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One of the most infamous awkward Jennifer Aniston interview moments happened on The Late Show with David Letterman in 2005, when Letterman asked a cringe-worthy question about her then-husband, Brad Pitt, and their sex life.
What Happened?
During the interview, Letterman—known for his irreverent humor—asked Aniston:
“How does Brad feel about you doing love scenes in movies?”
Aniston, clearly uncomfortable, tried to laugh it off, but Letterman pushed further, asking:
“Does he ever say, ‘Hey, that’s enough of that’?”
Aniston awkwardly replied:
“No… he’s an actor, he gets it.”
But Letterman wouldn’t let it go, joking:
“So he doesn’t say, ‘Hey, save a little something for me’?”
Aniston, visibly irritated, shut it down with:
“Alright, Dave… moving on.”
Why Was It So Uncomfortable?
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The persistent focus on her marriage (which was already under tabloid scrutiny).
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The unwanted sexual undertones of the questioning.
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Aniston’s tense body language, showing she wasn’t amused.
Aftermath
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Fans criticized Letterman for being invasive and disrespectful.
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Aniston later admitted she hated doing talk shows at times because of moments like this.
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The interview resurfaced years later as an example of how female stars were often subjected to inappropriate lines of questioning.
Do you think Letterman crossed the line? 🎤😬 #AwkwardTVMoments #JenniferAniston
