Victoria Day (2009)

Over the course of one week in 1988, the search for a missing teammate, parental expectations, a burgeoning sexual awakening and the rock concert of the century all threaten to jolt a 16-year-old into adulthood. With the long Victoria Day weekend signaling the end of school, and the Stanley Cup playoffs afoot, the summer of 1988 arrives in Toronto. Ben Spector, a smart, sensitive kid from a Russian immigrant family, hits the Bob Dylan show with his buddies and runs into Jordan Chapman, the class jerk and Ben's tormentor on the ice-hockey rink. Jordan is five dollars shy of scoring some drugs, and Ben begrudgingly spots him the dough. But the next day, Jordan fails to show up at school or hockey practice. With days passing and Jordan's whereabouts a mystery, Ben finds himself in an uncomfortable predicament, especially when a romance with Jordan's sister tentatively blooms in the midst of the ordeal.

Unfortunately the movie Victoria Day is not yet available on HBO Max.