I'm not sure about a specific scene, but what immediately came to mind was the Mel Gibson movie, What Women Want.

Isn't there a psychiatrist scene in the Woody Allen movie, Annie Hall, where they're both talking about the same thing at the same time (split screen), but have completely different viewpoints?

I'm pretty sure that the scene involves talk of the sexual nature, so it may not be appropriate for your setting, but it might be the best example in cinema.

The other film that comes immediately to mind is When Harry Met Sally, possibly towards the beginning when they're roadtripping together and they have a disagreement on whether or not a guy can be a friend with a girl and not have feelings for her. There might be other scenes in that film.

Yeah, what Gina said. The scene I'm thinking of is when Mel Gibson is trying out women's products at home to get into the mind of the woman(he's an ad exec). Quite humorous, especially when his teenage daughter walks in on him.

Here's a partial clip. Watch from about the 1:20 to the 3:20 mark.

http://www.youtube.com/watch?v=-ucDJvugQGc

Clip from "sleepless in seattle" when the women are talking about "an affair to remember" which sleepless in seattle just happens to be a loose remake of, and the men are making fun of it as a chick flick.

Sleepless in Seattle quotes:

There's a scene where the women are talking about how much they love "affair to remember" and how movies like that make them feel.

Annie Reed: Now that was when people KNEW how to be in love. They knew it! Time, distance... nothing could separate them because they knew. It was right. It was real. It was...
Becky: A movie! That's your problem! You don't want to be in love. You want to be in love in a movie.

Then later, the men are together, and there is this scene:

Sam Baldwin: Well I'm not looking for a mail-order bride! I just want somebody I can have a decent conversation with over dinner. Without it falling down into weepy tears over some movie!
Greg: She's, as you just saw, very emotional.
Sam Baldwin: Although I cried at the end of "the Dirty Dozen."
Greg: Who didn't?
Sam Baldwin: Jim Brown was throwing these hand grenades down these airshafts. And Richard Jaeckel and Lee Marvin
[Begins to cry]
Sam Baldwin: were sitting on top of this armored personnel carrier, dressed up like Nazis...
Greg: [Crying too] Stop, stop!
Sam Baldwin: And Trini Lopez...
Greg: Yes, Trini Lopez!
Sam Baldwin: He busted his neck while they were parachuting down behind the Nazi lines...
Greg: Stop.
Sam Baldwin: And Richard Jaeckel - at the beginning he had on this shiny helmet...
Greg: [Crying harder] Please no more. Oh God! I loved that movie.

You could play both scenes back to back. You may not be able to tell from the above lines, but the men are very much mocking the way women respond to movies.

Jay: Gunga Din is not a, a swatch kind of movie.

Just checked out YouTUBE

Clip 1 - http://www.youtube.com/watch?v=lFG-EUPe_Cs

Clip 2- http://www.youtube.com/watch?v=tEwDmc3FI_Q

Both of them together: http://www.youtube.com/watch?v=7aZl-uBcufM

Of course it's kind of funny to me that Hanks later made a WW2 versus the Nazi's movie that actually does make men cry.

But it's a very different sort of movie, I know, I know. Please don't chastize me. ;-)

Another clip -

This one's from "Friends"

http://www.youtube.com/watch?v=iGoC8FTLKSI

Yet Another Clip

This one's from "Everybody Loves Raymond"

http://www.youtube.com/watch?v=NAFiU6bZ678

From LOTR - ROTK - when Eowyn rips of her helmet, says "I am NO MAN" and kicks Nazgul behonkus.

Ok, ok, probably has nothing to do with what you're looking for. But you have to admit, that was cool.

There's this scene in Braveheart . . .

Bill,
That scene was way cooler in the book, especially if you first read it as a 10 year old and didn't notice who the "young man" was until that very moment. Or maybe I'm the only idiot... ;)

Ken

No, I'm an idiot right there along with you. I read LOTR when I was 10 and was absolutely blown away by all of it.

I especially like the part in the book when Eomer discovers that his sister is lying on the field of battle, and seemingly dead.

DEATH! DEATH! RIDE TO RUIN AND THE WORLD'S ENDING!!!!

Awesome.

One that I always think of is My Fair Lady's "Why Can't A Woman Be More Like A Man". But there I go showing my age.

Yeah, Quaid, the psychiatrist scene in Annie Hall is priceless. Though maybe not appropriate. The shrink asks Annie (Diane Keaton) and Alvy (Woody Allen) how often they have sex. He says something like, "Almost never, about 3 times a week." And she says, "All the time, about 3 times a week."

probably too late to the game, but what about seinfeld's bit on men and women from "i'm telling you for the last time"?

hilarious stuff.

Great My Fair Lady reference! I bet there are any number of such examples from films during that era.