Dillon-Henry Relationship

Dillon and Henry grew up together on the Upper East Side, along with their respective best friends Megan Humphrey and Hayden Hamilton. Dillon loses her virginity to Henry in Saturday Night Fever, and they officially enter into a relationship in Too Much Pieces to Pick Up.

After the events in The Destroyer of Dreams, Henry and Dillon ultimately split up in The Fixer Upper. Throughout seasons three, their relationship goes back in fourth, Until The It Girl Back At The Top the two rekindle their relationship that stay strong and madly in love with each other until the A Love Goodbye Dillon says goodbye to Henry to go off to college telling him this isn’t forever. In the season five finale Caught Red Handed, Dillon chooses to be with Henry and they make a pact to ensure they end up together. In season five in My Bass the two get married in jail under the witness of the judge. Once Dillon got out of jail her mum forces her re marriage to Henry to a proper service that was the ultimate wedding. In the movie, they have bought a in the countryside together and about to have a baby.