We're not opposed to having somebody else join in on our sexcapades." While Jenner was serious about his romance with Carter, his family members weren't too sure it would last.Stepsister Kim Kardashian famously denied Brody a plus-one to her lavish wedding to Kanye West, resulting in some family drama.The now-married mom of three has since described the year-and-a-half romance as her "first mature relationship." They split in 2006.2006: Brody Dates Childhood Pal Nicole Richie After his split from Cavallari, Jenner briefly dated his childhood pal Nicole Richie, who he's known since he was 2, in 2006."On May 4th 2016 I got engaged to my lover and my best friend @kaitlynn_carter," he announced Friday, May 6., he admits he never actually hooked up with the 29-year-old fashion entrepreneur."A lot of that show was scripted," Brody says. ' and we'd be like, 'OK, good to see you,' and go our separate ways."WATCH: Brody Jenner on His Relationship With Kris Jenner -- 'We Don't Talk'Brody, now 31, says his player reputation on the show was the hardest to deal with."I didn't screw every single girl on the show," he laughs. "He said, 'I want to be the biggest villain in the world. Kristin Cavallari also called the guilty pleasure "pretty fake" during her appearance on drama between her and LC over Stephen Colletti was actually real.However, the couple stood the test of time and will be tying the knot in the future.2016: Brody Gets Engaged Jenner proposed to his girlfriend during a romantic tropical getaway.
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.
Here, Us Weekly takes a look back at the 32-year-old star's journey from party boy to future husband.
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.
Jenner and the "Complicated" singer dated for two years before Us Weekly broke the news in January 2012 that they had ended their relationship.
"It was mutual, but Brody really broke up with her," a pal told Us Weekly at the time of the split.
"I'd have to say [the best sex I’ve ever had is] with my girlfriend, Kaitlynn,” Jenner told the mag.