A kinky couple is on the lookout for some action when tiny teen Tia Cyrus just happens to fall in their lap. Teen Lana Violet is invited to her professor’s house for dinner and wants to prove she has what it takes to make honor roll. Curious teen Lilly Labeau falls into a trap after she gets caught playing with toys that don’t belong to her. Shy teen Faye Reagan is interrupted while masturbating by a couple in need of help. Was it bad luck or perfect timing? Naughty teen Amia has been busted smoking pot by the neighbors. Lucky for her they’re willing to cut a deal.
A cop (Matthew McConaughey) who moonlights as a hit man agrees to kill the hated mother of a desperate drug dealer (Emile Hirsch) in exchange for a tumble with the young man's virginal sister (Juno Temple).
Tired of the noise and madness of New York and the crushing conventions of late Eisenhower-era America, itinerant journalist Paul Kemp travels to the pristine island of Puerto Rico to write for a local San Juan newspaper run by the downtrodden editor Lotterman.