Kassie (Jennifer Aniston) and Wally (Jason Bateman) are best friends. Being unlucky in love, Kassie has decided to have a child using artificial insemination. Wally doesn't like this idea, but he isn't capable of admitting to himself, let alone to Kassie, that he's in love with her. At Kassie's artificial insemination party, Wally gets very drunk and spies the sperm donor's sample in the bathroom. Wally was way too drunk to know what he did that night, and Kassie has moved away because she doesn't feel that New York City is a place to raise a child. Now 7 years later, Kassie has moved back with her son Sebastian. While she is looking to get Roland (the sperm donor) more involved in their lives, Wally can't help but notice the many striking similarities that he and Sebastian share.

8th Avenue and Horatio Street, Manhattan.

Grand Central Terminal, 89 East 42nd Street and Park Avenue, Manhattan.

Barbuto Restaurant, 775 Washington Street and West 12th Street, Manhattan.

Laura Pels Theatre, 111 West 46th Street and 6th Avenue, Manhattan.

West 14th Street and 9th Avenue, Manhattan.

Apple Store, West 14th Street and 9th Avenue, Manhattan.

Cafe Cluny, 284 West 12th Street and West 4th Street, Manhattan.

Cantral Park Zoo, Central Park, Manhattan.

Riverside Drive and West 92nd Street, Manhattan.

Kassie's Apartment, 194 Riverside Drive and West 92nd Street, Manhattan.

Equinox Gym, Murray Street and Church Street, Manhattan.

Sweetwater Tavern, 105 North 6th Street and Berry Street, Brooklyn.

Park Avenue (btw East 49th Street and 50th Street) Manhattan.

Remsen Street & Montague Terrace, Brooklyn Heights, Brooklyn.