29 year-old Barnaby is jobless, broke, his girlfriend left him and he's living out of his car. Luckily for him, fate intervenes and he is reacquainted with Madison, an old friend. As she helps him turn his life around, romance brews.

Sam has been expelled from every school and is now looking for a creative way to pay for school. He finds it in escort business called Cougars, Inc., which gives him lessons he never expected.