Couple Nickname: None
Dated Between: 2005 - 2006

Much of Laguna Beach and The Hills was fake despite what MTV would like you to believe, but Lauren Conrad's relationship with co-star Jason Wahler was very much real. This is really another case of a clearly smart, attractive women dating in leagues very much beneath her—something that's become more and more apparent in the years that have passed since their relationship ended.

Lauren's gone on to run her own fashion line and release a series of best-selling books; Wahler was arrested six times for drinking-related charges, and he did a stint on Celebrity Rehab.

Also, don't act like you didn't watch The Hills and weren't pissed that boring blah Whitney went to Paris with Teen Vogue when Lauren turned down the opportunity so she could stay in L.A. for the summer with Jason.