Winona Ryder was in a few teen comedies in her day, from the debut in Lucas (1986) to her college movie Reality Bites we watched her grow up. We should have seen shoplifting on the horizon, cause she stole our hearts forever in this one. Christian Slater was also in some comedies of note, including his debut in The Legend of Billie Jean (That was supposed to be funny, right?), then he played a very funny character called Arkansas Dave Rudabaugh in Young Guns II and then his teen opus Pump Up the Volume back in 1990. None of these movies made the list however, so enough about them.

HEATHERS - 1989

Heathers is the blackest teen comedy of the 80s and that is why we love it. Let's see what we've got here, shall we? Veronica is a popular but intelligent teenager who meets the dangerous but alluring J.D. and the two are about to get into some serious stuff. Murder, Fake Suicide Notes, and yes, blowing up the school during a pep rally. But you know what....back then we didn't take it so seriously. We could take a joke about blowing up our school without worrying somebody was gonna do it. We still thought it was quite far off back then. This movie is what the business calls a cable-cult hit. They also call it PROPHETIC. This movie did not break records at the box office but once you saw it, you never forgot it, but that could also be because you proceeded to watch it over and over again. The first person who can tell me the name of the fake song and fake band from the movie (without looking it up) is really groovy.

Michael Keaton is fine comedic actor and a veteran of comedic films. The Proof, if needed, can be found in these two classics that sadly didn't make the list...

1. Night Shift ~ 1982
2. Johnny Dangerously ~ 1984

Much Ado About Nothing - 1993

Benedick and Beatrice are two of the funniest characters ever written by the great William Shakespeare. They are so expertly played by then-husband and wife team Kenneth Branagh and Emma Thompson that you completely forget that your watching a play from the year 1600. I watch this movie version like once a year, every year. Supporting cast includes: Denzel Washington, Keanu Reeves (who is awful) Robert Sean Leonard and the debut of Kate Beckinsale. Honestly, this movie cracks up!

DJ FUNKTUAL TRUE CELEBRITY STORIES FOUND HERE!

I randomly met Film Director Wes Anderson on 55th & 6th in Manhattan on my way to work one day back in 1996. It was the day after the MTV Movie Awards that year and he had recieved a best new filmmaker award the night before. I told him his speech about James Caan was really funny even though nobody laughed. He told me that I was the first person in public who had ever recognized him by face. I relish the moment to this day. I also told him what I thought about Bottle Rocket. He was amazed I had seen it in the theaters and liked it so much. I saw it in Manhattan @ The 72nd St. Theater with Actress Mandy Siegfried who you may have seen on Grey's Anatomy (as Meredith's half-sister) or more recently Eli Stone. I remember looking at her half-way through and saying, "Ya know what, I have no idea where this movie is going but I like it a lot." FYI: This is Owen Wilson's star-making performance and he co-wrote the screenplay as well so don't miss it.

update:

From: Mandy Siegfried

dude! totally awesome! i love that i got a mention in the "bottle rocket" listing on your indies. i soooo totally remember when we saw it. and whenever that movie comes up in conversation i'm always super proud to say i saw it in the theatre, and i always give you credit for taking me!!! xo manda

In a complete Coincidence, Mandy also appears in the Steve Martin / Goldie Hawn remake version of.....

Jack Lemmon has made some really funny movies in his amazing career, starting with Some Like It Hot (1959), a year later he charmed us in The Apartment (1960), he made a few more until The Odd Couple (1968) and two years later he made this positively hilarious movie. The fact the remake was such a failure is a tribute to how genius the performances were by Sandy Dennis and Lemmon, 'cause hey, same script! Special attention must be paid to Sandy Dennis too who is quite possibly showing us the FUNNIEST FEMALE character in modern history. I know, I can't think of a better one!

The Out-Of-Towners - 1970

George and Gwendolyn Kellerman, a couple from Twin Oaks, Ohio, take an all expenses-paid trip to the "Big Apple" for George's big meeting for a top position in a major company. However, this was supposed to be more than a business trip. Great plans were made so that everything would go smoothly for the ever-nervous George. However, everything goes wrong from the start. Their flight is diverted to Boston which then lands them on a train and even when they do get to NY, folly finds them at every turn, with a mugging and a chipped tooth among them. The way George is determined NOT to be taken as an 'Out-of-Towner' is the thrust for comic delight. He takes down names and numbers throughout the movie threatening to sue or get fired everyone he meets in the city. The hotel lobby scene is especially funny.

When we watch a movie like this, with Ellen DeGeneres captured forever in her own comedic glory, we wonder what the hell happened in her other movies. Her "finding the right man" movie, Mr. Wrong from 1996 was especially uncomfortable. Edtv in '99 was also a disaster. But thankfully the folks at Disney have done her justic0e and they've done me a favor too, because it's the one movie my kid can watch over and over again without making me crazy. Well....that's my rediculous prediction anyway.

Finding Nemo - 2003

Set in the Great Barrior Reef off the coast of Sydney Australia, a nervous fish who is looking for his lost son is befriended by the ONLY fish who can help him (Because She Can Read), but there may be some communication problems. Dory is trying to help Marlin but she has some short-term memory loss as well. Together they will encounter sharks, jellyfish, and even some cool turtles before it's done but the comedy always comes from the two leads. These two characters could seemingly play funny bits for hours, and I'll bet they did too. One day in the near future, Disney will release the improv skits that ended up on the cutting room floor, mark my word. This is the ONLY animated kids/Disney movie on the list as well.

100) Being John Malkovich

99) Weird Science

98) Private Benjamin

97) American Beauty

96) Brewster's Millions

95) A League of Their Own

94) Defending Your Life

93) Swimming With Sharks

92) Harold and Maude

91) The Bad News Bears

90) Shaun of the Dead

89) Ciao Professore!

88) About A Boy

87) Nobody's Fool

86) Ghostbusters

85) The 40-Year-Old Virgin

84) Moonstruck

83) The Snapper

82) Stripes

81) We're No Angels

80) Heathers

79) Much Ado About Nothing

78) Bottle Rocket

77) The Out-of-Towners

76) Finding Nemo

and the beat goes on....