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Where Is He Now: Ashlee Simpson's First Love, Ryan Cabrera | Ashlee Simpson, Ryan Cabrera

Playing Catch-Up with Ashlee Simpson's First Love: Ryan Cabrera

Originally posted 01/14/2014 01:00PM

When it comes to Great Love, there's Will and Kate. Romeo and Juliet. Taylor Swift and glitter.

But in 2004, it was Ashlee Simpson and Ryan Cabrera. Like a modern Jane Austen love story, she starred in his music video, and then their relationship played out on her MTV reality show. Even after the couple broke up, Simpson told press that she still considers Cabrera a "great guy." (As you may recall, Simpson was also formerly married to Fall Out Boy bassist Pete Wentz, but that's another love story.)

Yes, this Great Love was about a decade before Simpson announced Monday that she is engaged to Evan Ross, the actor and musician son of Diana Ross. And while we're very happy for the soon-to-be newlyweds, we couldn't help but wonder how Cabrera's feeling right about now – or, better yet, what he's up to. So we investigated.

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Audrina Patridge and Ryan Cabrera Split

Audrina Patridge and Ryan Cabrera Split

Originally posted 05/19/2010 02:15PM

Together since January, Audrina Patridge and Ryan Cabrera have had their ups, downs and oh-so-romantic nights that have of course been chronicled on The Hills.

But it's over now. "She ended things about a week ago," says a source. "There were issues in their relationship. But a lot comes from his partying ways."


Tuesday night Cabrera hit Trousdale lounge in L.A. with some pals and was seen with an Audrina lookalike brunette. "He was grabbing her hands, whispering to her, smiling and they were laughing together," says an onlooker.

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Audrina Patridge & Ryan Cabrera Party with Her Hills Costars

Audrina Patridge & Ryan Cabrera Party with Her Hills Costars

Originally posted 05/03/2010 02:00PM

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Audrina Patridge Says She & Ryan Cabrera Are Still a Couple

Audrina Patridge Says She & Ryan Cabrera Are Still a Couple

Originally posted 04/14/2010 11:15AM

The rumors of a split between Audrina Patridge and Ryan Cabrera? Just that, the reality star says.

Patridge told late-night talk host George Lopez on Tuesday's Lopez Tonight that she and her rocker boyfriend, 27, are definitely "not broken up," following rumors of a rift following Cabrera's recent no-show at a Las Vegas event Patridge was hosting.

"We're still together," Patridge, 24, said. "We started reading all of these rumors and seeing it on TV that we broke up and we're sitting there and we just start laughing about it, like, 'Wow, did we really break up?' That's not true."

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Audrina Patridge and Ryan Cabrera: Split or Just Spatting?

Audrina Patridge and Ryan Cabrera: Split or Just Spatting?

Originally posted 04/07/2010 09:15AM

Are Audrina Patridge and beau Ryan Cabrera headed for a break-up, as some online reports have suggested? A recent Las Vegas trip sure points to trouble in paradise.

Last Saturday the two flew to Sin City together where the Hills star was scheduled to host a pool party at MGM Grand's West Republic. Cut to the actual bash – and Cabrera was nowhere to be seen. Patridge wasn't too chatty either, avoiding the media and barely posing for photos at the event.

That night Patridge, 24, dined at Craftsteak with a group of friends. Again she was without Cabrera, who spent his night partying at The Bank and at Pure Nightclub.

"He seemed bitter," an onlooker, who saw Cabrera, 27, that night told PEOPLE.

First linked in January, the two have had a bit of a bumpy road – spatting in public and at various events around Los Angeles in recent weeks.

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Audrina Patridge & Ryan Cabrera's Bicoastal Romance Revealed

Couples

Audrina Patridge & Ryan Cabrera's Bicoastal Romance Revealed

Originally posted 01/21/2010 01:40PM

Audrina Patridge and singer Ryan Cabrera have gone public – on both coasts now – with their courtship.

On Wednesday night in Los Angeles, The Hills star, 24, and Cabrera, 27, attended R&B singer Ray-J's birthday party at Wonderland nightclub, where they made little effort to hide their affection for each other. "They never left each other's side," an eyewitness tells PEOPLE. "They were flirting all night and sipping from each other's drinks."

And just a few days earlier, on Sunday night, Patridge and Cabrera (whose exes include Riley Keough and Ashlee Simpson-Wentz) attended the Broadway musical Rock of Ages, starring American Idol alumnus Constantine Maroulis, at Manhattan's Brooks Atkinson Theater.


Occupying a pair of seats on the aisle, six rows from the stage, the lovebirds "arrived together, and no one seemed to recognize them, they flew right under the radar," a fellow theater-goer tells PEOPLE. "They had drinks at their seat. They totally looked like a couple. It was really cute. They were holding hands and her hand was on his leg. They were very smiley with each other, and joking around."

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Buddies Josh Kelley and Ryan Cabrera Dish on Hitting the Road Together

Buddies Josh Kelley and Ryan Cabrera Dish on Hitting the Road Together

Originally posted 03/13/2009 02:55PM

Singer-songwriter Josh Kelley is definitely excited about his upcoming tour with friend Ryan Cabrera.

But he's also kinda nervous.

"On the tour I'm probably going to get my first tattoo," Kelley, 29, tells PEOPLE. "I've talked about doing it for years and years now. Once it's on there, I'm sticking with it, so it better be cool!"

The tattoo is just one of many shenanigans the duo is planning for their "Tell It Like It Is" tour this spring, featuring Kelley and Cabrera, 26, together onstage for a full show. "Two guys, one stage," Kelley says, "kind of like Simon and Garfunkel stuff, except we like each other."

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Ryan Cabrera: Ashlee Will Be a 'Great Mom' | Ashlee Simpson, Ryan Cabrera

Babies

Ryan Cabrera: Ashlee Will Be a 'Great Mom'

Originally posted 08/30/2008 12:15PM

Ryan Cabrera rarely sees his former flame Ashlee Simpson these days, but he saw enough in their relationship that he doesn't doubt her parenting ability.

"She'll be a great mom," the singer told PEOPLE Friday at the opening of Yellowtail Sushi Restaurant in Las Vegas.

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Before They Were Stars | Benjamin McKenzie

Before They Were Stars

Originally posted 03/03/2005 06:00AM

Sure, they're famous now, living glamorous celebrity lives. But what about that very first acting job? We just had to ask: • Benjamin McKenzie (The O.C.): "My first paid acting gig was an off-off Broadway play called Life Is a Dream. I got $750 for a six-week run, or something like that. It was about enough for a sandwich and orange juice at the deli in the morning and a bottle of beer at night. So I did a little bit of almost unpaid theater in New York – and I am so thankful I had the experience, a little taste of the experience of what it is to be an actor trying to make it because it has really high highs and really low lows." • Vivica A. Fox (Ella Enchanted): "Mine was running from zits on Melrose Boulevard for a Clearasil commercial. 'Don't let the zits catch you! Don't let the zits catch you!' I was running from this imaginary thing. It was scale pay, about $400." • Kevin Bacon: "My first paid acting gig was a recruiting film for the military. My mother was a very, very staunch antiwar activist, as I am now, and she basically said, 'You can't do this.' And I said, 'I am an actor, I have to work.' And it was a very seminal point in our lives. She didn't talk to me for days."

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Romance for Ashlee Simpson | Ashlee Simpson

Romance for Ashlee Simpson

Originally posted 07/23/2004 06:00AM

Those Simpson sisters, they share everything – including aspiring pop star Ryan Cabrera. Twenty-year-old Cabrera, whose debut album hits stores next month, is opening for Jessica on some dates of her Reality tour … and he's also dating younger sis Ashlee, 19. "I'm with Ryan," she told us at the release party for her own CD, Autobiography, at New York nightspot PM this week. The 5-month-old pair recently reconciled after a brief hiatus, she said, because "we like each other too much." Ashlee, who is finished with her role on The WB show 7th Heaven (though she may go back for guest spots) and is pursuing a movie career, told us she had hesitated to get into the music biz. "I was more shy (than Jessica) about singing," Ashlee says. "I never really knew I could do a record. It's something I always really, really wanted, but I didn't know because I kind of felt like that's her thing, I don't need to do that. But I really wanted to – so I just did it." The two sisters are planning to share something else this holiday season: Their father, Joe, tells us that Ashlee will join Jessica for a duet on her Christmas album.

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