Dean

Dean lives in Brooklyn after his mother’s death, while his father Robert struggles to adjust to life on his own. His ex-fiancée Michelle tries to return his ring, but he refuses to take it back. The family turmoil sets the emotional stage for the weeks to come.

Brett’s wedding draws the group together, with Eric flying in from LA for the ceremony. Dean’s ex distracts him during the ceremony and he ends up dropping the wedding ring. The mood shifts from celebration to unease in an instant.

During the reception, Dean begins his best man speech but is interrupted when Kevin tries to assault him. The incident exposes the fragility of existing friendships. The night ends on a tense note rather than a celebratory one.

The morning after, Robert announces he plans to sell the family house. Dean contemplates the future and begins to fear being tied down again. The news accelerates the pressure to make major life choices.

To postpone the sale, Dean claims to head to LA to meet an ad agency that might use his drawings. Meanwhile, his father has already brought in realtors Carol and Patrick, whom he wrongly assumes are a married couple. Robert also notices Carol’s online dating profile and starts flirting.

The advertising agency pushes a deodorant ad idea using his work, but Dean is put off by the concept and walks away from the pitch. The rejection nudges him toward pursuing something more personal and less market-driven.

Dean attends a party with LA friends Becca and Eric and meets Nicky. He is immediately attracted to her and pursues her despite Jill blocking his path. He offers his number in a distinctly old-fashioned notebook gesture, signaling a new romantic arc.

Nicky texts an invitation to the beach just as Dean is about to fly out, and he abruptly leaves the plane to meet her. They share a dinner and share a kiss at the end of the night, marking the beginning of a deeper connection.

After an unsuccessful meetup with Nicky and Jill at an art gallery, Nicky reveals she and Jill are going to San Francisco and invites Dean to join them with Eric. Before a hike, Eric gets a cat emergency call and must fly home immediately, cutting the trip short.

Nicky spends the night with Dean, and he confesses that he thinks he might be in love with her. He also opens up about his failed engagement and his mother’s death. The emotional honesty marks a powerful turning point for him.

The next morning, Nicky leaves a note explaining she is separated from her husband. Dean processes the complexity of love while trying to navigate grief and honesty in his relationship.

Dean returns to New York and finishes his book, signaling a move toward closure. Robert moves into a city apartment, marking a change in their living arrangements and family dynamics.

Dean apologizes for not being there and finally reconciles with his dad. He sends a signed copy of his book to Eric, sharing what he’s learned about loss and healing. The father-son bond strengthens as they confront grief together.

Robert sees Carol walking in his neighborhood and they decide to walk together. The closing moment hints at new possibilities and the slow, hopeful healing of lingering relationships.