Nina runs into an old friend, Francine, who asks Nina to set her up with Phil. When they hit it off, Francine returns the favor by setting Nina up on an ill-fated double date. Meanwhile, a female judge (Molly Shannon, guest star) takes a liking to Carlos, but Carlos becomes worried that all her attention is crossing a line.

After secretly reuniting with Trent, Nina realizes she has some hard choices to make, especially when Phil unintentionally steps up to the plate. Meanwhile, Phil is forced to take a look at his own relationships when Morris calls out his glibness.