Crossing

Daniel Cimmerman (Sebastian Spence), a handsome cool MBA, makes a deathbed promise to his mob boss father to take the business legit and bring honor to the family name. While glad to be able to do something to finally win his father's respect, Daniel discovers that the only thing standing in his way is his own secret desire - so secret that Daniel barely knows it himself - to dress up like a girl.

Set up for blackmail by rival hood, Uncle Bunny (Alan C. Peterson), and his reluctant, camera-wielding hooker, Davina (Crystal Bublé), Daniel finds himself lost in a world of crime and desire, lingerie and love, where choosing to keep his promises may be the most dangerous choice of all.