Sophia Bush & Chad Michael Murray

Sure, we know he’s hot, but Chad is one of the worst offenders on this heartbreaking list. After falling in love on the One Tree Hill set, the two were married in April 2005, only to split up 5 months later. Chad is now engaged to Kenzie Dalton, a 19-year-old One Tree Hill crew-member. A friend of Sophia’s told People magazine, "Sophia went into the marriage believing in the sanctity of marriage, and Chad simply did not share that vision." Ew, can you imagine having to kiss this guy daily after your marriage just ended? Hmm, maybe that’s why Lucas’ character switched his affections quickly from Brooke to Peyton?

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