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

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

Young Raymond tries his best to be useful on a day off from school. Barbie, a long-time 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 started an affair.

When a stylish septuagenarian gets an unexpected offer to model in an ad campaign, she finds that the experience makes her more self-conscious about her age. A veterinarian suffering from depression decides to try micro-dosing mushrooms, with some advice from The Guy.

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.

Married couple Adriana and Arturo get a special delivery that changes their family dynamic. An aspiring dancer questions her future as a nanny to two motherless kids.

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