|Conflict Started||#ButThatsNoneOfMyBusiness (1505) (Possibly before)|
|Conflict Status||Implied mutual dislike|
In #YesMeansYes, Esme tells both Winston and Miles to be quiet because they are talking in class. Later, Winston asks Miles the details of him and Esme's kiss and when Esme goes to talk to Miles, she gestures to Winston to go away.
In #ButThatsNoneOfMyBusiness, Winston becomes concerned with Miles' pill use and warns him that he could "be as messed up as Esme is" if he continues to take the pills. Esme then explains to him that the pills are harmless. Later, Miles tells Winston that Esme is the only person that cares about him and Esme sarcastically smiles at Winston in response.
In #BuyMePizza, Winston promises Esme a spot in the school gala until Zoë kisses him, and he gives it to her.
In #IWokeUpLikeThis, Esme pulls grabs Winston and suggests that they have sex in the hallway.
- They have both kissed Zoë Rivas.
- They are both friends with Miles Hollingsworth.
- Winston has implied disapproval of Esme's friendship with Miles.