The Invincible Thread

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surprised everyone is going for newer movies

I'm not saying these movies are top 5, but some good comedies that are within the last 20 years Kingpin, Something About Mary, Waterboy, American Pie, Happy Gilmore, Big Lebowski, etc.
 
Who dat? Who dere? 
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Prime Sandler >

Waterboy

Big Daddy

Happy Gilmore

Billy Madison

Mr. Deeds

8 Crazy Nights
 
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All except little Nicky were pretty good back then..
Even before his prime air heads was funny. Haven't seen it in years to see if it still holds up tho.
 
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