Playing it Cool (DVD)

Chris Evans stars as a disillusioned writer with a big imagination that consists mostly of hot women yielding to his every desire. He's indifferent to the whole concept of true love until he meets HER (Michelle Monaghan), a breathtaking young woman who shakes all his previous beliefs. His buddies, all fellow writers, give him way too much advice, mostly along the lines of getting lucky before getting in too deep. The one thing they don't tell him is to lie through his teeth, which he ends up doing just so he can spend time with her. When the truth comes out, all hell breaks loose and he ends up as the star in his own tragedy.