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Celebrity

41 Regrettably Tacky Photos Of Famous People

Otherwise known as the '90s.

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6. Cameron Diaz

Photographer: "Cameron, I want you to spread eagle on top of this stool ...but with your knees bent so we can keep it PG-13. But don't look like you think you look sexy right now, I want your face to look completely blasé. Magnificent!"

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16. David Duchovny

Photographer: "Hi, David? I'm the photographer here for the Architectural Digest shoot — is this a bad time? Do you mind getting down from that spherical ball? Okay, um, we can reschedule, you have my card. By the way, GREAT pants."

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23. Sandra Bullock

Photographer: "You're a topless hippie! Oh, I'm sorry about the jeans. All we could find were this pair of JNCO jeans so we tried to make them look a little more dated. It's fine, nobody's gonna look anywhere other than your chest, I promise."

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29. Madonna

Photographer: "If you insist on demonstrating your new hobbies, Madge, must it be the one where you swallow and regurgitate your pet goldfish Timmy? All right, then let's at least have you pose out by the pool..."

31. Kate Beckinsale

Photographer: "The hair, it's like a bun. But instead of wrapping it completely, let's spread it all around your head so it looks like there's a giant spider about to consume her it!"

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34. Fiona Apple

Photographer: "You're in the middle of the jungle and you're terrified. TERRIFIED! You'll also have perfectly-manicured black fingernails that are nearly two inches long, but it's for the sake of fashion, so it'll work."

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