A reporter accidentally ruins her relationship with her lover when he comes to town for their anniversary weekend. The Guy rescues a lost dog, and a grumpy singing telegram seeks solace.
When The Guy brings an unfamiliar escort to Matthew, a man seeking a connection, Kym, the intimacy coordinator, discovers something unexpected about her new love interest after they become friends on set.
Keesha and Roman get into problems when The Guy and his eccentric jury duty group go to a karaoke bar to celebrate doing their community service. Freddie runs into someone from her past while she and her buddy Violet are looking for side hustles.
After their mother passes away suddenly, two sisters tidy up their childhood house. The Guy delivers to a quarreling couple who are trying to mend their relationship. A new mother welcomes her teenage relative from out of town.
Alvin is faced with a new challenge, and the Guy goes to a dinner party thrown by an old friend, Jackson. As the evening goes on, he begins to feel as though he may not be at home.
Dental hygienist Nora questions if she can prioritize her needs when a patient invites her out on a date. Two ex-friends have an uncomfortable ride together, and the Guy has an intriguing ride-sharing experience of his own.
When Victor discovers that his partner, Ellen, has a new habit, a secret explodes amid simmering tensions. The Guy delivers to ASL interpreter Jordan, who finds himself in an awkward circumstance at a high-profile photo session.
Rocky had a humiliating relapse after hearing someone sneeze through his apartment wall. A.J. neglects to plan for Halloween until he receives a text from his former buddy Francis, which turns into an evening with Francis's helper, Cheyenne.
The Guy, who is delayed on his journey home to spend the holidays with his family, spends Hanukkah in New York. On Christmas Eve, Pam-Anne, her sister Destiny, and a team of flight attendants gather in Queens to confront the snowstorm.