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In Cleveland, Ohio, high school senior Wren DeSantis reflects on Halloween as an opportunity for locals to let loose. Wren dreams of attending NYU, following her father's belief that college is the key to discovering one’s true self.

Wren navigates life with a mischievous younger brother, Albert, who is still at an age where he hasn’t begun to talk, constantly disrupting her plans. Their mother, Joy, is dating Keevin, significantly complicating Wren's home life and future aspirations.

As Wren contemplates her future, she finds herself caught between her friend April's ambition to climb the social ladder and her nerdy friend Roosevelt's unspoken love for her. This dynamic adds pressure to her already complicated life as she prepares for Halloween.

The excitement escalates when Wren receives an invitation to a Halloween bash hosted by the town’s attractive heartthrob, Aaron Riley. Determined to attend, she decides to dress as Dorothy from the 'Wizard of Oz', alongside her friends.

Just as Wren gets ready, her plans are derailed when Joy insists that Wren take Albert trick-or-treating instead. Joy promises her support for Wren's NYU application if she complies, putting Wren in a difficult position.

At the Halloween party organized by Keevin’s friend Nate, unexpected situations surface for Joy, leading her to questionable encounters. Meanwhile, Wren and April unintentionally run into Roosevelt and his friend Peng at a haunted house.

While Wren navigates the party, little Albert's trick-or-treating adventures take a turn as he partners with Fuzzy, a convenience store worker with a grudge against a local bully. Their chaotic alliance leads to a night full of unexpected antics.

Fuzzy and Albert’s prank on Lara spirals out of control, resulting in hilarious and troublesome situations. As they flee from a local bully, they find themselves in even deeper trouble, adding to the night’s chaos.

Desperate to find her brother, Wren races across town searching for Albert. Her frantic efforts lead her to a Captain Chicken outlet, encountering various comedic escapades along the way including a confrontation with bullies.

Wren learns that Albert is in danger after receiving a threatening ransom call. Faced with the challenge of raising $400, she considers selling a cherished jacket that belonged to her late father, aiming to forge a connection with Jorgen over shared memories.

The chaotic evening culminates in a wild rescue led by Fuzzy, who storms Jorgen’s hideout amidst a chaotic explosion. Wren and Albert are saved from their perilous situation, showcasing the courage and unpredictability of the night.

After the tumultuous night, Wren and Albert visit their father’s grave, providing a touching conclusion to their chaotic adventure. This moment encapsulates their family bond and the true meaning of Halloween - connections and love.

As the night winds down, Joy allows Wren to pursue her dreams, while Roosevelt finally expresses his feelings for her, culminating in a heartfelt kiss. The resolution of their loves signifies new beginnings and hope.

In the aftermath of the chaotic events, Fuzzy discovers a connection with Denise, adding a comedic yet sweet twist to the night. With everyone finding their place in the chaos, the spirit of Halloween is celebrated through connections and laughter.

As the chaos concludes, Albert reveals his earlier secret pranks, leaving everyone in stitches. This reflection on their evening not only encapsulates Halloween's spirit but highlights the themes of fun and familial ties.