Jessica Stein (Jennifer Westfeldt) is a hopelessly single gal in the city. Her Jewish mother Judy (Tovah Feldshuh) is very concern. Everybody is getting married and moving on. She has nothing but bad dates. She thinks she's getting set up with Charles (Jon Hamm) but he's actually taken. At the group diner date, co-worker Josh Meyers (Scott Cohen) insults her with biting insights and cruelty. Helen Cooper (Heather Juergensen) is a bisexual art gallery assistant who places an intriguing personal ad. Jessica decides to answer it.
Westfeldt is playing the neurotic city girl. It's her goto move. It's cute. It's awkward. It has some fun. It's not particularly profound. It feels like a straight person's vision of a gay relationship. Everybody's life is different. I can buy into this relationship. It just pushes too hard with too many cute moments with cute awkward Westfeldt. It feels too light weight when the material keeps begging to be darker. It feels too much like a TV sitcom for too long.
Westfeldt is playing the neurotic city girl. It's her goto move. It's cute. It's awkward. It has some fun. It's not particularly profound. It feels like a straight person's vision of a gay relationship. Everybody's life is different. I can buy into this relationship. It just pushes too hard with too many cute moments with cute awkward Westfeldt. It feels too light weight when the material keeps begging to be darker. It feels too much like a TV sitcom for too long.