Shark City(2009)

Shark City is a comedy about two thirtysomething best friends navigating New York's dating scene with disastrous results. When one lands his dream girl—the daughter of the city's most powerful mobster—his friend makes a catastrophic mistake: he cons the mob boss out of a million dollars. What follows is a collision of romance and crime as the pair scramble to survive the fallout from their schemes. Dagen and Kenny's misadventures spiral into chaos as they juggle wooing the mobster's daughter while staying one step ahead of her dangerous father. Equal parts romantic mishap and crime caper, Shark City mines comedy from the tension between small-time con artists and organized crime.