Rachel Green, Ross Geller, Monica Geller, Joey Tribbiani, Chandler Bing and Phoebe Buffay are all friends, living off of one another in the heart of New York City. Over the course of ten years, this average group of buddies goes through massive mayhem, family trouble, past and future romances, fights, laughs, tears and surprises as they learn what it really means to be a friend.
Ross chooses between Rachel and his bald-headed girlfriend Bonnie. Phoebe struggles to deal with the revelation that her mother's friend is actually her mother. Monica gets stung by a jellyfish, forcing Chandler and Joey to step up to the plate in order to relieve her pain.
Phoebe believes that her adoptive mother's spirit resides in a cat that jumped into her guitar case in Central Perk. Monica goes on a date with Rachel's hunky high-school boyfriend, who was cool in high-school, but a failure now. And when Joey and Chandler decide to sell the entertainment center, Joey takes stupidity to a new level.
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.
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 Chandler has trouble attempting to quit a gym.
Chandler hits on a woman at Central Perk, not realizing she is Joey's new girlfriend. He soon realizes he is very attracted to, possibly in love, with her. Ross and Rachel play the jealousy game in their relationships. And Phoebe desperately tries to catch a cold after discovering that her voice is sexier and her singing better when she has phlegm in her throat.
Ross's new girlfriend seems nearly perfect until he visits her house and discovers that her apartment is incredibly dirty. Chandler helps Joey pick out a thoughtful present for Kathy's birthday. Rachel attempts to finish a crossword puzzle by herself. And Phoebe helps Monica cater a funeral.
Chandler must decide between the girl of his dreams and his best friend when he and Kathy share a passionate kiss. Needless to say, Joey is not happy to find out about Kathy and Chandler. And nobody wants to tell Ross how awful his keyboard playing is.
Chandler agrees to spend Thanksgiving in a shipping crate as penance for kissing Kathy. The gang decides to give each other Secret Santa gifts. After Monica gets ice in her eye, she ends up visiting Richard's son, who is as attracted to Monica as his father was.
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.
Ross must decide whether to continue dating a girl he must travel two-and-a-half hours to see. Chandler sets Rachel up with a coworker who misunderstands her intentions. Monica is being treated poorly by her new coworkers so she hires Joey just so she can fire him and show who's the boss. And Phoebe tries to write the perfect holiday song.
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.
Joey and Chandler guess all the items that Monica and Rachel had in a bag after coming home from the market. This starts a competition between the boys and the girls, a question-answer game created by Ross. The sex that knows the most about the other one wins. Meanwhile, Phoebe goes to the doctor to get the embryos implanted in her uterus. The game ends tied, so Ross prepares the "Lightning Round." Monica and Chandler raise the bet: if the girls win, the boys get rid of the chick and the duck, but if the boys win, they have to switch apartments. At the end, the boys win because the girls don't know Chandler's job. Just when the two couples are changing apartments, Phoebe surprises everyone announcing she is pregnant.
Chandler can't deal with the fact that Kathy simulates sex, half-naked, in a play, with a very handsome man. After Rachel is demoted to personal shopper, she is in a hard place after she discovers that she likes a customer. And Monica wants to play hostess again after telling Joey that since he now has the bigger apartment, he must constantly have company over.
After a three-day fishing trip with his dad, Joey is in a jam when he doesn't have time to take a shower before going to the set of Charlton Heston's new movie. Rachel, continuing to fawn over clothing shopper Joshua, sets Ross up with her boss's niece when she is unable to take her to the opera. Ross ends up spending a weekend in Vermont with the niece, Emily. And while Chandler is despondent after his breakup with Kathy, the girls take him to a strip club.
Ross and Emily run into some of Emily's rugby playing friends from England. After Emily laughs at the idea of Ross playing rugby, he insists on playing even though the others are much bigger and more athletic. He proceeds to get beaten badly until Emily tells him all the other players' physical weaknesses so that he can inflict some pain of his own. Chandler runs into Janice and in an attempt to head off a relationship before it starts says that he is moving to Yemen. Unable to get away from Janice or find a way out of his lie, he ends up packing his belongings and heading out on a flight bound for Yemen. Monica, recently moved into the guys former apartment, goes nuts because she can't figure out what a light switch does. After making holes in the wall to follow the wire and calling the super and an electrician, she gives up. As she flips the switch off and on, we see the TV in the girls old apartment turn off and on.
With two days left until Emily's departure back to England, Rachel throws a fake party for her, just so that she can see Joshua outside of work. And a pregnant (vegetarian) Phoebe craves meat.
Chandler and Joey discover that they're getting a free porno station on their TV. Mr. Treeger advises them not to turn it off. Monica convinces Ross to tell Emily how he really feels before her plane leaves. At an OB/GYN appointment, Phoebe discovers that she is carrying triplets. However, Frank Jr. and Alice are not prepared for triplets. Ross tells Emily he loves her, but she gets on her plane anyway. Phoebe looks for ways to make money. Emily calls Ross from London. Monica convinces Ross to go to London. While Ross is in London, Emily shows up at Joey and Chandler's. Over the phone, she tells Ross that she loves him.
A very pregnant Phoebe is asked to name one of the triplets. Emily offers to show Susan around London. Rachel tries to prepare the perfect evening for herself and Joshua. Emily loves Susan. Phoebe decides that the boy will be named either Chandler or Joey. Joey accidentally tells Chandler he has an awful name. The chick and duck wander over to Rachel's apartment and freak out Joshua, so they go to his parents' house. Ross worries about losing another woman to Susan. Joshua's parents come home unexpectedly. Chandler disowns his name and tries to find himself a new name. The girls convince Ross not to let what happened with Carol happen with Emily. In order to keep Chandler from legally changing his name, Phoebe decides to name the baby Chandler. Chandler reveals to Joey that it was all a trick.
Monica and Rachel are tired of their new apartment. Ross, sporting an earring, wants Emily to stay as she prepares to leave again. Phoebe is wearing "santa" pants. Monica and Rachel try to bribe Joey and Chandler into giving up their apartment for Knicks tickets. They play high card for the apartment and tickets and Joey and Chandler win. Ross asks Emily to move in with him, but changes his mind and asks her to marry him. She says yes. While Joey and Chandler are at the Knicks game, Monica and Rachel switch the apartments. And when Ross and Emily tell the gang, Rachel tries to put on a happy face.
A snoring Joey is keeping Chandler awake. Ross asks Monica to pick up Emily's wedding dress for him. Ross talks to Rachel about the wedding and she says she's fine with it because of Joshua. Monica tries on Emily's wedding dress and keeps it on. Chandler sends Joey to a sleep clinic. Phoebe gets her own wedding dress. Rachel predicts that Ross and Emily will not last because of their hasty engagement; however, Ross announces that they have decided to marry in a month in London. Rachel proposes to Joshua and he turns her down. Chandler meets a woman at the sleep clinic. Phoebe and Monica find life in wedding attire has its charm. Joey gets a mouth guard to stop him from snoring. Rachel confides to Monica and Phoebe that she's not okay with Ross's marriage after breaking up with Joshua. Chandler's new girlfriend screams in her sleep and keeps Joey awake.
Ross and Emily discuss who to invite to their wedding. He wants to invite Rachel while Emily thinks it's odd. Ross sends her an invitation anyway. The gang receives their invitations, all except for Chandler, as they reminisce about Ross and Rachel's up-and-down relationship. However, a very pregnant Phoebe can't go. Rachel wrestles with the idea of going to the wedding and after deciding against it, breaks down and cries on Monica's shoulder.
Phoebe is tired of being pregnant and experiencing major mood swings. Ross chooses Joey as his best man. The girls decide to throw Phoebe a baby shower after they're not invited to the bachelor party. Joey orders strippers after Ross says not to. Monica and Rachel get Phoebe presents that she can use after her pregnancy because she can't keep the babies. Chandler tries to draw attention away from Joey at the bachelor party. Joey sleeps with the stripper and awakes to find Emily's ring missing and the stripper gone. The guys set up a sting to get the ring back. Phoebe experiences false labor. It turns out that the stripper didn't take the ring but the duck ate it. Ross decides to have two best men.
Monica freaks out about the trip to London. Joey annoys Chandler by saying "London, baby" over and over. Ross is annoyed that Rachel won't come. In London, Chandler is embarrassed about touring with Joey. Emily worries about the wedding and Ross reassures her. Rachel tries taking care of Phoebe but Phoebe clues her in to her feelings for Ross. Joey buys an ugly hat and Chandler goes back to the hotel. Monica gives Emily advice, so Emily decides to postpone the wedding and she and Ross argue. Phoebe tries to help Rachel get over Ross. Joey shows Chandler highlights of his trip on video camera, including his meeting with the Duchess of York. Ross confronts Monica, who agrees to help him. Ross and Emily make up and decide to go ahead as planned. Rachel decides to go to London and Phoebe tries to talk her out of it.
Phoebe calls to warn Emily of Rachel's impending arrival, but can't get through. The parents meet at the rehearsal dinner. Joey is homesick, but one of the bridesmaids fixes that. Rachel forgets her passport, but is soon on her way anyway. Chandler and Joey make toasts as the parents squabble. A drunken Chandler and Monica sleep together. Phoebe talks to Joey and warns him. Monica and Chandler act awkwardly around each other. The bridesmaid distracts Joey and Rachel sneaks through into the church. Ross is surprised but Rachel doesn't tell him of her feelings. Monica and Chandler decide to meet later.