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The Dating Game

John F. Kennedy and Marilyn Monroe. Tom Hayden and Jane Fonda. Prince Rainier of Monaco and Grace Kelly. Ever since there have been stars, politicians,...

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1. Bill Clinton

Photo By James Devaney/Wireimage

John F. Kennedy and Marilyn Monroe. Tom Hayden and Jane Fonda. Prince Rainier of Monaco and Grace Kelly. Ever since there have been stars, politicians, royals and world leaders have been bedding them, wedding them and disposing of them. Now, with French President Nicolas Sarkozy and Carla Bruni rumored to be tying the knot, the world may get its first supermodel-cum-first lady. And why not? She's beautiful. She's smart. She's certainly good at getting what she wants. And just imagine the extra press she'll generate for Chanel, Dior, et al.? With that in mind, WWD decided to play "The Dating Game." Here, a list of some suggested pairings:

1. Bill Clinton, former president of the United States, age 61; Gisele Bündchen, age 27
Pro: Clinton can't resist a bodacious babe.
Con: Given his choices of extramarital picks, would he even appreciate the buxom Brazilian supermodel? And could he outpass the Patriots' Tom Brady?

2. Hillary Clinton, presidential candidate and U.S. Senator, 60; David Gandy, 28
Pro: At this point, she certainly deserves it.
Con: Her inherent contradiction is that she's both a feminist and a masochist. Whether Bill is messing around or messing up her campaign, she stands by him.

3. Barack Obama, presidential candidate and U.S. Senator, 46; Daria Werbowy, 24
Pro: The Canadian Werbowy can educate Obama about the intricacies of universal health care.
Con: His real-life wife is about as beautiful and actually has a job that involves using her fine brain.

4. George W. Bush, President of the United States, 61; Christy Turlington, 39
Pro: She could school him on her pet causes (the environment, Darfur) and make him feel Zen about retirement by teaching him yoga.
Con: Would Bush really downward dog? Would he really listen to anyone — even a beautiful woman — who tells him global warming is a reality?
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