Dwight-Esther Relationship

"She’s got a ton of great qualities. She’s young, she’s beautiful, genes so pure you could lick them. Her family admires me, my family tolerates hers. A lot of them are the same people because we’re third cousins, which is great for bloodlines and isn’t technically incest."

Season 9
The beginning of the romantic relationship between Dwight and Esther is in "The Farm", where Dwight tosses a pile of crows' beaks at her feet. After a moment's hesitation, Esther stamps down on the beaks, which means she is interested in having a romantic affair with Dwight.

In "Promos", Clark Green warns Dwight that the only reason Esther is with him is so Esther's Dad can take advantage of Dwight and get him to pay for half of a tractor, but it is later shown that Esther truly loves him.

Two episodes later, in "Paper Airplane", Esther comes to Dunder Mifflin to wish Dwight luck in the paper airplane contest.

Later, Dwight tells the cameras that he plans to propose to Esther later in the day. But in a change of heart, he breaks up with Esther and instead proposes to Angela, who gleefully accepts.

Status: Broken up