Kate O'Brien (
Christa Miller) - Friends with Drew, Lewis, and Oswald since they were kids. Kate is a bit of a tomboy and a hothead. She and Oswald almost got married at one point, but she called it off just after Oswald threw her a surprise wedding (essentially leaving Oswald at the altar). Kate later found out about Drew's long-standing crush on her at their high school reunion, and she realized that she had feelings for him too. They dated for a season (even becoming engaged) but broke up when they disagreed about having kids. Drew and Kate were married for a short time in a later season, although this was illegal, as Drew had just become married to his old girlfriend, Nicki. Eventually, Drew's sham was discovered and Kate felt betrayed. Drew eventually regained Kate's trust and they became friends again. Kate left at the beginning of the eighth season, marrying a
Marine and moving from Cleveland to
Guam.