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Me, Myself & I(2017)

Comedy1 Season (13 Episodes)6.2

A comedy examines one man's life over a 50-year span. It explores three distinct periods in his life - as a 14-year-old in 1991, a 40-year-old in present day and a 65-year-old in 2042.

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Looks like this one's not available for streaming. You'll just have to imagine how great it is.