- Valentine's Day has twists in store for the family: Kitty goes fundraising with Robert and finds out he wants to run for President, Kevin plays with Chad's feelings, but ends up with someone unexpected, and Justin gets a call from Tyler.
- A series of morning-after phone calls leads us into a flashback of the day before, Valentine's Day. Kitty goes fundraising with Robert, finds out they are raising money for a presidential run and eventually stops fighting his romantic inclinations. Chad's girlfriend sets Kevin up with another man, and Kevin accepts in order to make Chad jealous, but the other man turns out to be Scotty. Justin gets a phone call from Tyler and decides on a bold gesture. Holly's bid to have Ojai purchase a vineyard has conflict brewing at the firm. And Nora tries to have a little fun and ends up in jail.—Peter Brandt Nielsen
- Kitty is going to San Diego with the Senator to see a billionaire donor and she finds out that he is wanting to run for President. Tommy tells Sarah about the winery they invested in, that their father was going to buy it so he can run it. Chad's girlfriend wants to set up Kevin with another guy, which ends up being Scotty. Justin returns home from rehab. Nora ends up in jail, Kitty sleeps with the Senator, Justin gets with Tyler, and Kevin ends up going home with Scotty.
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