The Office Romances: Dunder Mifflin's Most Memorable Couples
Erin Hannon and Andy Bernard
It takes months of awkward flirting, but Andy finally asks Erin out in season six, after a series of increasingly bizarre moves (like giving her birds for Christmas). The pair start dating halfway through the season, but Erin breaks it off after learning of Andy's year-long engagement to Angela. The two still have feelings for each other, though, and when Erin flees to Florida, Andy goes after her and the two get back together -- only to split again when he leaves on a months-long sailing trip.