Jerry vs. Julian Who'd You Rather?!

Jerry O'Connell (left) and Julian McMahon (right) both showed up to the Breeder's Cup in Santa Anita, Calif. this weekend.

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Kate vs. Drew Who'd You Rather?

Kate Beckinsale, 36, and Drew Barrymore, 34, had a laugh at the same event in L.A. this week.

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Metcalfe vs. Jenner Who'd You Rather?!

Young Hollywood hunks Jesse Metcalfe, 30, and Brody Jenner, 26, bro'd out at the same event in Berlin on Thursday.

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ZZ Top vs. Slash Who'd You Rather?

Billy Gibbons, 59, of ZZ Top and Slash, 44, got into a scruff at the same event in London this week.

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Iggy vs. Ronnie Who'd You Rather?

Rock survivors Iggy Pop, 62, and Rolling Stones member Ronnie Wood, also 62, faced off at the same event in London this week.

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Woody vs. Marty Who'd You Rather?

Acclaimed directors Woody Allen, 73, and Martin Scorsese, 66, kibitzed at the same event in NYC on Tuesday.

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GaGa vs. Betsey Who'd You Rather?

Appropriately dressed for absolutely nothing, Lady GaGa, 23, and fashion designer Betsey Johnson, 67, vogued for the cameras at the same event in NYC last night.

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Cojo vs. Khloe Who'd You Rather?

Fashion critic Steven Cojocaru dressed as Khloe Kardashian for Heidi Klum's Halloween party on Saturday (left) -- and Khloe Kardashian at some event last month (right).

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Crosby vs. Garfunkel Who'd You Rather?

Music legends David Crosby, 68, and Art Garfunkel, 67,rocked out at the same event in NYC on Thursday.

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Banderas vs. Banderas Who'd You Rather?

The real Antonio Banderas, 49, in London a little while back (left) -- and his wax figure in Madrid on Friday (right).

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Patti vs. Marc Who'd You Rather?

Female singer Patti Smith, 62, and fashion designer Marc Jacobs, 46, crossed paths at the same event in NYC last night.

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Eastwood vs. Ambrosio Who'd You Rather?

Even 79-year-old Oscar winning actor/director Clint Eastwood's jaw drops at the sight of supermodel Alessandra Ambrosio.

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Cox vs. Fergie Who'd You Rather?

Courteney Cox, 45, and Fergie, 34, were bosom buddies at the same event in NYC last night.

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Madden vs. Madden Who'd You Rather?

Nicole Richie's baby daddy Joel Madden (left) and Paris Hilton's ex Benji Madden (right) bro'd out at the same event in Australia on Tuesday.

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Amy vs. Lily Who'd You Rather?

British popwrecks Amy Winehouse and Lily Allen faced off at the same award show in London on Monday.

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Lamas vs. De La Hoya Who'd You Rather?

It's hard telling apart Lorenzo Lamas' "Leave it to Lamas" spoiled, bottle blonde, celebuspawn daughter Shayne Lamas (left) -- and Oscar de la Hoya's "Daisy of Love" spoiled, bottle blonde, celebuspawn niece Daisy De La Hoya (right).

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