An acting teacher returns to New York with his class and The Guy reconnects with a pair of high-school friends.

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.

A construction worker develops a crush, a roller-blader tries to save a fireworks display and The Guy and Lee attend a themed boat party.

A fashionable older woman models in an ad campaign and The Guy advises a veterinarian who wants to try micro-dosing.

The Guy encounters two teachers who just started an affair and a couple trades sexual experiences for money.

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.

A couple adjusts to life with a special delivery and The Guy hangs with a young nanny.

The Guy visits a film set and Lee struggles through a bad day in New York.