I don't know if 2010 is allowed, but Get Him To The Greek would probably have to be up there. Russell Brand and P. Diddy together on screen at last!

Seltzerberg's entire filmography. If you've seen Date Movie, you've seen Epic Movie, Meet the Spartans, Disaster Movie, etc, because they're all the same thing with a different set of clothes on, as it were.

One of my favorite teen movies was 16 Candles, which I loved as a kid, and looked forward to showing my son, when he got old enough.

The day came, and he watched it without cracking a smile. When it ended, he asked, "What did you think was funny? The underage binge drinking, the wanton destruction of a beautiful house, the Asian racism, or maybe it was the statutory rape? What exactly is funny about this movie?"

He ruins everything.

Not a film per se but I nominate How I Met Your Mother. Barney is a funny and great guy, but he's also a misogynist and a creep

I think White Chicks is overall still a good movie, but Terry Crews' character date raping the one guy so hard he ends up in a wheel chair was a bit too far.

OH GOD I just remembered Meet The Spartans exists.

There is no competition: Idiocracy, because it isn't funny anymore when you are in it yourself.

Shallow Hal is a pretty good contender

Eurotrip - the whole dvd.

I clicked through rewatching some of it and it’s generically raunchy, like it was trying to outcompete the American Pie movie for sex references and topless women.

Edit: It can be very depressing in winter.

The other day I wanted to watch a fun animated movie, and found that I'd never seen a Teenage Ninja Mutant Turtles movie that came out in 2007. Downloaded, put it on... and immediately greeted by the weinstien logo... then they had not one but TWO different Asian actors doing lines in the "broken Chinese accent." Kinda ruined the whole movie for me.

Having forgotten pretty much everything about Ace Ventura: Pet Detective I tried to watch it with my nephews and immediately had to turn it off lol

Everything Rob Schieder started in.

None were very well liked even when they were fresh, but things like "Big Stan", in which his pipsqueak convict character has to go on a karate-kid-style journey to learn martial arts from David Carrodine in order to fend off rapists before he heads off to prison is kind of a case study in a whole genre that could be called 'damn, you really thought that was funny?'

Norm MacDonald and some of the other SNL folks dabbled in some of the same jokes, but were much more talented, so some of this stuff feels a little forgivable. Schneider though... oof.

Also: I haven't seen it, but I'm going to guess that 2008's "You Don't Mess with the Zohan" -- in which Adam Sandler stars as an Israeli Mossad super ninja who wants to be a stylist -- probably didn't age great.