He's Just Not That Into You follows the love lives of a dozen or so characters. Ginnifer Goodwin stars as Gigi, a young women attempting to understand the mixed signals she gets from the men she's dating. She gets advice from a bar owner (Justin Long) who prides himself on understanding the ins and outs of the dating scene.

Gigi's co-worker Janine (Jennifer Connelly) finds herself involved in a major redecorating project with her husband, Ben (Bradley Cooper). Unbeknownst to Janine, Ben contemplates an affair with Anna (Scarlett Johansson), an attractive woman trying to make a career as a singer.

Another of Gigi's friends at work, Beth (Jennifer Aniston), enjoys a successful, healthy relationship with Neil (Ben Affleck), but storm clouds hover over them as he has no interest in getting married. Kris Kristofferson co-stars as Beth's father.