Brody Jenner (Seasons 2-6)
Then: Brody started off as the hot potential romance for Lauren Conrad, but the pair decided they were better off as best buds than a serious couple. Spencer tried to set his bro up with the evil Jen Bunney, but his plot ended up leaving Brody uninterested and Lauren pissed at Jen.
Brody and Kristin Cavallari appeared to have started something during the show’s final season, but it came out later that their entire relationship was fake. (At the time Brody was dating singer Avril Lavigne and Kristin was with a Hills cameraman.)
Now: Although it was never mentioned on the show, it’s a well-known fact that Brody is of the Jenner clan: He is the son of Bruce Jenner and Bruce’s ex-wife Linda Thompson. Brody refers to Kendall and Kylie Jenner as his sisters and regularly tweets photos with them.
Us Weekly reported that Brody and Avril broke up in January 2012, but Avril tried to deny the rumors and the couple was seen out together in February. However, it seems like they’re now officially dunzo, which is probably a major bummer for both of them since they have each other’s names tattooed on their bodies.
His most recent party? His brother Brandon’s wedding in Hawaii on May 31!