Brody Jenner has had, it seems, more than his fair share of Hollywood starlet beauties on his arm over the years, many arguably more famous than Jenner himself. Here’s a somewhat chronological list of all the lovely ladies Jenner has been linked to over the years.
11 women Brody Jenner has dated since hitting it big on “The Hills
1/11
Leah Jenner
Image: Isaac Brekken
Talk about awkward! Well… maybe not so much. In June 2014 on his podcast, The Brody Jenner Podcast With Dr. Mike Dow, Leah and Brody explained how back in 1994, while they were in the fifth grade, they “dated.” And by dated, they explained, they never held hands or even kissed; they simply beat each other up and played basketball.
Leah explained, “… he was my boyfriend in the fifth grade, Brody was [but] we never kissed,” but Brody added “I did shoot her with a BB gun!” Ah, young love.
2/11
Kristin Cavallari
Image: John Shearer
The pair were connected back in 2006. Even though, at the time, Cavallari claimed this was her “first mature relationship,” both she and Jenner have come out and said this “relationship” was a sham and all for the cameras filming The Hills.
3/11
Lauren Conrad
Image: Michael Bezjian
Just like his “relationship” with Cavallari, Jenner’s tryst with Conrad was another alleged contrived connection put together to add drama to The Hills. On the show, Jenner can be seen bouncing back and forth between dating Cavallari and romancing Conrad.
4/11
Nicole Richie
Image: KMazur
In 2006, Jenner and Richie got together for what they both claim now was a rebound relationship. Jenner recovering from his breakup with Cavallari and Richie from her split with DJ AM, but the match was shadowed by rumors that Jenner was only dating Richie to continue to grow his fame.
A profile written in Details magazine claimed he was just trying to be, “the guy who got Nicole Richie to eat,” a claim he has vehemently denied. The pair have known each other since toddlerhood, and Jenner has always professed his affection for Richie while they were dating was genuine.
5/11
Paris Hilton
6/11
Hilary Duff
Image: Michael Kovac
A summer fling had everyone’s “new couple” radar going off back in summer 2007. Jenner and Duff were seen several time out partying together, catching lunch… but it was short-lived and the romance didn’t last past the heat of August.
7/11
Cora Skinner
Image: Frazer Harrison
After the rumored flings with Hilton and Duff, Jenner began dating Playboy model Cora Skinner in January 2008, but in true play-boy fashion, it was only four months later when Skinner dumped him becuase she saw him out with another woman.
8/11
Jayde Nicole
9/11
Avril Lavigne
Image: Central Image Agency
In February of 2010, Jenner began his relationship with Lavigne in what seems to be his first serious relatonship. They were together for two years, and serious is actually quite an understatement. Jenner and Lavigne each got the other’s name tattooed on their body. It wasn’t until January 2012 that they called it quits.
It was reportedly mutual, but rumors had swirled that he broke up with her over disputes about her tour dates or that she had lost respect for him becuase he “hadn’t done anything,” and was a loser.
10/11
Bryana Holly
Image: SMXRF/Star Max
Jenner’s third… yes third, Playboy model. They were together for a few months before a Halloween party at the Playboy mansion went terribly wrong. The pair split up that night, each deleting every trace of the other off their social media sites. Ouch.
11/11
Kaitlynn Carter
Image: Gerardo Mora
These two lovebirds started dating in May 2014 and are still going strong. And by strong, I mean they openly discuss the graphic details of their sex life just about any chance they get. We’ll have to wait and see if this relationship will stand the test of time.
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