Heyward-Di Laurentis
Chapter 1 - SABRINA
Dean / Heyward-Di Laurentis
recalled by Sabrina as a poli-sci classmate who received an undeserved A through his relationship with the teaching assistant, fueling her resentment toward privileged hockey players.
Chapter 2 - TUCKER
Dean / Di Laurentis / Dean Di Laurentis
Referenced as John Tucker’s roommate and a four-year hockey teammate. He hides a recent one-night stand with Allie Hayes from his other roommates, though he intends to confess eventually. His dynamic with Sabrina involves daily academic friction and mutual annoyance.
Chapter 4 - TUCKER
Dean
Referenced by Sheena as a poli-sci classmate who is unreliable regarding Sabrina, prompting Tucker to seek out other sources for information about her.
Chapter 6 - TUCKER
Dean
Expresses bitterness over the new coach's targeted criticism and forced youth coaching duties, deflects questions about his past with O'Shea, and grumbles about being paired with Brodowski instead of Logan.
Chapter 11 - TUCKER
Dean
Defends himself in the group chat against accusations of playing with a dildo, insisting he had a girl over, though his roommates remain skeptical and continue mocking him.
Chapter 19 - TUCKER
Dean
Arrives home engrossed in his phone, learns of Beau’s death through Garrett, and reacts with stunned devastation. He drinks directly from a whiskey bottle, passes it to his roommates, and retreats upstairs after hearing the details twice.
Chapter 20 - TUCKER
Dean / Dean Di Laurentis
Skips the memorial service entirely, having fallen into a heavy cycle of substance abuse and isolation following Beau’s death. His absence is noted by his friends as they wonder how he will process the loss.
Chapter 25 - TUCKER
Dean
React with hostility toward Sabrina, calling her cold and judgmental, and storm out of the kitchen after arguing with Tucker.
Chapter 28 - TUCKER
Dean / Di Laurentis
Confronts Sabrina about her impact on Tucker's future plans, prompting an emotional breakdown where she admits her love for him and resolves to shoulder more of the burden. He reveals he has accepted a teaching job in Manhattan instead of attending law school, leading the two to reconcile over their past academic rivalry and agree to coexist peacefully for Tucker's sake.
Chapter 37 - TUCKER
Dean
Rides from New York with Allie to attend the bar opening and snuggles Jamie. He reveals that his sister Summer has been kicked out of Brown and will be transferring to Briar next semester, causing Fitzy visible distress.
EPILOGUE
Dean
Relocates to Manhattan and coaches a girls’ hockey team, preventing him from attending the TD Garden game but allowing him to attend Jamie’s birthday party.