To win back his unsatisfied ex-girlfriend, conservative accountant Jordan Abrams enlists the help of Julia — an uninhibited exotic dancer — to guide him on a quest for sexual experience, leading him into a world of strip clubs, sensual massage parlours, cross-dressing and S & M.

When uptight accountant Jordan Abrams proposes marriage to his life-long soul mate Rachel, she finally reveals the painful truth: he’s terrible in bed. Frustrated and deeply unsatisfied, Rachel dumps him, and Jordan embarks on a desperate mission to seek some much-needed sexual experience and acquire some basic requisite skills. Committed to doing whatever it takes to win Rachel back, Jordan enlists the guidance of Julia - a sexually liberated but emotionally guarded exotic dancer – who leads him into an unfamiliar world of strip clubs, sensual massage parlors, cross-dressing and S & M. My Awkward Sexual Adventure is a fun, sexy and ultimately charming comedy.

A hyper-repressed and schlubby accountant (Jonas Chernick) strikes a deal with a worldly but disorganized stripper (Emily Hampshire): he'll help her with her crushing debt if she helps him become a better lover. Sharp direction by the versatile Sean Garrity and a very funny script by Chernick ensure for an uproarious — and surprisingly educational — sex comedy.