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Best friend Josh convinces Emily to meet Vincent, the handsome architect that Josh has talked about— and to her delight, Emily is impressed. But as their relationship develops, Emily learns that Vincent has an ever-present twin sister (Vinessa) and discovers there are reasons why not to date a twin.

Emily begins dating her gynecologist in an attempt to prove to her peers that she doesn't just date immature guys—only to discover the reasons why things between her and the doctor would never work.

After Emily decides that she and Reilly disagree too often, she searches elsewhere for a new best friend, only to find out that true friends are hard to come by.

Emily tries to continue a steamy vacation fling with an exotic lover back at home.

Emily is overwhelmed at work and decides to search for an assistant.