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Currently you are able to watch "Shakespeare In... And Out" streaming on Tubi TV for free with ads or buy it as download on Amazon Video. It is also possible to rent "Shakespeare In... And Out" on Amazon Video online
In the 1980s, a filmmaker begins a project to record the life of an average kid. In Perry, Ohio, he picks Rich Longfellow, a shy lad, and begins filming. Soon after, he dies in Mozambique. Sixteen years later, his son continues the project, finding Rich, now 23, in L.A., with dreams of being a Shakespearean actor, getting experience in porn films. We meet Betsy, Rich's sensible girlfriend, Lee, the impatient producer, and Carmichael, a director with artistic pretensions who inspires Rich. Problems with Besty and tension on the set bring Rich to a crisis; when his boyhood friend starts a Shakespeare company that tours nursing homes in the San Fernando Valley, Rich sees a way out.