Definitely, Maybe

In 1992, Will Hayes steps away from Madison, Wisconsin, reminiscing about his college romance with 'Emily Jones', who is later revealed to be his estranged wife. This moment marks the beginning of Will’s journey as he reflects on his past and the choices that led him to his current situation.

While embarking on his role in the Clinton campaign, Will meets 'April Hoffman', a spirited independent co-worker. Their playful interactions challenge Will's cynical views about politicians and spark a growing interest in one another.

Will gets involved with 'Summer Hartley', who also shares a complicated history with Emily. This connection becomes significant when a diary belonging to Summer reveals details of her affair with Emily, complicating Will's emotions.

As the campaign progresses, Will transitions from being a coffee boy to taking on significant responsibilities within the team. This evolution reflects his growing confidence and commitment to his political aspirations.

Will shares a poignant kiss with April, sealing their deepening connection. However, the moment is abruptly interrupted by the unexpected arrival of Emily, who reveals her betrayal, throwing Will's emotional state into turmoil.

Following Bill Clinton's victory, Will establishes a political consulting firm. Despite his success, he finds himself entangled with April and Summer, navigating complex romantic relationships amidst his career growth.

Will faces a conflict with Summer when he discovers that her upcoming article could jeopardize his candidate's standing. This tension ultimately leads to the unraveling of their relationship and Will's political dreams.

In a surprising turn, April reaches out to Will for a reunion, despite being with someone new. A birthday party serves as a catalyst for buried emotions to surface, culminating in Will's drunken confession of love for April.

Will encounters April in a bookstore, hoping to return a long-sought copy of *Jane Eyre*. However, seeing her with her new partner causes him to hesitate, highlighting the complexities of their connection.

Summer confronts Will with the news of her pregnancy, prompting him to evaluate their shared history and feelings. This revelation leads to an unexpected reunion with Emily, further complicating Will's emotional landscape.

Will's daughter, Maya, begins to piece together the puzzle of her parents' past, showing interest in their love story. Her innocent insights bring Will face-to-face with the unresolved emotions tied to his relationships.

The divorce between Will and Sarah is finalized, creating a bittersweet realization for both parents. Will reassures Maya that even though things have changed, their family can still have a happy ending.

While unpacking in his new place, Will stumbles upon April's book, which reignites his feelings for her. Despite initial ambiguity, he gathers the courage to return it, marking a pivotal moment in his quest for closure.

A miscommunication initially leads to resistance when Will returns to see April. However, after expressing how much he has missed her, she invites him and Maya to hear the whole story, indicating a rekindling of their connection.

The timeline culminates in a heartfelt kiss between Will and April, symbolizing a new chapter in their relationship. This moment leaves the door open for reconciliation and a brighter future for their family.