4/6
Louise Barnsley, PacificCoastNews.com
In the spring of 2008, Conrad went on a few dates with her high school ex. "He moved back [to L.A.] and then it was like, ‘Oh, we'll pick up where we left off'…for a couple of weeks,'" she has said of her short-lived romance with the baseball player. Reinhardt later wooed Stephanie Pratt, sister of Conrad's enemy, Spencer.