Hottest Bachelors

Money Doesn't Make the Man ...

UPDATED 06/26/2006 at 01:00 AM EDT Originally published 06/26/2006 at 01:00 AM EDT

RON BURKLE
$2.3 Billion
EARNED BUYING OUT SUPERMARKET CHAINS

Age: 53
Status: Divorced father of three.

Get to know him: He's buddies with Bill Clinton, "just friends" with model Gisele Bündchen and a big investor in Diddy's clothing line. Despite his famous pals—and the six homes, the jet and the scandal over a gossip reporter's alleged attempt to extort money from him (the reporter denies it)—he's low-key, which surprises people. "It makes me smile when somebody says, 'You're so normal.'"

What money buys: "It gave me the freedom to dress down." His uniform? Levi's and a black T-shirt. "I once read that I spend $50,000 a month on clothes. That's pretty comical."

CALVIN AYRE
$1.2 Billion
CREATED AN ONLINE GAMBLING SITE

Age: 45
Status: Never married.

Expanding empire: In addition to his betting site, Bodog.com, which is based in Costa Rica, Ayre, a Canadian, has recently launched Bodogmusic.com and a television production company.

Cost of loving: "My most expensive habit is serial dating. I can fly a woman to Hawaii for a weekend to be my date for a wedding."

No fear: "I like danger. I ride motorcycles and fly airplanes. I'm a risk junkie."

Grand gesture: After a woman he was dating told him her sister had medical problems and the family couldn't afford the bills, he paid them. "It seemed like the thing to do," he says.

DAVID O. SACKS
$1.5 Billion
FROM THE SALE OF PAYPAL TO EBAY

Age: 34
Status: Never married.

Claim to fame (and fortune): Co-creator of PayPal, the Internet money transfer system; producer, Thank You for Smoking.

Move over, Jeremy Piven: Sacks is part of a Silicon Valley rat pack that now lives in L.A. They hang at clubs, play poker, dine on steak and sushi. "It's like an Internet Entourage," he says.

Typical day: "Wake up late. Work out with trainer. Do some work and e-mails. Go to lunch. Go to the office."

His kind of woman: "Smart, sexy, sassy and sane."

The M word: "I'm looking for the right person to share things with long-term, but I don't want to force it or hurry it."

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