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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.
Will has strong feelings for Emma, which most likely result to his failing marriage and, and from her listening to his problems and giving him advice when he needed it the most.
The two have moments where their sexual tension and attraction to one another are strongly evident, but both have to hold back their feelings because Will was married and his wife, Terri, is pregnant.
They do begin to date, and Emma even tries to push aside her mysophobia to try to become intimate with Will.
She is still uncomfortable with intimacy, and she admits to Will that he is the first guy she has let get that close to her sexually.
On the day of her resignation, Will is listening to the club perform Kelly Clarkson's My Life Would Suck Without You and realizes that he feels that sentiment about Emma.
He runs to find her and catches her right before she leaves.
However, Will becomes fed up with Carl's mishaps in the production.
He decides to take the role of Rocky from Sam Evans and play it himself, asking Emma for help with the number Touch a Touch a Touch a Touch Me.
Will's love for Emma develops over time, after Emma gives Will advice for the Glee Club and its members, although the roles in the relationship are constantly reversed.
Eventually in Season One, after discovering that Terri is faking her pregnancy, Will divorces her and becomes available to date Emma.
In the season one finale, Emma reveals to Will that she has been seeing her dentist, Carl Howell, and that she thinks she and Will had their chance. Later, he sees Emma arguing with Figgins about the Glee Club, and he finally confesses that he loves her, and that they are not over, followed by a kiss that leaves Emma stunned.Tags: Adult Dating, affair dating, sex dating