Under-rated Comedies that have a soul (and often spawn souless sequels)

These are comedies that I went into thinking they were going to be garbage, but found them to be funny and have enough "spirit" or "soul" which makes them resonate with audiences more than most throw-away-and-forget comedies.
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Waiting... (2005)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
Young employees at Shenaniganz restaurant collectively stave off boredom and adulthood with their antics. (94 mins.)
Director: Rob McKittrick
“ I found this to be a very relatable. Not because I like to serve floor steak to people or spit in gravy, but at its heart there are issues we all deal with. Anxiety in public bathrooms, finding our place in the world, creating our own code that we choose to live by to keep our sanity. Whether you are looking to better yourself, looking for a hostess, or just looking for someone to listen to you, there is somebody to relate to in this movie. And it's very funny... ” - grizzly228
Pootie Tang (2001)
    1 2 3 4 5 6 7 8 9 10 5.2/10 X  
Pootie Tang, the musician/actor/folk hero of the ghetto, is chronicled from his early childhood to his battles against the evil Corporate America... (81 mins.)
Director: Louis C.K.
“ Oh, Pootie Tang! I thought of leaving a comment as Pootie Tang would; just a blank, empty abyss, consisting of nothing and meaning everything. But nobody who hadn't seen the movie would understand, so...

Chris Rock has made a virtual post-stand-up career out of under-rated comedies. To me, Pootie Tang is the funniest by far. It's not to be taken seriously, but between the gorilla attacks, Dirty Dee, or Pootie imposters, it won't matter. You'll be laughing the entire time. ” - grizzly228
Idiocracy (2006)
    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
Private Joe Bauers, the definition of "average American", is selected by the Pentagon to be the guinea pig for a top-secret hibernation program. Forgotten, he awakes five centuries in the future. He discovers a society so incredibly dumbed down that he's easily the most intelligent person alive. (84 mins.)
Director: Mike Judge
“ This is one of the funniest and scariest movies; we laugh at it now, but its scary to think how prophetic it may be! The world is much dumber in 2505 and it's up to an average Joe from 2005 to solve the future-world's problems. Hilarity ensues, and maybe a not-so-veiled message is given. USE YOUR BRAINS! ” - grizzly228
Cabin Boy (1994)
    1 2 3 4 5 6 7 8 9 10 5.1/10 X  
A foul-mouthed finishing school graduate mistakenly winds up on an ill-fated fishing boat and faces the wrath of a crew that considers him bad luck. (80 mins.)
Director: Adam Resnick
“ If you can find someone who's seen this movie, you can surely swap some of the funniest quotes ever quoted. Such as, "Wanna buy a monkey??" ” - grizzly228
Van Wilder (2002)
    1 2 3 4 5 6 7 8 9 10 6.4/10 X  
The most popular kid on campus meets a beautiful journalist who makes him realize that maybe he's afraid to graduate. (92 mins.)
Director: Walt Becker
“ One thing I hate is generic comedies with a bunch of teenage-types. So I was pleasantly surprised to enjoy Van Wilder. A perpetual college student who's been on campus so long he's worked his way into every aspect of college life. And everyone adores him. Almost. I know every DVD case and promo poster for this looks like it should be for Porky's or Revenge of the Nerds, but I found this movie much funnier and with a little more redeemable value. ” - grizzly228
Joe Dirt (2001)
    1 2 3 4 5 6 7 8 9 10 5.9/10 X  
After being abandoned by his parents at the Grand Canyon, Joe Dirt tells the story of his journey to find his parents. (91 mins.)
Director: Dennie Gordon
“ Comedy Central plays this movie so much you'd think we'd all be tired of seeing it. But there's a reason people keep tuning in. It's funny, it's quotable, and it has a heart. This movie almost single-handedly made mullets cool again...if they were ever cool a first time. And you can't go wrong with Christopher Walken playing a janitor/ex-mobster; "Can your mother sew? Well, tell her to sew this!" ” - grizzly228
Run Ronnie Run (2002)
    1 2 3 4 5 6 7 8 9 10 6.4/10 X  
A redneck with an uncanny knack for getting arrested becomes the star of his own reality program. (86 mins.)
Director: Troy Miller
“ Never saw Mr. Show so I was oblivous to any inside jokes. Still was one of the least-expectedly funny movies I've seen. Jack Black and Jeff Goldblum make hilarious cameos. Unfortunately, this movie was not distributed well and the two stars have disowned it. It's a shame, because it makes me and a lot of others laugh. A lot. ” - grizzly228
Malibu's Most Wanted (2003)
    1 2 3 4 5 6 7 8 9 10 5.1/10 X  
A senator arranges for his son, a rich white kid who fancies himself black, to be kidnapped by a couple of black actors pretending to be murderers to try and shock him out of his plans to become a rapper. (86 mins.)
Director: John Whitesell
“ I avoided this movie for years, now I'm glad I watched it. Jamie Kennedy rarely does anything right, in my opinion. But as far as funny, sterotype-twisting, almost brain-dead movies go, this is near the top.

Little Girl: Princess just had puppies!
(B-Rad begins to suspect his kidnappers are phonies)
Pretend Gangsta: Pit bull puppies, fool!!! ” - grizzly228
Transylvania 6-5000 (1985)
    1 2 3 4 5 6 7 8 9 10 4.9/10 X  
Tabloid reporters Jack Harrison and Gil Turner are sent to Transylvania with two choices: find the Frankenstein monster or find new jobs... (93 mins.)
Director: Rudy De Luca
“ Ah, the 80s. Plenty of comedies abound. But this one sticks out in my mind. I'd rather watch an alright comedy about horror, than an alright horror that might as well been comedy. Hence, #8 on my list. ” - grizzly228
Juwanna Mann (2002)
    1 2 3 4 5 6 7 8 9 10 4.5/10 X  
A basketball star is booted out of the NBA when his on-court antics go too far, so he poses as a woman and joins the WUBA. (91 mins.)
Director: Jesse Vaughan
“ It's a formula; Egotistical person loses everything than has to start over and learns a valuable lesson. Got it. But throw on some women's clothing and put him on a WNBA team and somehow it becomes a winning team. It's not the greatest, but it's funny. ” - grizzly228
Without a Paddle (2004)
    1 2 3 4 5 6 7 8 9 10 5.9/10 X  
After their friend dies, three men decide to fulfill their childhood dream by going on a camping expedition for the lost D. B. Cooper bounty, with calamitous results. (95 mins.)
Director: Steven Brill
“ A buddy comedy, but one of the buddies dies. Sad. So they go to finish their friend's fantasy of finding DB Cooper's "treasure." There's some funny moments, and a life lesson, but too much life lesson and too few funny moments keep this at #11. ” - grizzly228
Saturday the 14th (1981)
    1 2 3 4 5 6 7 8 9 10 4.5/10 X  
A family moves into a house inhabited by scary creatures and a number of close calls ensue. (75 mins.)
Director: Howard R. Cohen
“ "Look at all those owls!"

That is all. ” - grizzly228