Ira & Abby is a 2006 American romantic comedy film directed by Robert Cary and written by Jennifer Westfeldt. The film stars Chris Messina and Westfeldt in the title roles, and co-stars Fred Willard, Frances Conroy, Jason Alexander, Robert Klein, and Judith Light.

Plot

Ira Black is a 33-year-old psychology Ph.D. candidate with therapist parents. He has been in an on-and-off relationship with Lea for the past nine years and is unsatisfied with their relationship on many levels. His therapist informs him that their 12 years of doctor-patient relationship must come to a close as therapy clearly is not helping him. The therapist encourages Black to be spontaneous, finish his dissertation, and do things he would not normally do.