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| 171 :08x01 - Alive & Schticking (Sep/29/2005) | | The eighth-season opener, broadcast live twice, centers on Karen, who's unaware that her presumed-dead spouse--the never seen Stan--is actually alive. Her friends are reluctant to tell her because she's now involved with the enigmatic Malcolm | | Guest Stars: Alec Baldwin as Malcolm Widmark | Director: James Burrows (1) Writer: Bill Wrubel | | | | | | | | | |
| 174 :08x04 - Steams Like Old Times (Oct/20/2005) | | Karen is finally forced to come to terms with her feelings for her presumed-dead husband when Jack surprisingly tells her he thinks she belongs with Stanley, not Malcolm. Karen is adamant that she will never forgive Stan and wants nothing to do with him--until Malcolm informs her that Stan has given her to him without a fight. Meanwhile, the new, charitable Will begins doting on the elderly Clyde and invites him to the Tenth Anniversary Game Night Spectacular, much to Grace's dislike. He is worried that he will end up like Clyde one day--a lonely old gay, but it turns out that the old man and Will don't have as much in common as originally thought. | | Guest Stars: Alec Baldwin as Malcolm Widmark, Tim Bagley as Larry, Leigh-Allyn Baker as Ellen, Richard Chamberlain (1) as Clyde | Director: James Burrows (1) Writer: Gail Lerner | | | |
| 175 :08x05 - The Hole Truth (Nov/03/2005) | | The day before Will's charity auction and carnival, Jack meets and begins dating Baby Glenn, who is still riding his fifteen minutes of fame from when he got trapped in a hole for three days in the eighties. The two "celebrities" agree to be auctioned off for charity -- Baby Glenn's fans spend over a thousand dollars, but Jack begins to question his own notoriety when no one bids on him. Meanwhile, Karen just can't force herself to break up with Malcolm, so to soften the blow she recruits Grace to be his date to the carnival. But Grace can't stand his weird quirks and clingy personality and finally makes Karen confront him. | | Guest Stars: Emil Beheshti as Mike, Christopher Herzberger as Dan, Jason Biggs as Baby Glenn, Alec Baldwin as Malcolm Widmark | Director: James Burrows (1) Writer: Sally Bradford | | | |
| 176 :08x06 - Love Is In The Airplace (Nov/10/2005) | | While en route to London for the weekend, Will and Grace spot Grace's ex-husband Leo on their flight. Will charms a pair of gay flight attendants, who also happen to be dating, so he can smuggle Grace into first class to talk to Leo. Back in New York, Jack tries to reunite Karen and Rosario, but this proves difficult when their stubbornness outweighs his good intentions. Also complicating matters is Karen's new manipulative maid Leni, who is not anxious to give up her comfortable new job. | | Guest Stars: Harry Connick, Jr. as Dr. Leo Markus, Millicent Martin as Leni, Stephen Spinella as Bret, Jim Rash as Brent, Kristina Krofft as Female Passenger, James Huang as Male Passenger | Director: James Burrows (1) Writer: Tracy Poust, Jon Kinnally | | | |
| 177 :08x07 - Birds Of A Feather Boa (Nov/17/2005) | | When Jack decides on a whim to move, Will is excited at the thought of helping him look for a place. After becoming involved in a cause to save two gay penguins from being separated at the zoo, Will starts to think closely about his dear friendship with Jack and what it would mean if he no longer lived next door. Meanwhile, during an afternoon of shopping, Karen and Grace bump into pretentious socialite Beverley Leslie, who invites the two ladies to attend his recently deceased wife's memorial "celebration." When Grace decides to try on one of the dead wife's rare dresses before the ceremony, she experiences a "wardrobe malfunction," which she must try to conceal. | | Guest Stars: Traci Lords as Rose, Brian A. Setzer (1) as Benji, Leslie Jordan as Beverley Leslie | Director: James Burrows (1) Writer: Abraham Higginbotham | | | |
| 178 :08x08 - Swish Out Of Water (Nov/24/2005) | | Grace finds it impossible to put up with her mother Bobbi's constant nitpicking, so Jack takes it upon himself to help her because, according to him, no one knows how to be a good daughter better than a gay son. Jack subjects her to a barrage of Bobbi-esque insults until Grace finally learns what her mother really means underneath her harsh words. Meanwhile, Will's first case at the Coalition for Justice is about tenants' rights, and the slumlord turns out to be none other than Karen. | | Guest Stars: Debbie Reynolds as Bobbi Adler, Sunkrish Bala as Gerald, Gil Smith as Policeman, Julia Vera as Concepcion | Director: James Burrows (1) Writer: Kirk J. Rudell | | | |
| 179 :08x09 - A Little Christmas Queer (Dec/08/2005) | | While spending the holidays at Will's mother Marilyn's house, Grace gets cozy with Will's brother and old flame Sam. Sam's adopted daughter finds a fan in Karen, who is intrigued by the little girl. Meanwhile, Jack helps Will's clearly gay ten-year-old nephew organize and perform a Christmas show, which Marilyn is thrilled about. Will is silently fuming, however, as Marilyn is much more tolerant of the young boy than she ever was of her own son. | | Guest Stars: Kyla Dang as Courtney "Casey" Truman, Reed Alexander as Jordan Truman, Steven Weber as Sam Truman, Blythe Danner as Marilyn Truman | Director: James Burrows (1) Writer: Jamie Rhonheimer | | | |
| 180 :08x10 - Von Trapped (Jan/05/2006) | | The "Sound of Music Sing-Along" has come to town and no one is more excited than Grace. She plans for her and Will to attend the musical in character-like style by dressing up in costumes. However, her presumed-to-be fun night turns into a disaster when she ends up babysitting a group of children and Will accidentally goes to the wrong theater becoming further detained by James, a handsome man he meets. Meanwhile, Karen and Jack try to flee when she gets in trouble with the theater's manager, who blocks off the exits, trapping everyone inside and forcing them to plot their escape. | | Guest Stars: Nick Nervies as Boy, Julie Fleischer as Mom #3, Candy Ford as Mom #2, Jennie Fahn as Mom #1, Gigi Goff as Gina, Jennette McCurdy as Lisa, Steven Petrarca as Ralph, Taye Diggs as James Hansen | Director: James Burrows (1) Writer: Gail Lerner | | | | | | |
| 182 :08x12 - Forbidden Fruit (Jan/19/2006) | | Grace is concerned and confused when Will so adamantly insists that she turn down her job offer from his former boss Margot, who has asked Grace to redecorate the law firm. When she takes the job after telling Will that she wouldn't, Grace learns some startling news that he has been hiding from her. Meanwhile, Jack discovers Karen's softer side when he finally sees what's inside the "forbidden room" at the Walker mansion. | | Guest Stars: Lily Tomlin as Margot, Jamie Kaler as Gary, Keeshan Giles as Hector (Counter Man) | Director: James Burrows (1) Writer: Janis Hirsch | | | |
| 183 :08x13 - Cop To It (Jan/26/2006) | | Will and Grace dread a dinner date with married friends Rob and Ellen who likely called the meeting to announce Ellen is pregnant yet again, but when the couple reveals that they are separated and loving it, Grace gets depressed She's quickly distracted however when Will's cop ex-boyfriend, Vince pproaches their table as their server Ignoring Rob and Ellen's big news, Will and Grace discuss how Vince must have gone off the deep end and quit the force after splitting with Will, and Vince's request to switch table assignments seems to confirm their thoughts Elsewhere, Jack decides he needs to spice up "JackTalk" by pulling an Oprah and helping his fan, Tommy Shields, come out of the closet Jack and Karen setup a bowling alley meeting with Tommy when Karen is recruited to join a woman's league game as an emergency fill-in . | | Guest Stars: Heather McPhaul as Rhonda, Kyle Bornheimer as Waiter, Trisha Simmons as Woman, Zach Bostrom as Josh Shields, Matt Huhn (1) as Man, Casey Williams as Jean, Andy Umberger as Captain, Mathew Botuchis as Dave, Robert Michael Morris (2) as Tommy Shields, Tom Gallop as Rob, Leigh-Allyn Baker as Ellen, Bobby Cannavale as Vince D'Angelo | Director: James Burrows (1) Writer: Sally Bradford | | | | | | | | | |
| 186 :08x16 - Grace Expectations (Mar/16/2006) | | A nervous but optimistic Grace decides it's finally time to tell Leo she is pregnant with his child, but when she finally works up enough courage to actually meet her ex-husband she receives some unexpected news Meanwhile, Will is settling in comfortably with James until he reveals a side of himself unknown to Will And as Jack attempts to document every moment of Grace's pregnancy for his talk show, Karen sulks alone, jealous over the good fortunes of her friends. | | Guest Stars: Jennifer DeMille as Woman #1, Brooke Baumer as Woman, Taye Diggs as James Hansen, Harry Connick, Jr. as Dr. Leo Markus | Director: James Burrows (1) Writer: Janis Hirsch | | | | | | |
| 188 :08x18 - Buy, Buy Baby (Mar/30/2006) | | After a large corporation takes over OutTV, Jack's talk show "JackTalk" is completely revamped. An immediate change comes when the new conservative owners hire Amber-Louise as "JackTalk's" new co-host. While Jack is deciding whether or not he'll stand up to his new bosses. Meanwhilea, after seeing Grace so happy about her pregnancy, Karen decides she wants a baby of her own and offers to pay a make-up lady, Cricket, to carry one for her. | | Guest Stars: Matt Crabtree as Stage Manager, Mathew Botuchis as Dave, John Ducey as Jamie, George Takei as Himself, Wanda Sykes as Cricket, Britney Spears as Amber-Louise | Director: James Burrows (1) Writer: Kirk J. Rudell | | | |
| 189 :08x19 - Blanket Apology (Apr/06/2006) | | After losing his job as the host of "JackTalk," Jack vows never to return to acting. An unrelenting Karen, however, will not let Jack give up on his passion and decides to do whatever it takes to get Jack to an audition. Meanwhile, Grace accompanies Will to dinner at his parents' home, but a simple dinner soon turns into a showdown between Will and his father when his dad decides to give Grace's unborn child Will's cherished baby blanket. | | Guest Stars: Tim Hayward as Guy, Brooke Baumer as Alex, Blythe Danner as Marilyn Truman, Eileen Brennan as Zandra, Sydney Pollack as George Truman | Director: James Burrows (1) Writer: James Lecesne | | | |
| 190 :08x20 - The Mourning Son (Apr/27/2006) | | Friends and family gather for the funeral of Will's father. During the reception everyone shares with Will fond last memories of his father, while Will's last memory of his father is not as pleasant. As he tries to come to terms with their last fight, Marilyn helps him realize the changes he must make in his life. Will's ex-boyfriend Vince also attends the funeral service. Meanwhile, Grace attempts to comfort the grieving younger members of the family and begins to doubt her ability to be a good mother. | | Guest Stars: Kyla Dang as Courtney "Casey" Truman, Reed Alexander as Jordan Truman, Jerry Levine (2) as Joe, Tim Bagley as Larry, Tom Gallop as Rob, Leigh-Allyn Baker as Ellen, Steven Weber as Sam Truman, Lesley Ann Warren as Tina, Bobby Cannavale as Vince D'Angelo, Blythe Danner as Marilyn Truman | Director: James Burrows (1) Writer: Jamie Rhonheimer | | | |
| 191 :08x21 - Partners 'N' Crime (May/04/2006) | | Will and Grace begin attending childbirth classes in preparation for the baby, but as Will and Vince take another chance at their relationship together, Grace starts to doubt whether Will is up for raising a child with her. Meanwhile, Karen looks to Jack for comfort as her marriage with Stan hits a bumpy road but finds that Jack is a little preoccupied with his new television show. | | Guest Stars: Dan Wells (1) as Mike, Hugh Davidson as Dan, Carol Leifer as Nancy, Ayda Field as Barbara, Christina Moore (1) as Kitty, Paris Barclay as Director, Laura Kightlinger as Nurse Shelia, Bobby Cannavale as Vince D'Angelo | Director: James Burrows (1) Writer: Josh Silberman, Zack Slovinsky | | | |
| 192 :08x22 - Whatever Happened To Baby Gin? (May/11/2006) | | Just as Will and Grace are settling into the idea of raising the baby together, Will's boyfriend Vince surprises him with an announcement that will ultimately lead Will to choose between his commitment to Grace and his relationship with Vince. Meanwhile, Karen shocks everyone when she announces that she has a sister, Gin, who was injured as a child during a game of Twister. Jack, on the other hand, is comforted by a man after a devastating discovery when his new show "The Badge" premieres. | | Guest Stars: Charles C. Stevenson, Jr. (1) as Smitty, Josh Lucas as Himself, Bernadette Peters as Virginia, Bobby Cannavale as Vince D'Angelo | Director: James Burrows (1) Writer: Tracy Poust, Jon Kinnally, Gary Janetti | | | | | | | | | | | | |
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