Emma later tells Will that Ken has dumped her because she took the kids to sectionals for him.Will is shocked about this and apologizes, but she tells him that she is the one at fault because she was settling for Ken and if Will had shown any interest in her she would've left him in a heartbeat.In Season Three, they get engaged in Yes/No, and in Nationals, they have sex for the first time, where Emma loses her virginity to Will.In All or Nothing, they get married, in Trio Emma revealed she was pregnant and became parents in Opening Night when they welcomed their first child, a son named Daniel, into the world.She confronts him about it, calling him a slut and declaring their relationship over.
He also tells her that he has filed for a divorce from Terri and that while they are waiting, they need to get help for her problems.
Though Will pretends to be friendly with Carl in front of Emma, the two talk about Will and Emma's relationship in Britney/Brittany.
Will states that he may not be willing to back off of Emma, but eventually he and Carl come to an agreement: Will will leave Emma and Carl's relationship alone, but if Emma starts 'leaning Will's way' again, he will go after her.
Emma, tired of pining after a married man and being alone, starts dating football coach Ken, whom she doesn't even like in a romantic way. Despite her engagement and Will's marriage, their feelings for one another do not disappear.
Will discovers his wife's fake pregnancy and he leaves her stating that he doesn't feel the same for her as he once did.
Will and Emma's relationship begins with the two being close friends.