Afflicted with a mysterious skin condition on his butt that doctors cannot identify the cause of, Ross seeks advice from Phoebe's herbalist. Phoebe finds herself in a dilemma when she cannot choose between two guys. Monica can't decide about Pete when she thinks he is going to propose.

Joey attempts ballroom dancing in order to help Monica and Rachel keep their illegal sublet. Phoebe is attracted to one of her massage clients. And Ross tries to help Chandler quit the gym.

Chandler and Ross's college friend Gandalf is planning to come to town. Gandalf is "the party wizard." Ross and Chandler are very excited until Gandalf cancels. However, they decide to make their own party with Joey's help. Joanna squashes Rachel's chance at a promotion. And when Monica fills in for a friend as food critic for a small newspaper, she must decide between a steady job as head chef of a restaurant she panned or keeping her catering business with her friend Phoebe.

Joey starts to get uncomfortable with protecting Monica and Chandler's secret, especially when it places him in embarrassing situations with the rest of the group. Meanwhile, Ross becomes enraged at work when someone swipes his turkey sandwich. Phoebe and Rachel enroll in a literature class.

Monica becomes jealous of Phoebe and Gary. Rachel has an awkward encounter when she interviews for a new job. Joey tries to meet a girl living in Ross's building, but has trouble with finding her apartment.

Chandler decides the only way to mend his friendship with Joey is to fly out to Vegas and visit him. Phoebe is determined not to be left out on another adventure, so everyone winds up going. Trouble is in the water, however, when Chandler finds out that Monica had lunch with Richard. Meanwhile, Ross and Rachel try to embarrass each other after an awkward encounter.

Chandler and Monica reconcile and hastily decide to get married. Ross and Rachel get drunk and roam the casino. Phoebe deals with a 'lurker' on the slot machines.

Joey's health benefits lapse just as he develops a hernia. Ross is asked to give a lecture at NYU and eager to impress his students, he puts on a fake British accent. Meanwhile, Phoebe gets some bad news from her psychic.

After a joke gets published in Playboy, Chandler and Ross have an argument about who came up with it first. Meanwhile, a wayward remark of Phoebe's leads to trouble between the girls and a broke Joey starts working at Central Perk.

Chandler admits that he hasn't cried since he was a child. Phoebe discovers that Ursula is starring in porno movies using her name. Rachel desperately tries to stop Ross and Jill from starting a relationship.

Chandler and Phoebe shop for a ring for Monica. Chandler finds the perfect one, but Phoebe accidentally lets it get away. While Chandler is busy with getting the ring back, Joey and Ross are lead to believe that he's mad at them, so they decide to team up and give him a cold shoulder treatment. Rachel continues to date Paul and wants him to open up to her, however, he opens up a bit too much.

Chandler plans to propose to Monica at dinner, but his plans go awry when Richard shows up at the same restaurant. Meanwhile, Phoebe and Joey join Rachel at a charity auction only to discover that Joey isn't aware what a silent auction is. And Ross and Elizabeth's relationship comes to a crossroad.

Chandler continues to pretend to hate the idea of marriage, unaware that Richard wants Monica back. Meanwhile, Rachel and Phoebe discuss their 'back-up' plans, if they are not married by the time they're 40.

As Monica starts planning her wedding she's shocked to find out that her parents have spent her entire wedding fund. However, her spirits are restored when she discovers that Chandler has enough savings for her dream wedding scenario. Phoebe temporarily moves into Ross's apartment, bringing her massage clients with her. This leads to some weird encounters for Ross. Meanwhile, Joey mocks Rachel when he finds an erotic novel she is reading.

Joey's character on Days of Our Lives is awakened from his coma with a brain transplant from one of the show's most legendary characters. Ross practices the bagpipes for Monica and Chandler's wedding. Meanwhile, Phoebe and Rachel fight over a guy who left his cell phone in Central Perk.

Monica regrets telling a woman about a discount bridal shop when they end up fighting over the same dress. Meanwhile, Joey and Ross discover that they're dating the same girl.

Joey auditions for a big movie role which will require him to appear naked. A problem arises, however, when the part calls for an uncircumcised man. Meanwhile, Rachel and Phoebe go through the trouble of organizing a last minute bridal shower for Monica. And Ross becomes attracted to his cousin after she visits.

Chandler finds out that Monica had a bachelorette party with a stripper, even though they promised not to have bachelor/bachelorette parties. Monica feels bad about it, so she organizes a bachelor party including a stripper for Chandler, however, the only one excited about it seems to be Joey. Meanwhile, Rachel prepares to have dinner with her dad and tell him that she's pregnant and it doesn't go particularly well for either of the involved parties.

After Joey reveals to Ross that he's in love with Rachel, Ross has a hard time accepting this revelation. However, after giving it some thought, he convinces Joey to tell Rachel how he feels. So he does exactly that by taking Rachel out to dinner, however, her reaction to the news isn't quite what he expected. Meanwhile, Phoebe claims that she has met Monica's soulmate which makes Chandler really anxious.

After Phoebe has a talk with Ross, it prompts her to realize that she's never had a long term relationship. Monica makes a startling discovery while visiting Chandler in Tulsa. Also, Joey goes on a date with an attractive woman and discovers that her apartment seems really familiar, although he doesn't remember sleeping with her before.

Joey doesn't tell the gang about his plans to throw a party on the roof of the building. He also hides the fact that he's invited the "Days of Our Lives" cast, since the girls embarrass him when they meet stars. Rachel discovers the truth about the party and soon, everybody knows (except for Chandler). Ross meets a new colleague and, instantly attracted to her, invites her to the party. Rachel and Monica go the party and act like crazed fans while Ross is intimidated by Charlie's former boyfriends. Meanwhile, Chandler is at a play alone. At the end of the party, Rachel is looking for Joey and Ross is looking for Charlie, and they find Joey and Charlie kissing.

When Monica and Chandler learn of their chances for natural conception, they resort to interviewing unsuspecting male candidates to find the perfect match for one who could inseminate her. Elsewhere, Phoebe is incredibly nervous about going to a party that Mike will be at--until she bumps into David. Meanwhile, Rachel finds herself being mean to Charlie because of their common romantic interest in Joey, and Ross works hard on a lecture he hopes to present at a paleontology convention in Barbados.

Still in Barbados after Ross' keynote address, the friends cope with a variety of dilemmas. Ross has kissed Charlie, although she is still officially dating Joey. Joey and Rachel have kissed as well, but they agonize over how to tell Ross. Mike followed Phoebe to the island and proposed, despite his being in a relationship with someone else. And Monica has developed big hair, due to the humidity.

With Rachel leaving tomorrow, the gang hosts a farewell party for her. She says goodbye to each of her friends individually, except for Ross and he's offended. Monica precisely packs for her new life in the suburbs with Chandler, and they keep a watchful eye on the extremely pregnant Erica, who is in town until the baby arrives.