Image via Complex Original
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To be fair to Elisabetta Canalis, her ex George Clooney is close to the highest a girl can go up the dating chain, and a relationship with him must come with mounds of pressure to look the part of Tinseltown royalty. That probably explains why after two years of dating Clooney, the Italian model jumped ship to a guy who once had his buttcheeks pierced together, Jackass star Steve-O.
However, she isn't the first attractive woman to step out with a man most people would deem unworthy. The following celebrity women also have a history of falling for guys out of their league.
Julia Roberts
Julia Roberts and Lyle Lovett
When: June 1993 - March 1995
Julia Roberts must have been convinced that good looking A-listers are assholes. She broke off her engagement to Dylan McDermott and then again to Kiefer Sutherland, before breiefly marrying country singer Lyle Lovett.
Janet Jackson
Janet Jackson and Jermaine Dupri
When: Early 2001 - November 2009
Her relationship with the rapper/producer was one no one wanted to believe until she confirmed their split.
Mila Kunis
Mila Kunis and Macaulay Culkin
When: 2002 - January 2011
In a low budget indie movie, our former cover girl Mila Kunis and child star Macaulay Culkin's relationship would make so much sense. In real life, it was incomprehensible.
Christina Aguilera
Christina Aguilera and Jordan Bratman
When: Mid 2002 - October 2010
Maybe we were wrong for thinking Aguilera would end up with a muscular but sensitive musician or an A-list actor, but suffice it to say, we were really underwhelmed when she announced she was marrying some music marketer who doesn't even look worthy of a double-take. Now they're divorced.
Britney Spears
Britney Spears and Kevin Federline
When: April 2004 - November 2006
We'd like to think that if comeback queen, Britney Spears, never dated and married Federline, she would have never gone through that crazy shaved head period.
Sandra Bullock
Sandra Bullock and Jesse James
When: April 2004 - April 2010
We don't need to explain why an alleged white supremacist doesn't belong with a woman who adopted an African baby. Especially since he cheated on her like crazy.
Heidi Klum
Heidi Klum and Seal
When: Early 2004 - January 2012
Their dichotomy is apparent: Heidi Klum is one of the most powerful supermodels in the world and Seal is that guy with the scars on his face who sang "Kiss from a Rose" for the Batman Forever soundtrack.
Jennifer Lopez
Jennifer Lopez and Cris Judd
When: June 2004 - July 2011
If your Wikipedia even says, "choreographer known for his brief marriage to Jennifer Lopez," then you know your superstar girlfriend, whose butt is even more famous than you, basically sacrificed herself to be with you.
Jessica Alba
Jessica Alba and Cash Warren
When: August 2004 - Present
Although Cast Warren successfully operates his own production company (Verso) now, our former cover girl met and started dating him back when he was simply an assistant to the director of her film Fantastic Four, Tim Story. Of course, this was right after her high-profile relationship with none other than Derek Jeter.
Ciara
Ciara and Bow Wow
When: July 2005 - April 2006
In this case, Ciara was literally dating down.
Petra Nemcova
Petra Nemcova and James Blunt
When: March 2006- February 2007
Luckily for her, she probably realized "You're Beautiful" would be a one-hit wonder, too.
Marisa Miller
Marisa Miller and Griffin Guess
When: April 2006 - Present
Does anyone else get the vibe that the bikini queen's music-producer husband is going to snap at any moment? That mohawk just seems to hold so much rage.
Nicole Scherzinger
Nicole Scherzinger and Talan Torriero
When: December 2006 - August 2007
At the height of her Pussycat Dolls fame, Scherzinger declined the buffet of A-list actors and pop superstars at her feet for a Joe Schmo who was once on Laguna Beach. Maybe she was trying to relive her high school days.
Natalie Portman
Natalie Portman and Devendra Benhart
When: March 2008 - September 2008
We understand why the Harvard grad would be attracted to an intellectual and offbeat singer-songwriter and visual artist. But she's Natalie Portman, and he's "the guy who convinced Natalie Portman to do this video."
Christina Hendricks
Christina Hendricks and Geoffrey Arend
When: October 2009 - Present
The famously busty Christina Hendricks and husband Geoffrey Arend, the "Snozzberries" kid from Super Troopers, bonded over her appreciation for the circus and clowns, which pretty much explains everything.
Maria Sharapova
Maria Sharapova and Sasha Vujacic
When: November 2009 - present
Sasha "The Machine" Vujacic was the Lakers player even Lakers fans made fun of. Needless to say, we were too stunned to laugh when we found out he's engaged to one of the hottest tennis players in history.
Kim Kardashian
Kim Kardashian and Kris Humphries
When: October 2010- October 2011
Whether or not their marriage and subsequent divorce was for publicity is beside the question. The real mystery is how the undisputed Twitter Queen got attracted to a dude who looks like Frankenstein.
Eva Mendes
Eva Mendes and Jason Sudeikis
When: June 2011
The talented (and physically gifted) Eva Mendes' dating history includes a rumored hook-up with Matt Damon, a relationship with Ryan Gosling, and an alleged fling with Jason Sudeikis. One of these things is not like the other.
Elisabetta Canalis
Elisabetta Canalis and Steve-O
When: January 2012 - Present
Honestly, anyone a girl dates after they've dated George Clooney is a step down. We just didn't think she'd leap off the platform all the way down to a guy who famously has his face tattooed on his back.