Monica buys a new bed from Janice's soon-to-be-ex-husband, "The Mattress King", but the wrong one is delivered. Rachel's attempts to have her father and Ross bond fail, until she stops trying. Joey gets a job teaching a soap opera acting class.

Monica receives a tip from an admirer worth a small fortune then goes out with the guy. A hypnosis tape intended to assist Chandler to stop smoking has a rather strange side effect. Phoebe is upset when her 18-year-old half-brother, Frank Jr., makes a surprise announcement that he is getting married - to a woman more than twice his age.

Monica caters a party for her mother, who still doesn't quite know how to talk to her daughter. Chandler's encounter with Rachel's boss leads to an embarrassing situation. And an encyclopedia salesman takes advantage of Joey.

Phoebe considers her options when her brother visits with his new wife and asks her to carry their child. Joey works as a tour guide at Ross's museum and tries to tear down the walls between tour guides and scientists. And Chandler seeks advice from Monica and Rachel after he fears that he will not live up to Kathy's sexual expectations--especially since the last guy she slept with before him was Joey.

As Ross and Emily send out wedding invitations, he and Rachel each look back on their relationship together while Joey and Chandler look for a purpose in life.

In the aftermath of his Freudian slip, Ross tries to rescue his marriage with Emily. Meanwhile, Chandler and Monica try and find a moment alone in order to continue their affair while overseas.

While the guys go on a ride-along with Gary, Rachel accidentally deletes a message from Emily on Ross's answering machine.

Monica and Chandler disagree over how to redecorate Rachel's old room. Joey advertises for a "non-ugly" roommate. Ross is unwilling to accept that he still has feelings for Rachel.

At the end of semester Ross gets his student evaluations and one of them writes that he's hot. It turns out to be a cute girl named Elizabeth and even though it could cost him his job, Ross considers dating her. An ex-girlfriend of Chandler's from college is directing the new Al Pacino movie and Joey asks Chandler for help with getting an audition. Meanwhile, after a fire ruins Phoebe and Rachel's apartment, they're forced to find temporary living spaces with Monica and Joey.