P.S.
(2004)

Louise (Laura Linney) believes that a young applicant to her university, Scott (Topher Grace), is the reincarnation of her deceased first love. They begin a relationship, but he grows frustrated with her insistence at making him into someone else and they separate.

Scott gets accepted into the University.

Louise eventually lets go of the past and they reconcile, but its ambiguous as to whether they stay in a relationship.

Thanks Mary C!