snowdog90 said:

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Dumb and Dumber
Airplane
Naked Gun
The Jerk
Fletch

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Here's another 5

Blazing Saddles
Young Frankenstein
Blues Brothers
Caddyshack
Animal House

And 5 more

Step Brothers
Old School
Ace Ventura
Pee Wee's Big Adventure
Galaxyquest

Greendale 87 said:

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I'm trying to educate my teenagers on the best comedy movies of all time.

Young Frankenstein, Airplane, Blazing Saddles.

What have I missed?

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Many that other have said plus...
Airplane movies
Blazing Saddles (parental discretion of course)
Young Frankestein
Princess Bride
Idiocracy
Real Genius
Police Squad movie's - Naked Gun
Top Secret! - one of my son's and my 80+ yo mother in law's favorites
Major Payne
Zoolander
Undercover Brother
Rocketman (Disney's - good luck finding it)
Happy Gilmore
Waterboy
Hot Shots! series
Galaxy Quest
Some like it hot

johnnyblaze36 said:

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Surprised nobody has mentioned "What About Bob?".

It's my favorite of all time. The dynamic between Bill Murray and Richard Dreyfuss is phenomenal. My family has been wanting to take a vacation to Lake Winnipesaukee, New Hampshire for the longest time because of it and have heard it is gorgeous there.

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I almost mentioned this one. So great! One of our favorites as a family!

The kids do the over-the-top "MmmmmmMMMmmm!" when eating at the dinner table sometimes.

Slap Shot
The Jerk
The Odd Couple
Midnight Run
The Big Lebowski
M*A*S*H
The Fortune Cookie
Little Miss Sunshine
The Out of Towners

and...

MookieBlaylock said:

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My Cousin Vinny
And of course the Bad News Bears
Not the Billy bob crap - however Bad Santa and Elf
Vacation
Lethal Weapon
Die Hard

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unusual chioce for comedies