12 Most Memorable Romances In The History Of The Challenge

“The Challenge” has featured many memorable relationships over its long history, but nothing will ever top the heart-wrenching love story between CT and Diem Brown. Although Chris Tamburello is technically behind Johnny Bananas in total challenge wins, he arguably remains the most iconic and well-rounded player in the history of “The Challenge.” Not only is he a beast at physical, mental, and eating challenges, but he also managed to find true love in the franchise.

The relationship kicked off during Season 13, “The Duel.” Diem had previously been diagnosed with ovarian cancer and was grappling with hair loss from chemotherapy. She wore wigs for the first few episodes of this season, and CT was one of the first people to make her feel beautiful without hair, calling her “GI Jane, lookin’ like a little sexy supermodel secret agent.” Despite fans always rooting for these two, they had an on-again off-again relationship for years, but never stopped caring for each other.

During “Battle of the Exes II,” they were paired together and managed to rekindle their close friendship. “Having a partner like CT with me gives me some sort of weird relief that somebody is in my corner ⁠— and that feels comforting,” Diem said. However, soon after the season began, Diem was medically disqualified due to health complications, and CT left the season to be by her side. Only a few short weeks later, on November 14, 2014, Diem passed away (via People). Thankfully, CT was able to see her in her final days, proving their love really was life-changing.