. It gets more and more insane as it all unfolds, including one of the most memorable murders in cinema history involving a man being beaten to death with his own severed arm. This silly, silly movie is the Casablanca of punching! —Dimitri Simakis
11. Grease 2 (1982)
My sister and I had a VHS copy of Grease 2 that we watched thousands of times growing up, but strangely enough I never saw Grease until I was well into my twenties. This means that, in my mind, Grease 2 is the real classic (with Grease being nothing but an inferior prequel), and why not?
Michelle Pfieffer burns up the screen in her Pink Ladies garb, and the songs are surprisingly good. “Reproduction” and “Score Tonight” are legitimately terrific musical set pieces, and while “Cool Rider” and “Who’s That Guy” may not have aged as well, their camp value can’t be denied. —Mike Spohr
12. Alice in Wonderland (2010)
I never really understood the hate for this movie. I don’t think it lived up to its total potential, but the visuals were gorgeous and a welcome variation on the classic with Tim Burton’s signature style. The moment when Mia Wasikowska’s Alice emerges from the White Castle, cloaked in armor, I can’t help but root for her! Also, this movie includes fish butlers. BUTLERS THAT ARE FISH! Totally watchable, fun movie. —Sara Rubin
13. The Room (2003)
I laughed, I cried, I questioned Johnny’s accent — but then realized it didn’t matter because it’s that good (bad-good) of a movie. —Macey Foronda
14. Gigli (2003)
Ben Affleck kidnaps a guy with special needs, and he and Jennifer Lopez spend the whole movie debating whether to cut the guy’s thumb off. Ben ends up cutting off the thumb of a corpse to fool his mob boss into thinking he cut off the hostage’s thumb. —Rosie Gray
15. Simply Irresistible (1999)
Listen, I don’t know what objection you could POSSIBLY raise to a film starring Sarah Michelle Gellar as a totally useless restaurant chef who becomes enchanted by a magical crab, and thus, finds self-confidence and monetary security and, of course, love with a douchey department store owner. SMG wears a lot of weird, quasi-metallic trench coats and everyone makes a lot of gross sex noises when they eat the magical eclairs that serve as a crucial plot point. Patricia Clarkson is in it, and is, as always, flawless. And at the end, the crab wears a little tuxedo and dances. It’s a perfect goddamn film.
Why aren’t there more magical crabs in cinema? Why didn’t confirmed hunk Sean Patrick Flanery ever, to my knowledge, work again? You tell me, man. (Editor’s note: Since this is the second mention of Sean Patrick Flanery on this list and so many appear to be interested, he was most recently in the final season of Dexter.) —Rachel Sanders
16. Airborne (1993)
Every fad gets a bad movie, and roller blading is Airborne. It is one of the most ’90s films ever produced, and if you don’t believe me, just remember that it’s about roller blading. Keep an eye out for great early performances from Seth Green, Jack Black, and the woman who played Mrs. Poole on The Hogan Family. —Jeff Rubin
17. What A Girl Wants (2003)
There’s a film called What A Girl Wants starring Amanda Bynes, and it’s dire: Colin Firth is in his worst acting role. It’s full of horrific British stereotypes, and yet, I love it. I’ve watched it 10 times because I watch it with a group of friends every year. And no, I am not ashamed. —Scott Bryan
18. Desert Hearts (1985)
A terrible movie about lesbians I only watched because it was on Netflix and it was about lesbians. Literally every part of this movie is as straightforward (LOL) as can be, and then it has this kind of ambiguous ending where you can’t 100% tell if they work out their differences? It takes place in the ’50s, and yet, the younger kinda out lesbian is really, really mean to her older closeted girlfriend for being uncomfortable being really out. In the ’50s. There are a lot of emotions. —Ariane Lange
19. Rent (2005)
I’m already sorry for mentioning this because I know you will have “Seasons Of Love” stuck in your head for the rest of the day. I apologize for making you think of Angel and making you cry. I seriously feel really bad about making you wonder how a bunch of New Yorkers without jobs could afford such a massive apartment. But really, I regret that I’ve watched this movie approximately one million times even though I hate it. HATE IT! I hate it so much, but, oh my god, is it great in every way and I will gladly watch it with you any time you want. —Myles Tanzer
20. From Justin To Kelly (2003)
If you have not yet seen this classic musical movie, I feel bad for your soul. Let me tell you: There is nothing more entertaining than watching American Idol Season 1 winner Kelly Clarkson and runner-up Justin Guarini romping around South Beach for 81 glorious minutes.
Not only is this screenplay completely underrated — “Justin: Hey, you’re the girl from the beach. Kelly: My friends call me Kelly for short.” — but the music will invigorate your entire existence! When they sing “Timeless” on a speedboat at night? HOLY CRAP. 7% on Rotten Tomatoes? More like 7% in dog years, which is like at least 49%. —Ashley Perez
21. Wild Wild West (1999)
This movie features peak ’90s Will Smith literally punching racism in the face for an hour and a half while wearing hot cowboy outfits, Kevin Kline in drag and also doing his best Baberaham Lincoln, AND — the pièce de résistance — five-time Oscar nominee Sir Kenneth Branagh as a legless former Confederate soldier who decorates everything in a fake steam-punky spider motif.
Bonus (and spoiler alert): Nobody gets the girl (Salma Hayek), but everybody gets to see her frankly amazing butt. This movie is a MASTERPIECE. —Krutika Mallikarjuna
22. Quicksilver (1986)
This movie has an incomprehensible plot, you can’t tell if it’s filmed in San Francisco or New York (because it’s both), and it features some hilarious lines. It also has an incredible scene in which Kevin Bacon and Jami Gertz dance together — in a clear nod to Flashdance — but she’s doing modern dance/ballet and he’s riding a fixie. It is simply one of the top bad movie moments of all time. —Ken Bensinger
23. Old Dogs (2009)
A movie so bad it canceled Wild Hogs 2, Old Dogs is an absolute clusterfuck of how-did-this-get-made goodness. The movie, which was originally rated R, tested so poorly that Touchstone Pictures decided to shave off 19 minutes, change the film to an 88-minute family-friendly movie, and release it through Disney. All performances are insanely over-the-top, with more slapstick gags and balls shots than you thought possible for one movie.
Not to mention, its nightmare-inducing final shot, as seen above, includes an entire family (baby included) accidentally taking the wrong pill that gives patients Joker-approved smiles. What the fuck. —Zach Kornfeld
24. Masters of the Universe (1987)
Other than the basics — there’s He-Man (Dolph Lundgren), who’s mostly naked; he fights Skeletor (Frank Langella), who’s got a skull for a face; etc. — this live-action movie actually has very little to do with the beloved 1980s animated TV series. Instead, its story is a not-so-subtle parable about how internalized homophobia and unrequited romance can make you evil. I’m not kidding. —Adam B. Vary
25. Demolition Man (1993)
Say you wanted to make the perfect movie. Let me tell you the elements it would need. First, Sylvester Stallone. Next, Wesley Snipes, with neon-colored hair. Also, the future.
But guess what? Those two luminaries are from the past. Whaaaat? Yeah. Because both Stallone and Snipes’ characters were frozen. The latter is the worst villain of all villains and loves crime and chaos. So obviously, freeze him. Duh. The former is a badass good guy cop, but he like, made some mistake and is frozen as a punishment. Or whatever.
Anyway, in the future, there is no toilet paper, but there are seashells no one is quite sure how to use. Also, we don’t have any icky physical sex with dangerous fluid swapping (as if), but we have loads of virtual reality sex that involves Sandra Bullock’s character in front of you, sort of licking and kissing at you, but you don’t get to touch her. In the future, there is no crime and Taco Bell is a gourmet restaurant and Denis Leary is a dirty outlaw who lives with sewer people that eat rat burgers on a grill.
As you might imagine, Stallone and Snipes fight, and it’s great and this movie is one of those classics that you MUST watch if you stumble upon it on TV. —Adrian Carrasquillo
26. Obsessed (2009)
Obsessed stars Idris Elba as a lawyer (or something, it doesn’t matter) and Beyoncé as his wife who used to be his assistant. A temp at the office, played by Ali Larter, wants to have to sex with him, despite his refusals and virtual complete disinterest in her. But that doesn’t stop her, because Obsessed is completely untethered to the actual mechanics of human interaction.
Anyway, a few things happen: Beyoncé throws a plate; Ali Larter tries to roofie Idris Elba (…yep); Ali Larter breaks into Beyoncé and Idris Elba’s house and touches Beyoncé’s child; Beyoncé tells Ali Larter, “You touched my child!”; Beyoncé and Ali Larter have a violent 15-minute fight from basically another movie.
The upshot is imagining in 15 years when your child watches Obsessed and tries to figure out what the hell Beyoncé and Idris Elba were doing here. —Katherine Miller
27. Raw Deal (1986)
Let me break it down: Arnold plays a salt of the earth Chicaaahhgo cop named Mark Kaminsky. His thick Austrian accent is never explained. Then, after a raw deal, Arnold has to go undercover to infiltrate the Chicago Italian mafia. His thick Austrian accent is never explained. Different scenes play as action-comedy, hard-hitting thriller, and kitchen-sink domestic drama. Also, the first scene is a country-twanged car chase through a lumber yard. AND it is my great pleasure to tell you that Raw Deal is available to watch, for free, in its entirety, here! —Joe Bernstein
28. Great Balls of Fire (1989)
When I first saw this movie, I was about 8 years old. It’s responsible for my love of film and music. I remember one morning, in my teen years, when a girl I had a crush on told me it was “one of the dumbest movies she had ever seen” and I spent a whole week trying to figure out how anyone could NOT like this film (and a whole month trying to convince her).
Great Balls of Fire was criticized for its cartoonish portrayal of a controversial figure, with many pointing toward the film’s light coverage of Jerry Lee Lewis’ marriage to his 13-year-old cousin. I didn’t understand this plot point when I was 8, and when re-watching it now, I try my best to ignore it. This film was Walk the Line before Hollywood got so serious.
Sure, there’s a lot of icky bits in it — but watch this scene and try to tell me it’s not the most fucking awesome thing ever. He could have been bigger than Elvis, dammit! —Brad Esposito