Connor and JoJo's Valentine's Day takes an awkward turn when his ex-wife and daughter crash their romantic evening; a pregnancy scare derails Tom, Marina, Sarah and Denise's dinner.

As Tom struggles to finish his book before his 40th birthday, his dad, Marshall, hijacks his writing seminar. Meanwhile, Denise convinces Marina that she needs to do something special for Tom's 40th and talks her into doing boudoir photos. In addition, Sarah and Denise go overboard to impress a potential sperm donor.

Reflecting on the past, we flashback to Tom and Marina's wedding day. A defining moment in all the Hayworth's lives, this catastrophic reception proves that while you cannot have your cake and eat it too, family sticks together for richer or poorer, better or worse.