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There's a group of friends, young adults, very educated and intellectual. One of these, a guy, brings a new girlfriend to meet his intellectual friends. The girlfriend is clearly not as clever as the guy and his friends. The guy and his friends (both young men and women) form a tight group. They make a road trip to some place out in nature. It's a sunny day, and they're telling stories. First one of the friends of the guy tells a story, which ends in a funny anecdote or punchline. This reminds the new girlfriend of something that happened to her, and she tells her story, which is somehow embarrassingly, awkwardly simple and stupid. After the girl has told the story, everyone else is waiting it to continue and expand, but it doesn't. The girl ends it with something like "and I thought it was nice"

So, which movie is this? First I remembered it was Reality Bites but no. Somehow it is similar to that, though, probably made in late 1990s.

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Can you describe the setting in any way? There are many examples of "guy gets a hot yet dumb girlfriend and ends up being embarrassed of her conversation when introduced to his friends". It's almost a trope. –  Gorchestopher H Feb 10 '13 at 22:04
    
Ok. The guy + his friends (both young men and women) form a tight group. They make a roadtrip or retreat, drive with cars to the nature. It's a sunny day, and they're telling stories. First one of the friends of the guy tells a story, which ends in a funny anecdote or punchline. This reminds the new girlfriend of something that happened to her, and she tells her story, which is somehow embarrassingly, awkwardly simple and stupid. After the girl has told the story, everyone else is waiting it to continue and expand, but it doesn't. The girl ends it with sth like "and I thought it was nice". –  user4094 Feb 11 '13 at 6:37
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@user4094 add this details in the question –  Ankit Sharma Feb 12 '13 at 16:01
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2 Answers 2

So I Married an Axe Murderer (1993)

On So I married An Axe Murderer, Mike Meyers' lesser known follow up to Wayne's World, Charlie (Meyers), his girlfriend Harriet, his friend Tony and Tony's girlfriend are playing a game of "What's Worse?" over dinner. In this game, each player chimes in to offer a horrible situation, the point of the game is to top eachother's fictitious situation by one more creative/awful. Tony offers sincronyzed swimming stuck in tv, Charlie offers being stuck in traffic on the Bay Bridge after a bran muffin and strong coffee, Harriet suggests finding a scabby BandAid underneath a steak you've already bitten, Tony's girlfriend says: "Being electrocuted...I was electrocuted once; it was horrible". It was an anticlimactic answer and she was obviously too ditzy to understand the point of the game. It's very uncomfortable and awkward.

Could this be it?

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Maybe Born Yesterday?

A businessman shows up in Washington to lobby agendas that are friendly to his construction plans. His ditsy ex-showgirl bimbo proves to be an embarrassment in social situations, so he hires a reporter to teach her how to appear more intelligent. Soon it becomes apparent to the reporter that she isn't so stupid after all, and things become more complicated as she begins questioning the papers her sugar daddy keeps getting her to sign, and the reporter begins falling in love with her.

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