18 TV Friends Who Dated the Same Person

Brenda (Shannen Doherty) and Kelly (Jennie Garth) both have their time in the sun with bad boy Dylan (Luke Perry) on Beverly Hills, 90210. Brenda and Dylan date first, but he and Kelly strike up a fling while Brenda is on vacation in Paris during the Summer — hey, it happens. Kelly and Dylan start dating, which obviously angers Brenda; their friendship takes a hit, but they eventually reconcile during the show's third season.