An American Affair (2009)

In the early 1960s teenager Adam Stafford Cameron Bright becomes obsessed with his new neighbor Catherine Caswell Gretchen Mol a divorcée and free spirit Stafford spies on Caswell as she meets with strange men and despite the warnings of his conservative parents he begins working for her as a gardener Amid rumors of her affair with President Kennedy the two become close but political intrigue surrounding her acquaintances soon infringes on their friendship