Oscar and Felix can't help but meddle in an attempt to save a marriage when they overhear two upstairs neighbours bickering. Emily and Dani train for a race to the top of the Empire State Building.

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With the help of Murph, Oscar decides to throw a big party when Felix finally agrees to spend the weekend away. Also, Felix and Emily have their first sleepover.

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Oscar faces a personal dilemma when he dates a young nanny, Allyson (Brianne Howey), who works for his neighbor, Charlotte (Teri Hatcher). Also, Emily forces Felix to participate in an activity she's interested in, for a change.

When Oscar is chosen to throw the first pitch at a Mets game, Felix invites Oscar's father to come visit and see the first pitch. Little does he know Oscar and his father have never gotten along.

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Oscar attempts to impress Charlotte (Teri Hatcher) by purchasing a table for a fundraiser to benefit The New York Philharmonic. At the event, Felix reminds Oscar about the importance of being honest and Teddy introduces his wife, Diane (Sheryl Underwood), to Dani for the first time.

Oscar and Charlotte hit a speed bump when they hesitate to take their relationship to the next level. Also, Felix attempts to overcome his fear of dogs with Teddy's help when Emily regains custody of Biscuit.

Oscar reluctantly agrees with his agent that it's time to shake things up on his radio show and allows Dani to have a bigger role after a rival host, Rich Eisen, taunts him.

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Felix attempts to reverse Emily's birthday curse and plans a nice dinner to celebrate with friends. Also, Oscar and Charlotte face another obstacle in their relationship when Oscar meets Charlotte's son, Evan (Caleb Brown).

Oscar learns that Felix was nationally ranked chess player as a child and convinces him to return to the game to make money. Also, Emily investigates why Felix is acting strange since he began playing chess again.

Felix forces Oscar and Emily to go on a date to get to know each other better in the hope that they'll become friends. Also, Teddy agrees to help Dani with her first contract negotiation.

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In an attempt to surprise Emily, Felix gets his learner's permit and enlists his friends to help him learn how to drive. Also, Oscar is annoyed that Felix doesn't ask him for help.

Felix and Oscar run a heated campaign for President of their building's tenants association, but Oscar doesn't fully realize everything the position entails.

When Murph persuades Oscar to try online dating, Oscar finds himself on a blind date with Felix's ex-wife, Ashley (Christine Woods). Also, Emily is offered a great opportunity abroad and must decide if she will take it.

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