2005: The Prince of Malibu Assumes the Throne Jenner, the youngest son of Caitlyn Jenner and Linda Thompson, broke out a little over a decade ago when he starred in the short-lived reality series The Princes of Malibu.

Lauren conrad and brody jenner dating video

2007: Jenner Joins The Hills as Lauren Conrad's Love Interest In 2007, Jenner joined The Hills as Conrad's swoon-worthy new love interest.

The relationship was just for show, though, and all parties have since denied any romantic involvement.

Hills hunk Brody Jenner and his girlfriend, Kaitlynn Carter, announced on Friday, May 6, that they're engaged after two years of dating.

Here, Us Weekly takes a look back at the 32-year-old star's journey from party boy to future husband.

It feels like just yesterday we were watching the drama of Lauren Conrad's love life unfold, getting caught up in the craziness of "Speidi" a.k.a Heidi Montag and Spencer Pratt, and rooting for Audrina Patridge to give the boot to her on-again, mostly off-again boyfriend Justin Bobby.

Well, with the 10th anniversary ahead on May 31, the cast has been doing a lot of reflecting lately about the pop-culture phenomenon they were a part of—and the truth behind some of the most fake storylines from the show have been unearthed. He was always very sweet to me, and we enjoyed each other's company, but I think it was one of those things where producers really wanted us to be together, and we both knew that we didn't really have that kind of chemistry.

"It was mutual, but Brody really broke up with her," a pal told Us Weekly at the time of the split.

Jenner, who was 26 at the time, told Lavigne that he needed to focus on his own career, and refused to go on Lavigne's tour in Asia.

We were supposed to believe that Lauren was sad about this chapter in her life ending, but that was not the case.

Lauren was actually furious because she had somewhere else to be, the wedding was delayed by a few because the power went out, and the producers had locked her in the basement with a security guard so she couldn't leave. Heidi Never Tried to Trick Spencer Into Having a Baby As soon as Heidi and Spencer became Mr. Pratt, it looked like Heidi had a bad case of baby fever—and Spencer did that she never tried to trick Spencer.

2014: Jenner Starts Dating Kaitlynn Carter He finally found his match!