Savannah "Savi" Davis (Alyssa Milano) meets a handsome man at a hotel bar. After a few minutes of flirting, the two of them end up in a hotel room. This was no chance meeting. It was just some role playing to help Savi and her hubby, Harry (Brett Tucker), get in the mood. The two of them are trying to make a baby. They’ve been trying for some time now.
Josslyn Carver (Jes Macallan) is Savi’s free spirit sister. She’s a real estate agent who is sleeping with her married boss. Well, they don’t really sleep. It’s all sex. That’s the way Joss likes it. Why else would she order her illicit lover to never leave his wife? Josslyn is trying to sell a house to a lesbian couple. Her bossman lover offers to make the home she’s trying to sell their own personal love nest. The place is gorgeous, but the lesbian couple won’t be moving in anytime soon. Neither will Josslyn out of fear of becoming a kept woman. She, instead, moves in to big sis Savi’s pool house.
Karen Kim (Yunjin Kim) is a psychiatrist who has fallen for one of her patients, Thomas Grey (guest star John Schneider). The two of them are in love. Unfortunately, Thomas is sick. He’s dying. We jump ahead to Thomas’s funeral. Savi’s law firm had ties with the guy, so she hitches a ride to the ceremony with her flirty colleague Dominic Taylor (Jason George). She runs into her good friend, Karen, at the church. It’s been awhile since these two have seen each other. Karen had been spending lots of time with Thomas, who asked her to help him die when the time came.
Thomas’s wife, Elizabeth (guest star Penelope Ann Miller), introduces Karen to her son, Sam (Erik Stocklin). The young man wants to know if his dad’s therapist knows anything about the woman his father was having an affair with. Karen avoids the issue by attending the birthday party for the daughter of their other close friend, April Malloy (Rochelle Aytes), who is still dealing with the passing of her husband. She believes that prank phone calls she’s been getting are from her long-dead love.
A handsome single dad, Richard, drops off his daughter at the birthday party. He’s charming enough to make April act like a little giddy. She accepts his invitation for a date. In other news, Sam Grey shows up at Kim’s office. He wants to know if she was his dad’s lover. Kim denies that she was. She also sees how much pain Sam is in. The kid thinks his dad may have died hating him. Karen later learns that Elizabeth Grey gave her husband a lethal dose of drugs she prescribed when the end was near.