The Office Romances: Dunder Mifflin's Most Memorable Couples
Andy Bernard and Angela Martin
After breaking things off with Dwight at the beginning of season four, Angela begins half-heartedly dating Andy (Ed Helms), who transfers to Scranton from Stamford (along with Jim and Karen). He proposes to her at Toby's going-away party after just a few months of dating, and she accepts -- but then cheats on him with ex-boyfriend Dwight. In the fifth season, Andy finds out about the affair, challenges Dwight to a duel, and then calls off the wedding.