In the heart of Manhattan, ten-year-old Gabe navigates the tumultuous waters of childhood amidst the backdrop of his parents' looming divorce. His days are filled with adventure as he zooms around on his beloved scooter, mapping out his daily escapades, thanks to the friendly guidance of the building's concierge. Everything takes a new turn when Gabe partners up with Rosemary, an 11-year-old classmate he’s known since kindergarten, in a self-defense class. This experience awakens in him a sweet fascination, as he begins to see her not only as a friend but as something much more special.
As their friendship deepens, Gabe is enchanted by Rosemary's vibrant spirit and the idyllic life she enjoys – one filled with affection from her family and stunning views of Central Park. Together, they embark on exhilarating adventures throughout the city, whether it’s discovering Septuaguesimo Uno, the smallest park in Manhattan, or attempting to check out an apartment for rent that sends Gabe's already anxious parents into a state of panic.
The contrast between their family lives couldn't be starker: while Gabe's parents are locked in a painful limbo awaiting their divorce, Rosemary basks in a nurturing and loving household situated within the comforts of the upper class. As Gabe's feelings for Rosemary blossom into something more profound, he is often left pondering his attraction towards her and the yearning he feels for her life. Complications arise when he learns that Rosemary will spend six weeks at summer camp and will be attending a prestigious private school upon her return. Just when things seem to be settling, Gabe faces a new rival in the form of Rosemary's handsome new sparring partner – a tall, blonde boy who effortlessly eclipses Gabe in the self-defense arena.
With limited time left together, Gabe's anxiety drives him to extremes in a bid to retain Rosemary’s attention, yet his efforts seem to only push her away. In a desperate attempt to impress her and prove his worthiness, he takes on the challenge of earning his yellow belt but ends up fracturing his hand in the process. As urgency builds and the shadow of their impending separation looms, Gabe must confront not only his feelings for Rosemary but also the stark realities of growing up.
In a heartbreaking moment of revelation, Gabe learns from his father the truth about their own family’s struggles and why his parents' marriage devolved into failure - largely due to unvoiced emotions. This truth weighs heavily on Gabe, reminding him that time is against him, and he must confront his emotions before it’s too late. With a mix of fear and determination, he sets out to reach Rosemary at her wedding reception, where he courageously bares his soul in a heartfelt confession of his love. Taken aback, Rosemary responds with hesitance, sharing her doubts about being ready for love, but still extends the gesture of dancing with him.
As they sway together, Gabe reflects on their journey, likening it to two ships passing in the night—a metaphor that poignantly underscores the notion that perhaps their paths were never destined to merge completely. When he returns home, Gabe is astonished to find a renewed sense of harmony between his parents, with his father indicating that they’ve finally addressed their past grievances. This turn of events gives Gabe a greater understanding of the fragility of relationships, leading him to join his parents for a dinner date, leaving viewers with a bittersweet insight: Rosemary will always hold a special place in his heart as his first love, a connection that remains unparalleled. As he reflects, he notes, > "I'm never gonna get another first love. That one's always gonna be her."
