MostlySitcoms
1
The One After Vegas

The dust settles after Vegas. Ross refuses to get an annulment from Rachel. Monica and Chandler decide to move in together.

September 23, 1999 Dir: Kevin S. Bright Written by: Adam Chase
2
The One Where Ross Hugs Rachel

Monica asks Rachel to move out so Chandler can move in, and Rachel doesn't take it well. Ross continues his denial about being married to Rachel.

September 30, 1999 Dir: Gail Mancuso Written by: Shana Goldberg-Meehan
3
The One with Ross' Denial

Ross insists he and Rachel aren't really married. Joey offers Rachel his spare room. The whole group tries to talk sense into Ross.

October 7, 1999 Dir: Gary Halvorson Written by: Seth Kurland
4
The One Where Joey Loses His Insurance

Joey loses his health insurance right when he needs it. Ross teaches a class for the first time and tries way too hard to sound cool.

October 14, 1999 Dir: Gary Halvorson Written by: Andrew Reich & Ted Cohen
5
The One with Joey's Porsche

Joey pretends to own a Porsche parked on his street, and the lies escalate quickly. Ross and Rachel finally deal with their accidental marriage.

October 21, 1999 Dir: Gary Halvorson Written by: Perry Rein & Gigi McCreery
6
The One on the Last Night

The last night before Chandler moves in with Monica is bittersweet for the roommates. The gang reminisces and helps pack, and Joey and Chandler share an emotional goodbye.

November 4, 1999 Dir: David Schwimmer Written by: Scott Silveri
7
The One Where Phoebe Runs

Phoebe's running style is so unique that Rachel can't handle jogging with her. Chandler settles into Monica's apartment and adjusts to her rules.

November 11, 1999 Dir: Gary Halvorson Written by: Sherry Bilsing-Graham & Ellen Plummer
8
The One with Ross's Teeth

Ross whitens his teeth to an alarming degree before a date. The result glows in the dark. Monica and Chandler deal with a Thanksgiving hosting dilemma.

November 18, 1999 Dir: Gary Halvorson Written by: Story by : Andrew Reich & Ted Cohen | Teleplay by : Perry Rein & Gigi McCreery
9
The One Where Ross Got High

Thanksgiving at Monica's gets complicated when Ross's secret about getting high in college comes out in front of the parents. The truth-telling snowballs hilariously.

November 25, 1999 Dir: Kevin S. Bright Written by: Gregory S. Malins
10
The One with the Routine

The gang tries to get on a New Year's Eve TV show by doing 'the routine' — Ross and Monica's embarrassing sibling dance from middle school.

December 16, 1999 Dir: Kevin S. Bright Written by: Brian Boyle
11
The One with the Apothecary Table

Rachel buys a supposedly high-end apothecary table from Pottery Barn and tries to convince Phoebe it's a unique antique. The deception doesn't last.

January 6, 2000 Dir: Kevin S. Bright Written by: Story by : Zachary Rosenblatt | Teleplay by : Brian Boyle
12
The One with the Joke

A joke in Playboy magazine causes a dispute between Ross and Chandler over who wrote it. Monica and Rachel fight over the last brownie point.

January 13, 2000 Dir: Gary Halvorson Written by: Story by : Shana Goldberg-Meehan | Teleplay by : Andrew Reich & Ted Cohen
13
The One with Rachel's Sister

Rachel's spoiled sister Jill visits and starts dating Ross, which does not sit well with Rachel at all. Family dynamics get tense.

February 3, 2000 Dir: Gary Halvorson Written by: Story by : Seth Kurland | Teleplay by : Sherry Bilsing-Graham & Ellen Plummer
14
The One Where Chandler Can't Cry

The gang tests whether Chandler can cry — he can't. Rachel tries to stop Jill from dating Ross. Phoebe deals with a difficult massage client.

February 10, 2000 Dir: Kevin S. Bright Written by: Andrew Reich & Ted Cohen
15
The One That Could Have Been

A two-part 'what if' episode imagines alternate lives — what if Monica was still heavy, Ross was still married to Carol, and Rachel married Barry.

February 17, 2000 Dir: Michael Lembeck Written by: Gregory S. Malins & Adam Chase
17
The One with Unagi

Ross and Monica disagree about self-defense — Ross claims he knows 'unagi,' a state of total awareness. Rachel and Phoebe put his theory to the test.

February 24, 2000 Dir: Gary Halvorson Written by: Story by : Zachary Rosenblatt | Teleplay by : Adam Chase
18
The One Where Ross Dates a Student

Ross dates one of his students, Elizabeth, and the ethics of it create problems at work. Joey auditions for a game show and has trouble with the format.

March 9, 2000 Dir: Gary Halvorson Written by: Seth Kurland
19
The One with Joey's Fridge

Joey's fridge breaks and he tries to trick his friends into paying for a new one. Rachel and Phoebe compete to set up Monica and Chandler's friend on a date.

March 23, 2000 Dir: Ben Weiss Written by: Story by : Seth Kurland | Teleplay by : Gigi McCreery & Perry Rein
20
The One with Mac and C.H.E.E.S.E.

Joey stars in a TV show called Mac and C.H.E.E.S.E., where he acts opposite a robot. Chandler can't compete with Richard's legacy when an old video surfaces.

April 13, 2000 Dir: Kevin S. Bright Written by: Doty Abrams
21
The One Where Ross Meets Elizabeth's Dad

Ross meets Elizabeth's dad, played by Bruce Willis, who doesn't approve of the age gap. Chandler feels inadequate compared to Monica's ex Richard.

April 27, 2000 Dir: Michael Lembeck Written by: Story by : David J. Lagana | Teleplay by : Scott Silveri
22
The One Where Paul's the Man

Elizabeth's dad Paul starts dating Rachel, creating a wonderfully awkward dynamic with Ross. Paul's tough-guy exterior hides a surprising emotional side.

May 4, 2000 Dir: Gary Halvorson Written by: Story by : Brian Caldirola | Teleplay by : Sherry Bilsing-Graham & Ellen Plummer
23
The One with the Ring

Chandler shops for an engagement ring for Monica, with Phoebe's help. The pressure to find the perfect ring — and keep it secret — mounts.

May 11, 2000 Dir: Gary Halvorson Written by: Ted Cohen & Andrew Reich
24
The One with the Proposal

Chandler plans to propose to Monica, but Richard reappears saying he wants her back. The tension builds to an emotional crescendo.

May 18, 2000 Dir: Kevin S. Bright Written by: Shana Goldberg-Meehan & Scott Silveri
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