Season 1

In 2044, Sally Javits began writing a series of letters to her daughter Cricket explaining how she met her father. In 2014, three days after separating from her first husband Gavin and moving in with her brother Danny and his husband Todd, who themselves are seeking to adopt a baby, Sally was set up on a blind date with Frank by her best friend Juliet, with the intent of having a one-night stand. Instead of connecting deeply with Frank, Sally decided to reconnect with Gavin, only to change her mind after realizing Gavin would not even get out his best wine to celebrate them getting back together and they were too fundamentally different as a couple to continue being married. After Danny and Todd succeed in acquiring a surrogate mother to have a child with, the group go out drinking to celebrate, where Sally tells Frank that she believes it is best that they just be friends. In 2044, Sally reveals that Frank is her daughter's father.