The Mysteries of Pittsburgh (2008)

As the 1980s beat pulses through Pittsburgh, Art Beckstein stands at the threshold of adulthood, staring at what he calls the last summer of his life. The son of the city's formidable mob boss, Art is poised to follow his father's footsteps into the gritty world of stockbroking. However, one fateful summer party introduces him to the radiant Jane, a smart, blonde beacon of loveliness that unsettles his assumed trajectory. Jane, however, is not alone. By her side is Cleveland, her unpredictable boyfriend whose life teeters dangerously close to the edge, his volatile nature hinting at murky troubles with local hoodlums. In an unexpected twist, Cleveland pulls Art from his mundane work into a summer of thrilling escapades, deepening the complexity of their triangular friendship. When Cleveland mysteriously disappears for a couple of weeks, Art finds himself in a whirlpool of emotions. The summer then transforms into a journey of self-discovery, as he grapples with his feelings towards Jane and Cleveland, his duty towards his father, and his own place in the puzzling maze of life and his city. "The Mysteries of Pittsburgh" is an evocative adaptation of Michael Chabon's novel, capturing the tumultuous journey of a recent college graduate. This defining summer witnesses Art challenging the expectations of his gangster father, exploring the intricacies of love, the nuances of his sexuality, and the riddles enveloping his existence. As Art navigates these enigmas, he discovers that the city of Pittsburgh, much like his life, holds mysteries that are as captivating as they are confounding. Brace yourself for a summer of adventures, where every turn unravels a new mystery, every decision tips the balance, and every moment is a step towards self-discovery.

The Mysteries of Pittsburgh is an adventure movie featuring Jon Foster.

The Mysteries of Pittsburgh is currently streaming for free (ad-supported) on Freevee, Pluto TV and The Roku Channel and it's also available on Amazon Prime Video.

It is also possible to buy The Mysteries of Pittsburgh on Amazon Video and Apple TV.