During his time on , Jenner was involved in short romances with nearly all of his co-stars, most notably Lauren Conrad, the star of the series.
They actually knew each other for years before their reality TV fame.
They dated for more than a year and Cavallari called it her “first mature relationship.” They broke up in 2006.
"'J-Bobby leaves Audrina empty handed at a beach party.' And then they’d show me the clip and she's holding the helmet crying.
I'm like, I just came to do those scenes and leave," he explains.
His escapades basically made him a star on reality TV, even before his famous step-siblings took over.
He’s keeping a low profile lately, only popping up now and then when it comes to taking on the Kardashians —like calling out No, we didn’t get Brody confused with his brother Brandon.
When the cameras were off, I was a complete gentleman — opening doors and going to the movies and cuddling. Then I usually do jujitsu for about an hour and a half, then I eat salmon. "It was just like, 'No, you're not hanging out with Spencer now because I don't have Brody, let's get back to the club' …
Then I go home, ice my old man knees, watch Apple TV, and tweet, because I don't have any actual friends to talk to. It [was] a hard balance and they just didn't show any of this.
"We didn’t come together, we didn’t leave together, she came in her Mercedes and left in her Mercedes and I just came to work.