An American Affair (2008)

Teenager falls in love with beautiful mature neighbor lady!

Teenager becomes obsessed with his new beautiful mature neighbor, a divorcée and free spirit. 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 very close, but political intrigue surrounding her acquaintances soon infringes on their friendship.

Brilliant plot and superb acting- worth watching for a good sense of the sixties era

Directed by William Olsson
Starring Gretchen Mol, James Rebhorn, Cameron Bright, Mark Pellegrino