While spending time away from the city in his RV, The Guy gets upsetting news, but makes an intriguing new connection. Cori, meanwhile, tries to adjust to a new reality without her friend.

After his bike is stolen, regular customer Marty consults The Guy, whose suggestion sends him down a surprising path. Bored with her mundane life, Darby finds ways to unnerve and bewilder strangers.

Young Raymond tries his best to be useful on a day off from school. Barbie, a longtime New Yorker, must find a new place to live and becomes roommates with The Guy's nudist client, Arthur.

The Guy delivers to a film set, where cast and crew are struggling to make it through a day of reshoots. Lee returns to New York City, but has a hard time putting the past behind her.

Ayasha and Doc, a BDSM-inclined couple, decide to start trading sexual experiences for money in their relationship. After discovering he’s internationally known, The Guy pays a visit to a pair of summer-school teachers who have just begun an affair.

When Mamie, a stylish septuagenarian, gets an unexpected offer to model in an ad campaign, she finds the experience makes her more self-conscious about her age. Meanwhile, a veterinarian suffering from depression decides to try microdosing mushrooms, with some advice from The Guy — but quickly builds up a tolerance.

Oscar, a recent arrival from Puerto Rico, starts a construction job and develops a crush on a bodega worker. Sophia steps up when her family’s annual fireworks display hits a snag. The Guy and Lee attend a “Holidazzle” boat party, where they run into a familiar face.

Husband-and-wife Adriana and Arturo get a special delivery that changes their family dynamic while an aspiring dancer questions her future as a nanny to two motherless kids.

Leonard, an acting teacher, contemplates moving back to New York. The Guy connects with old high-school friends Sarah and Brian, who are visiting the city under difficult circumstances.