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| Episode 1 - [Fyi I Hurt Too] |
| Details : Jack and Jennifer Lopez return from her summer tour to relax but a pushy Karen recruits Jack to help her get Lopez's attention for her newly written song FYI: I Hurt Too. Meanwhile Grace takes out her frustrations over her cheating husband Leo on a beat-up Will. |
| Guest Cast and Crew : Harry Connick Jr. | Jennifer Lopez | Eileen Fogarty | Jason Landau | Writer : David Flebotte | Writer : Alex Herschlag | Director : James Burrows | |
| Air Date : Sep. 16, 2004 |
| Episode 2 - [Back Up Dancer] |
| Details : After Jack is fired as a backup dancer by Jennifer Lopez she gets him an audition with Janet Jackson for her performance tour. Meanwhile Will and Grace try to get back to business as usual and mend Grace's broken heart only to have her come between Will and Vince. |
| Guest Cast and Crew : Steve Ryan | Janet Jackson as Janet Jackson | Bobby Cannavale as Vince | Will Arnett | Andrew Ableson | Director : James Burrows | Writer : Jon Kinnally | Writer : Tracy Poust | |
| Air Date : Sep. 23, 2004 |
| Episode 3 - [One Gay At A Time] |
| Details : Free food lures Grace to an AA meeting where she runs into Val. Meanwhile Jack starts work as a TV executive at a gay network something which Will is not aware of when he comes to the network for an appointment so he can give suggestions. |
| Guest Cast and Crew : Mark Harelik | Molly Shannon as Val Bassett | Mathew Botuchis | Julie Pop | Marcy Goldman | Jodi Fleisher | Director : James Burrows | |
| Air Date : Sep. 30, 2004 |
| Episode 4 - [Company] |
| Details : When Will and Grace meet a stranger named Ned in the elevator Grace accuses Will of being too nice to people he doesn't know. While Grace befriends Ned and invites him to dinner Will makes some nasty remarks about him but they soon discover that Ned's not the best company to keep. Meanwhile Jack is having trouble at his new company because he feels he can't relate to his co-workers after they mock him about his Cher doll. Karen and Rosario lend some much-needed support. |
| Guest Cast and Crew : Stephen Tobolowsky | Mark Harelik | Sam Pancake | Mathew Botuchis | Director : James Burrows | Writer : Bill Wrubel | |
| Air Date : Oct. 07, 2004 |
| Episode 5 - [Key Party] |
| Details : A birthday party for Will (who's 40 going on 37) is an uneasy celebration thanks to a symbolic gift from his new lover that betokens commitment. The strangest present: a nude portrait of Will that's lacking in certain details. |
| Guest Cast and Crew : Tim Bagley | Bobby Cannavale as Vince | Jerry Levine | Kevin Brief | Director : James Burrows | |
| Air Date : Oct. 14, 2004 |
| Episode 6 - [The Newlydreads] |
| Details : Grace and Karen are hired to decorate an apartment of a newlywed couple and they want their place to be all about love. Will Grace and Karen two newly divorced women be able to do the task? Meanwhile a doomed bookstore gets help from Will... sort of. |
| Guest Cast and Crew : Erinn Hayes | Larry Poindexter | Roscoe Lee Browne | Markus Hamilton | Barry Karas | Director : James Burrows | |
| Air Date : Oct. 21, 2004 |
| Episode 7 - [Will And Grace And Vince And Nadine] |
| Details : When Will and Grace invite Vince and Nadine over for a meet-and-greet dinner they find to their horror that their guests are actually polar opposites of themselves. Meanwhile Karen is still angry with Grace and decides to leave the interior design firm when Jack comes to her rescue and hires her to be his new assistant at Out TV. |
| Guest Cast and Crew : Kristin Davis | Mark Harelik | Bobby Cannavale as Vince | Director : James Burrows | |
| Air Date : Nov. 04, 2004 |
| Episode 8 - [Saving Grace Again Part 1] |
| Details : Grace comes home from a great date and listens to a staticy message she's received from Leo. Grace hides the message from Will but when Will learns about it he decides to take Grace to the Berkshires to get her mind off of Leo. Meanwhile Karen and Jack try to set each other up. |
| Guest Cast and Crew : Harry Connick Jr. | Patrick Fabian | Karl T. Wright | John P. Connolly | Christian S. Anderson | Director : James Burrows | Writer : Greg Malins | |
| Air Date : Nov. 11, 2004 |
| Episode 9 - [Saving Grace Again Part 2] |
| Details : The group go on a road trip for Grace's get away weekend -- a weekend devoted to not mentioning the name Leo. Jack and Karen hate the car ride and decide to bail on the plan. Elsewhere when Jack spots Peter a sinfully delicious man who Jack remembers from a cocoa commercial when he was a kid he recruits him to be the new face of Out TV much to the surprise of Rip Taylor who also wants the gig |
| Guest Cast and Crew : Victor Garber | Rip Taylor | John Ducey | Sam Pancake | Deborah Carson | Director : James Burrows | |
| Air Date : Nov. 18, 2004 | Rating ➦ ★★★★★★★★★★ |
| Episode 10 - [Queens For A Day Part 1] |
| Details : When Vince's mother injures her leg and is unable to make her traditional Italian Thanksgiving Will comes to the rescue by offering to make his own special dinner but Vince's mother refuses to give Will any credit. Meanwhile Jack gives Vince's sister Ro a few pointers on a big secret she is keeping from her family and fiancé. Meanwhile Grace and Karen get very cozy with Vince's much younger cousin. |
| Guest Cast and Crew : Josh Keaton | Jamie-Lynn Sigler | Lee Garlington | Bobby Cannavale as Vince | Robert Costanzo | Marissa Matrone | Benjamin Sprunger | Gina Morelli | Director : James Burrows | |
| Air Date : Nov. 25, 2004 |
| Episode 11 - [Queens For A Day Part 2] |
| Details : When Vince's mother injures her leg and is unable to make her traditional Italian Thanksgiving Will comes to the rescue by offering to make his own special dinner but Vince's mother refuses to give Will any credit. Meanwhile Jack gives Vince's sister Ro a few pointers on a big secret she is keeping from her family and fiancé. Meanwhile Grace and Karen get very cozy with Vince's much younger cousin. |
| Guest Cast and Crew : Josh Keaton | Jamie-Lynn Sigler | Lee Garlington | Bobby Cannavale as Vince | Robert Costanzo | Director : James Burrows | |
| Air Date : Nov. 25, 2004 |
| Episode 12 - [Christmas Break] |
| Details : Grace attends a holiday party at Will's mother Marilyn's home and accidentally breaks a treasured Lladro figurine. Will convinces Grace not to tell his mother and to blame the accident on one of the other guests at the party. Elsewhere Karen's stepdaughter Olivia comes to stay for the Christmas holiday. While lunching at the mall they start making fun of people but Karen's remarks are especially mean and Olivia and her friends take offense. |
| Guest Cast and Crew : Ashley Edner | Kari Lizer | Blythe Danner | Hallee Hirsh | Cody Weiant | Helen Geller | Paolo Presta | Director : James Burrows | Writer : Bill Wrubel | |
| Air Date : Dec. 09, 2004 |
| Episode 13 - [Board Games] |
| Details : Scott Woolley an old high school classmate seeks revenge on Karen for ruining his senior year by trying to become president of Walker Inc. After Scott shows a presentation that wows the board he takes control of the company much to Karen's dismay. Meanwhile Jack and Grace take the day off of work to go to the movies. While at the supermarket getting snacks they run into Vince and his co-worker and assume Vince is cheating on Will. |
| Guest Cast and Crew : Jamie Kaler | Jeff Goldblum | Bobby Cannavale as Vince | Will Schaub | Joyce Guy | Eric Cazenave | Director : James Burrows | |
| Air Date : Jan. 06, 2005 |
| Episode 14 - [Partners] |
| Details : Will is up for partner at his law firm. His boss Margot invites the candidates for partner to a dinner at her house where she will ultimately make the final decision. Will who is worried that Vince will ruin his chances of getting the promotion is reluctant to bring him as his date. Grace also attends Margot's dinner party under the pretense that Margot has set her up on a blind date. Once there Grace realizes the blind date is with Margot's husband. Elsewhere Rosario becomes sick and Karen refuses to believe she is really ill. |
| Guest Cast and Crew : Jamie Kaler | Buck Henry | Lily Tomlin | Bobby Cannavale as Vince | Erin Hershey Presley | Rachel Quaintance | Writer : Alex Herschlag | Director : James Burrows | |
| Air Date : Jan. 13, 2005 |
| Episode 15 - [Bully Woolley] |
| Details : Scott Woolley under the alias Haley Joel Osment hires Grace to design his new restaurant under the condition Grace fires Karen from her design firm. Grace later tells Karen about the incident and they realize the man that hired Grace is really Woolley. Grace and Karen decide to trap him in his lie. Meanwhile Jack takes Will out for a boys' night to get his mind off of Vince but ends up abandoning Will at the club. In an effort to make it up to Will Jack takes him out to lunch and tries to ignore everyone around him except Will. The task becomes incredibly difficult once Jack realizes Patti Lupone has entered the restaurant. |
| Guest Cast and Crew : Patti LuPone | Trev Broudy | Jeff Goldblum | Director : James Burrows | Writer : Greg Malins | |
| Air Date : Feb. 03, 2005 |
| Episode 16 - [Dance Cards And Greeting Cards] |
| Details : Grace tries to ignore the greeting card holiday but romantic urges eventually send her into the arms of the enemy -- none other than Nick a hunky greeting card writer. In a dramatic change of events Karen's former nemesis Scott Wooley tries to win her heart by showering her with gifts but Karen's eyes are on larger things -- her new overweight internet date. Elsewhere after dancing with a lesbian couple Will and Jack find comfort in each other's arms for the Valentine's Day spotlight dance. |
| Guest Cast and Crew : Chita Rivera | Michele Lee | Jeff Goldblum | Edward Burns | Leslie Jordan | Director : James Burrows | |
| Air Date : Feb. 10, 2005 |
| Episode 17 - [The Birds And The Bees] |
| Details : Grace drags Will along to keep her in check during her first date with Nick only to leave a heated Will at his table for one. Meanwhile Karen hatches a wild plan to get Jack a date with Aaron the neighborhood bird enthusiast only to ruffle some feathers when things don't quite go as planned. |
| Guest Cast and Crew : Luke Perry | Michael Merton | Edward Burns | Director : James Burrows | |
| Air Date : Feb. 17, 2005 |
| Episode 18 - [The Fabulous Baker Boy] |
| Details : Will agrees to fire Karen's pastry chef until the baker cooks up a delectable love triangle for the three of them. Meanwhile Grace enlists Jack's help in launching boyfriend Nick's career as a television writer but Jack shatters Nick's script-writing dreams. |
| Guest Cast and Crew : Stuart Townsend | Edward Burns | Director : James Burrows | |
| Air Date : Feb. 24, 2005 |
| Episode 19 - [Sour Balls] |
| Details : Jack convinces Will that they need a change of scenery and should buy a vacation home in an up-and-coming gay community. After purchasing a new pad the duo find out that it is not quite the gay getaway they had imagined. Instead Jack landed the two in a blue collar town. Meanwhile Ellen asks Grace to babysit her kids for a day but when Karen wants to get involved Grace epresses her doubts about Karen's ability to take care of children. |
| Guest Cast and Crew : Eric Allan Kramer | Leigh-Allyn Baker as Ellen | Writer : Laura Kightlinger | Director : James Burrows | |
| Air Date : Mar. 17, 2005 |
| Episode 20 - [The Blonde Leading The Blind] |
| Details : When Will convinces Grace to see his therapist Dr. Georgia Keller he becomes increasingly jealous when the two women form an instant friendship. Grace and Will begin to compete fiercely for Georgia's attention -- and a place in her upcoming book. Meanwhile glasses bring Karen to a whole new level of clarity and she becomes overly critical of Jack. |
| Guest Cast and Crew : Phil Morris | Sharon Stone | Director : James Burrows | |
| Air Date : Apr. 21, 2005 |
| Episode 21 - [It's A Dad Dad Dad Dad World] |
| Details : When Grace convinces Karen to accompany her to her father Martin's birthday bash the situation turns awkward when it is just the three of them. Struggling to gain the attention of her seemingly aloof father Grace tags along with him to the golf range in hopes of scoring some quality bonding time. Meanwhile Karen keeps herself entertained with Martin's buddy Burt. Meanwhile excited about the date that Jack has arranged for him Will discovers the true meaning of the phrase blind date. |
| Guest Cast and Crew : Lee Majors | Chris Gartin | Alan Arkin | John Ducey | Debbie Reynolds as Bobbi Adler | Director : James Burrows | |
| Air Date : May. 05, 2005 |
| Episode 22 - [From Queer To Eternity] |
| Details : After a near-death experience in a Jean Boutique Grace decides to write her will and enlists Will's legal expertise to make sure she's fair when bequeathing her money. Grace visits Will's mother to find out how much Will plans to leave her and is shocked by what she finds. Thanks to Grace Will also takes a look at his life and decides it's time to make a life altering career move. Meanwhile Jack and Karen find an imposter teaching Jack's McFarland Method Of Acting. Realizing he needs new material to get back into teaching Jack changes his method to win back his students. |
| Guest Cast and Crew : Stacy Keach | Emily Rutherfurd | Blythe Danner | Director : James Burrows | |
| Air Date : May. 10, 2005 |
| Episode 23 - [Friends With Benefits Part 1] |
| Details : Having quit his job at the law firm Will turns to a career in writing where he catches the eye of Malcolm who claims to have high-profile connections -- but when his writing career fails Malcolm has another job offer for Will. Meanwhile Tom an old flame from college returns to ask Grace to design a hotel that he and his wife just bought -- only to discover that there are still romantic feelings between the two of them. Jack struggles to produce his latest show for OutTV but spoiled child star Randall fails to embody Jack's vision. Under threat of a lawsuit Karen is forced to publicly apologize to Beverly for an embarrassing rumor. |
| Guest Cast and Crew : Alec Baldwin | Seth Green | Bridget Flanery | John Ducey | Eric Stoltz | Leslie Jordan | Director : James Burrows | Writer : Jon Kinnally | Writer : Tracy Poust | |
| Air Date : May. 19, 2005 |
| Episode 24 - [Kiss And Tell Part 2] |
| Details : After his first day Will becomes suspicious of his new job -- especially when he finds himself in an empty office with no co-workers a German shepherd and a Russian-speaking thug. |
| Guest Cast and Crew : Alec Baldwin | Bridget Flanery | John Ducey | Eric Stoltz | Dmitri S. Boudrine | Director : James Burrows | |
| Air Date : May. 19, 2005 |