Tori, a sports agent who values winning at all costs, decides to become more feminine in order to impress her crush at work. When she finally lands the guy, she realizes she's lost not only her true self, but also the respect of those who've loved her all along.

Terry the Tomboy centers around a confident, bacon-loving and shower-deficient tomboy whose summer goal is to win the county fair pie-eating contest. After meeting her new neighbor Brett (Charlie Depew, The Amazing Spiderman), she isn’t so interested in pie anymore and realizes the worst thing has happened — she’s a tomboy who has fallen in love.