New neighbors Bob and Zach are each paranoid that the other is spying on them.
When the guys get dates, Claire reluctantly accompanies them to a bar for moral support.
The guys become jealous when they discover Claire has another group. Note: This episode was scheduled to air on November 10, 2000.[4] It was replaced by an additional episode of its lead-in, Two Guys and a Girl. This happened so quickly that some sources incorrectly list this as airing.
Stansfield becomes Claire's mailman which makes her uncomfortable. She gets him transferred which leads him to encounter a teen bully. Zack and Stansfield deal with the bully while Max bonds with an old lady that they think is responsible for the transfer. Claire's guilt forces her to come clean which makes Stansfield respect her more.
When the group attends a conspiracy convention, Bob criticizes Max's marriage, Stansfield connects with a woman (Amy Landers), and Claire discovers her new boyfriend (Charles Esten) believes in aliens.
Claire complains on the guys' behalf when a surveillance camera is installed in their lobby, and suddenly she finds her own apartment is on the market and her utilities have been cut. Guest-stars David Ogden Stiers.
A noisy neighbor (Sherri Shepherd) has been keeping Claire awake at night, so the guys try to intervene, but the situation backfires when Claire attempts to instate new boundaries. Also guest-stars Jonathan Banks.
To step out of their comfort zone, Bob gets an owl and Stansford takes a dance class. Guest stars Constance Zimmer.
The guys attempt to boost Claire's career by booking her in various engagements, unaware that she's terrified of public speaking.
Zack gets a temp job at Bob's work and abuses his power to order office supplies. Bob goes along so that he can impress his coworker Kristen. Max continues his friendship with the elderly woman he met earlier. Stansfield tries to befriend a former TV magician who keeps trying to take advantage of him.
Zack has another date with Dora (Maria Bamford), but he has trouble getting past her occupation: FBI agent. Meanwhile, with Zack dating Dora and Bob dating Kristen (Constance Zimmer), Max and Stansfield find themselves awkwardly hanging out together.
Stansfield gets his own apartment so he can be alone with Claire's sister (Bess Meyer). Meanwhile, Bob wakes up with a nipple ring, which causes complications with a nurse who finds it sexy
Bob and Claire realize they have feelings for one another, but their doctor-patient relationship and his girlfriend stand in their way. Meanwhile, the other guys hang out with a cool guy who encourages them to sing.