Jessica's Fun Fearless Fellas

By Lia Haberman Mar 04, 2008 12:49 AMTags
Dave Salmoni, Peter Krause, Dave Annable, Tom Anderson, John Mayer, John Krasinski, Common, Dane Cook, Tony RomoDimitrios Kambouris/WireImage.com

Jessica Simpson's current boyfriend, Tony Romo, was honored Monday at Cosmopolitan's Fun Fearless Male of the Year Awards.

So were her ex John Mayer and rumored hookup Dane Cook.

"I guess you date Jessica Simpson, that makes you fearless," quipped the quarterback.

Oh, the excruciating pain of knowing you didn't get there first.

And the complete awkwardness of cracking a joke that makes your girlfriend sound like a high-maintenance bitch.

This could only get better (for us, at least) if Nick Lachey crashed the party at Cipriani and challenged all of Jess' current and former flames to a pissing contest.

Any takers?