Cal Vandeusen is Chloe's boyfriend and a doctor. He's a charming British outsider who doesn't know anyone in the wedding party, but tries (too hard) to fit in with the tight-knit group. He treats Chloe like gold, and bought an engagement ring before ever stepping foot on Harper's Island. As he waits for the right moment to pop the question, things keep getting in the way and, at times, the frustration causes his nice guy demeanour to fall away and reveal something darker.