A week after Blair Nightingale's husband, Larry, dies, she learns she's about to lose everything she owns due to a foolish mistake Larry made. In an instant, Blair's life is transformed from rich, Silicon Valley trophy wife to poor, widowed single mom. Her only goal now is to provide for her daughter. As Blair begins to pick up the pieces, George-Larry's best friend and the man she truly resents-seems to always be around. When Blair is overwhelmed by all the challenges she faces, she seeks comfort in baking rich, filled, three-layered chocolate cupcakes that her grandmother once taught her, and soon Blair's life is changed forever.

Bridal shop manager Chloe Rogers will soon marry Richard Foster—so she thinks—until suddenly, she bumps into her childhood sweetheart, Josh Goldman, whom she hasn’t seen in thirteen years. The sparks between Chloe and Josh fly, but Richard provides safety, financial security. Should she follow her heart or her head? The answer comes in a surprise twist. While cleaning her attic, she stumbles upon love letters written to her estranged mother forty years ago from a man she loved. When Chloe secretly brings them together again and sees how much time they’ve lost, she is challenged not to make the same mistake her mother made. Will Chloe opt for security or will she risk her heart and marry her true love?