Montag began dating Jordan Eubanks in 2005 and their relationship was featured on season one of The Hills. Montag broke off her relationship with Eubanks in the spring of 2006, a move that she has described as “the best decision of [her] life” and “something that [she] should have done earlier”. 
 
 In the summer of 2006, Montag started dating fellow Hills cast member, Spencer Pratt, a former manager of Brody Jenner, met Montag through Jenner’s then-girlfriend, Laguna Beach’s Kristin Cavallari. Season two of The Hills (which aired from January through April of 2007) focused on Montag’s relationship with Pratt and its effect on her friendships with Conrad and Patridge. On The Hills’ season two finale, Montag moved out of her apartment with Conrad to live with Pratt.

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