The Office Romances: Dunder Mifflin's Most Memorable Couples

Holly Flax and Michael Scott

When Holly Flax (Amy Ryan) arrives to replace Michael's nemesis Toby Flenderson, he's overjoyed to find not just a new friend, but also a potential love interest. However, Holly is later sent back to Nashua, and the distance forces them to break up. Michael continues to hold a torch for her, even as she moves on with a coworker named A.J., and she eventually reciprocates. They reunite in season seven, and when Holly moves to Colorado to help her ailing parents, Michael proposes.


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