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This list provides descriptions of characters on the NBC situation comedy Will & Grace.

Eric McCormack as Will Truman: Will is a gay man working as a successful corporate lawyer. He studied at Columbia University, which is where he met his best friend, Grace, they act as titular protagonists. Will's personality seems uptight and obsessive. Especially when it comes to cleaning, dressing, and decorating. However, Will does have a very patient and compassionate nature towards those close to him, often to a fault. Will sometimes tries to pass as straight and has at times avoided admitting his sexual orientation to people. Debra Messing as Grace Adler: Grace is an interior decorator with a large personality. She is known for her fondness of food. She has been Will's best friend since college and roommate throughout most of the show. Grace is Jewish but does not practice her religion staunchly. Grace tends to rely heavily on Will for moral and emotional support, and her emotions balance well with Will's uptight nature. Megan Mullally as Karen Walker: Karen is Grace's assistant, tasked with making Grace's designs popular among her socialite acquaintances. She is married to the wealthy (but mostly unseen) Stanley Walker. Because of her husband's wealth, Karen does not actually need a job and it's discovered at some point during the show's run that she hadn't been cashing her paychecks, preferring to 'collect' them instead. She mentions at one point that she only took the job to get herself 'away from Stan and the kids.' Karen is also known for casually downing alcohol and prescription medication, though it is usually played as comedy. Karen is very close to Jack, adores Grace, and throughout the show's run, warms up to Will. Even though she seems to be devoid of manners and social graces, Karen has shown bouts of intelligence: having a working knowledge of business/real estate market economics, a moderate understanding of computers, and a flair for interior design. She is also a certified public notary and an aficionado of various liquors and prescription drugs. Despite this, she is often unaware of her rudeness and thoughtless conduct toward the working and middle classes, often criticizing and mocking what she fails to understand. Sean Hayes as Jack McFarland: Will's close friend since college. Jack is flamboyantly gay, confident, and free spirited, having been so from a young age. He drifts from man to man and changes occupations often. He previously worked as a struggling actor, an acting instructor, a backup dancer for Jennifer Lopez and Janet Jackson, a sales associate at Banana Republic and Barneys New York, a cater waiter, a student nurse, a Junior VP for Out TV, and a host of his own Out TV talk show, called Jack Talk. Jack made four one man shows (called Just Jack, Jack 2000, Jack 2001, and Jack 2002) to showcase his singing/dancing/acting abilities; all attempts having only marginal success. Early on in the show he establishes a close friendship with Karen; the pair often spend time together and orchestrate various pranks. Throughout the series, Jack relies on Will and Karen for financial support, but in the finale of the original series, he inherits Beverley Leslie's money and becomes very rich. His idol is Cher. Gary Grubbs as Harlin Polk (regular season 1; guest season 2): A major client of Will's in season one who ultimately fires him. Shelley Morrison as Rosario Salazar (regular seasons 3–8; recurring seasons 1–2): Karen's maid, and later Jack's wife, then ex wife. Morrison was invited to reprise her role when the series was revived, but declined, having retired from acting. Michael Angarano as Elliot (regular season 4; recurring seasons 3, 5–6, 8; special guest season 9): Jack's son. Shortly after learning of his biological father's death, Jack meets Elliot, his biological son created from sperm Jack donated at the age of 17.

Actor Character Seasons 1 2 3 4 5 6 7 8 9 10 11 Gary Grubbs Harlin PolkPresent Leigh Allyn Baker EllenPresentPresent Tom Gallop RobPresentPresent Steve Paymer StevePresentPresent Debbie Reynolds Bobbi AdlerPresent Molly Shannon Val BassettPresentPresentPresent Gregory Hines Ben DoucettePresent Laura Kightlinger Nurse SheilaPresentPresentPresent Marshall Manesh Mr. ZamirPresent Sydney Pollack George TrumanPresentPresent Michael Angarano ElliottPresentPresent Tim Bagley LarryPresent Woody Harrelson NathanPresent Leslie Jordan Beverley LesliePresent Jerry Levine JoePresentPresent Sara Rue Joyce AdlerPresentPresent Lesley Ann Warren TinaPresentPresentPresent Blythe Danner Marilyn TrumanPresentPresent Eileen Brennan ZandraPresentPresent Charles C. Stevenson Jr. SmittyPresentPresent Rip Torn Lionel BanksPresent Harry Connick, Jr. Dr. Marvin 'Leo' MarkusPresent Minnie Driver Lorraine FinsterPresentPresent Jamie Kaler GaryPresentPresent Emily Rutherfurd JoannePresent Jon Fleming RussellPresent Bobby Cannavale Vince D'AngeloPresent Alec Baldwin Malcolm WidmarkPresent Mathew Botuchis DavePresent Bernadette Peters GinPresent Brian Jordan Alvarez Estefan GloriaPresent David Schwimmer Noah BroaderPresent David Douglas EdwardPresent Matt Bomer McCoy WhitmanPresent

Dr. Marvin "Leo" Markus, portrayed by actor and singer Harry Connick, Jr., is a Jewish doctor and Grace's husband from the fifth season. Leo meets Grace Adler in Central Park while she is on her way to be artificially inseminated with gay best friend Will's baby. After Will finds out that Leo and Grace are dating, they have their biggest fight of the entire series, in which Will tells Grace to move out. Thanks to Jack and Karen's meddling, they forgive each other and Will accepts Grace's relationship. In November 2002, Grace and Leo are married at a spontaneous group ceremony in Central Park, which was supposed to be broadcast on The Today Show. It was later revealed in the storyline that the ceremony was not legal, but the two officially marry at a ceremony soon after. Leo and Grace's relationship was a constant source of tension between Will and Grace, although they eventually achieved a certain accord with each other – Leo even commented to Will at one point that he considered himself essentially married to both of them due to his ability to accept their close relationship. Leo's true first name is Marvin, as revealed by his mother at their wedding reception. According to The Nation Magazine, this was the first time in television history that a Jewish protagonist character had married inside the faith. Grace immediately realizes she does not know as much about Leo as she expected. Their marriage fails after less than two years, when Leo reveals that he had a one night stand while working in Cambodia for Doctors Without Borders. Leo admits his affair to Will first. Will then refuses to help Leo break the news to Grace. After Leo comes clean about his affair, Grace briefly considers continuing their marriage but quickly decides she wants a divorce. Leo reappears during season eight, a little over a year after the divorce in the storyline, in the episode "Love Is in the Airplane." In the episode, he and Grace have a sexual encounter on an airplane after coincidentally ending up on the same flight to London, though Leo was to continue to Thailand. The result is Grace's pregnancy, as discovered in the season eight episode "The Definition of Marriage". A couple of months later Grace meets Leo, with the intention of telling him that she is pregnant with his baby, but he informs her that he is engaged to another woman, Kate. Consequently, Grace decides not to tell Leo about the pregnancy. In the series finale (May 2006) Leo tells a heavily pregnant Grace that he loves her. Leo has a job as a hospital researcher in Rome, Italy, and this is where Grace gives birth. After one year in Rome, Leo and Grace moved back to Brooklyn, New York, where they raise their daughter, Lila, together. 11 years later in season 9 it was revealed that this was part of Karen's dream. Bobbi Adler, Grace's mother, was played by Debbie Reynolds. Bobbi is an actress and singer, although her performances are generally with the Schenectady Players and involve gender changing roles, in plays such as "Death of a Salesperson", "The Music Person" and "Queen Lear". She has a constant desire to meddle in the love lives of her daughters, is the creator of the Adler family "Told you so" dance, and can always be relied upon to have a song for every occasion. She has, in the past, shown a perfect willingness for Will and Grace to get married. It is mentioned in the Season 9 episode "Rosario's Quinceañera" that she died. Martin Adler, Grace's father, played by Alan Arkin and Robert Klein in Season 9. Portrayed by his family as the stereotypical Jewish patriarch, Martin shows genuine affection for Grace, although remarks he has made suggest Joyce is his favorite. He has been known to pinpoint Grace's flaws without looking up from his Kojak and Baretta reruns. Janet Adler, Grace's older sister, is played by Geena Davis and Mary McCormack in Season 9. Janet lives in a van and designs jewelry. Her nickname for Grace is "Smudge". It is once implied that she has difficulties with her mother. In the episode "Lows in the Mid Eighties", Will asks if Grace has another sister named Janet, to which Bobbi, Joyce, and Grace quickly answer "No!" Joyce Adler, Grace's younger sister, is played by Sara Rue. It is suggested that Grace and Joyce had a not too friendly relationship growing up and that Joyce was formerly a binge eater. She is often hostile to Grace, but one word from Will and she tends to giggle and act girlishly; it appears that she, like Grace before her, has a crush on Will. Lila Markus, Grace and Leo's daughter, is played by Maria Thayer. Lila was conceived by Leo and Grace on an aircraft, during a period when her parents were divorced. She was going to be raised by Will and Grace, but her parents remarried shortly before her birth. She appears on screen only during the series finale. Warren, played by Jesse Fremont Allis, is the imaginary son of Grace and Leo in a dream that Grace has during the last episode of season 8. Grace and Will raise 'their' son together.

Vince D'Angelo, played by Bobby Cannavale. An Italian American police officer, Vince first met Will after giving Karen a ticket for speeding and they started dating after the subsequent hearing. Vince was friends with Joe and Larry and began Will's first long term relationship in the series' run. Vince broke up with Will, requesting time alone after repeatedly losing his job. He re encountered Will in season 8 and, during the funeral of Will's father, they acknowledged their mutual feelings, thus rekindling their romance. In the finale, Will and Vince are shown raising a son, Ben, together. 11 years later in season 9 it was revealed that this was part of Karen's dream. He also got remarried in season 9 with Will struggling with Vince moving on. Marilyn Truman, Will's mother, is played by Blythe Danner. A typical WASP, Marilyn regularly drinks, collects Lladró statues and treats them as if they were her children, and puts up with her husband's regular affairs until their ultimate separation. She is not a fan of musical theater – once claiming that Les Misérables was unrealistic because "poor people don't sing that much" – but was impressed with Mamma Mia!. She does not like the jokes Grace and Karen make about Will's sexuality, saying, "Is that a gay joke? I don't like that." George Truman, Will's father, is played by Sydney Pollack. While he and Will have a close loving relationship, of which both Jack and Grace are envious, it is eventually revealed that he had trouble dealing with telling others of his son's sexuality, initially telling his friends Will was married to Grace. He dies in season 8, only days after having a fight with Will in which he admitted that he would rather that Will was not gay. Sam Truman, Will's brother, is played by John Slattery in season one and Steven Weber in season 8. He had a falling out with Will over comments Will made about his wife, but reconciled after he had a one night stand with Grace. He eventually divorced his wife and gained full custody of their two children. Paul Truman, Will's brother, is played by Jon Tenney. Paul never really came to terms with his brother's sexuality and often behaved like a childish bully, belittling and insulting Will. Peggy Truman, Paul's wife and Will's sister in law, is played by Helen Slater. She was only shown in one episode and came off as waspish and suspicious of Grace's friendly behavior towards her own husband. Tina, George's mistress, is played by Lesley Ann Warren. She began a relationship with George while he was still married to Marilyn, but was dismayed to learn that George was then seeing his ex wife behind her back. Ultimately she and Marilyn come to an understanding, that they will share George between them without him knowing what is going on. This arrangement apparently ended not long before George's death. Jordy Truman, Sam's son, and Will's nephew is played by Reed Alexander. Flamboyant Jordan incenses Will since Marilyn is incredibly accepting of him even though she was not at first accepting of Will. His nickname is Jordy. He is perceived to be gay by the other characters, although he is still a child, because of his flamboyant nature, love of show tunes and musicals, along with his general disposition. Casey Truman, Sam's daughter, and Will's niece is played by Kyla Dang. Casey was adopted by Sam and his ex wife. Ben Truman, Will, and Vince's son are played by Ben Newmark. Appearing only during the series finale, Ben was apparently born from a surrogate mother using Will's sperm. Upon going to college, he meets and later marries Grace's daughter, Lila.

Stanley "Stan" Walker, Karen's husband, is a mostly unseen character. Karen is his second wife. He is an obese man and has worn a toupee since his teens. Stan has two children from a previous marriage to a woman named Kathy. Karen fell in love with him in the 1980s but they did not marry until 1995. Stan was jailed for tax evasion in season four and began an affair with a cafeteria worker named Lorraine (played by Minnie Driver), and – after his release in season five – continued the affair, ultimately separating from Karen because of it. He is reported to have died at the end of season five but, at the end of season seven, he reveals to Will that he had faked his own death and is hiding out with the aid of the government. He and Karen reconcile in season 8 but subsequently faced marital difficulties and divorce. Stan's popularity with fast food establishments leads to Pizza Hut taking out a full page ad in the New York Times to congratulate him on his release from prison; Taco Bell also organized a flyover at his funeral. It is revealed in the original series finale that Stan's riches were actually borrowed and that he had no real money of his own, though this and the divorce is disregarded in the 2017 revival as one of Karen's daydreams. Another lengthy divorce occurs in season 10 when Stan discovers that Karen cheated on him with his friend Malcolm Widmark. In the revival finale, Stan asks Karen to take him back, and she realizes that she still loves him. At his direction, she goes to the observation deck of the Statue of Liberty, where they had their first date, but he does not show up. Just as she is about to leave, however, Stan arrives on a helicopter and sends down a note asking her to marry him again. She says yes, and boards the helicopter. Mason Walker, Stan's son, is another unseen character. He is known to Karen as "the fat one". During one episode, Karen visits Mason during a swim try out. She cheers and applauds and has a conversation with him until, in the end, she realizes she has been conversing with the wrong boy and not Mason after all. Olivia Walker, Stan's daughter, is played by Hallee Hirsh (child) and Aya Cash (adult). Although she has had fun times with Karen, such as sticking food to the floor to see how long Mason will spend trying to eat it, she also has problems with her stepmother. Lois Whitley, Karen's mother, played by Suzanne Pleshette. A con artist who used Karen in her early schemes. They had been estranged for several years before they reconciled in season 4, with the help of Jack. Virginia "Ginny" Delaney, Karen's sister, played by Bernadette Peters. In 1963, as a child, she was injured in a brutal game of Twister played with Karen. Barry, Karen's cousin, is played by Dan Futterman. Originally a gay bookish homebody, Karen had Will and Jack bring him out of his shell to become an attractive person whom both Will and Jack fall for. Sylvia Walker, Karen's mother in law, is played by Ellen Albertini Dow. She is a woman that 'strikes fear in her heart facsimile'. A seemingly kind, but homophobic old woman, Sylvia appears in one episode to accompany Will and Jack to a club. In the beginning, neither Will nor Jack wanted to babysit Sylvia, known as "Syl". She had been dumped on them by Karen, who then ditched her. Karen and Syl have a caustic relationship. Sumner, Karen's nephew, is played by Paul Satterfield. Karen tries to keep him from dating Grace in season 3.

Karen Walker's put upon but faithful maid is portrayed by an actress Shelley Morrison. In 1985, Rosario met Karen Walker at a club, while working as a cigarette lady, and went to work for her as a maid, which was where she was working when the series began in 1998. Rosario and Karen are very close, but their relationship is love hate. They are notorious for swapping insults. Rosario is just as feisty as Karen and is one of the few people who manage to go head to head with her. A native of El Salvador, Rosario was a school teacher who received a bachelor's degree in clinical psychology from the University of Texas and who almost got a master's degree. She also attended business school. At some point, she moved to the Bronx, presumably while studying business; however, Karen makes a comment that she bought Rosario from Rosario's parents. While there, she also performed with a then unknown Jennifer Lopez, including a production of "Tea for Two" at the Shalom Retirement Center. At one point, she was also paid to tape pornographic videos for Tommy Lee. Although she had been mentioned by Karen since the pilot episode, Rosario's first appearance was in the season 1 finale. Due to Karen's patronizing tone, we're made to think that Rosario doesn't speak English well. Rosario actually speaks English fluently, albeit with a thick accent, but is an illegal alien. To keep her in the country, Karen has her marry Jack McFarland, her gay friend, to get a green card. The marriage was later terminated at the end of season 2 when Rosario asked for a divorce in order to pursue other romantic interests. However, she maintained a close relationship with Jack (often echoing hers with Karen) and claimed to still think of him as family. In the series finale, Rosario was shown to have lived with Karen and Jack in the years after the show ended, growing older with them and possibly still working for them despite being in a wheelchair (though she states that she is only in the wheelchair due to a sprained ankle). In the series reboot in 2017, Rosario died off camera in Season 9 Episode 6, "Rosario's Quinceañera".

Judith McFarland, Jack's mother, is played by Veronica Cartwright. Despite the obvious clues, Judith did not learn about Jack's sexuality until he was 30. She was impregnated with Jack while at a swinger's costume and pool party. Daniel McFarland, Jack's stepfather, is played by Beau Bridges. Daniel always had trouble relating to Jack, due to his own athleticism and Jack's lack thereof. Despite Jack's statements to the contrary, Daniel is shown to be a caring man who is at least recently trying to reconnect with Jack. Joe Black, Jack's biological father. Never portrayed on screen, Joe was revealed to have attended a swingers costumed pool party during the 60s, where he was dressed as Richard Nixon. During the party he impregnated Judith, who was dressed as the rear end of a horse. He dies several years before Jack discovers that Daniel McFarland is not his biological father. Elliott, Jack's son, is played by Michael Angarano. Shortly after learning of his biological father's death, Jack meets Elliott – his biological son created from sperm Jack donated at the age of 17. He is described by Will as, "Polite, sweet, and kind" which, he says, is the reason Karen initially dislikes him. His relationship with Jack is shown to be very close – Jack noting in one episode that he wants to avoid being the kind of father he had as he always regretted the fact that they never really connected. However, they have a brief rift when Elliott prepares to leave for college during the last season. Bonnie, Elliott's mother, is played by Rosie O'Donnell. Initially, Bonnie did not want Jack to be included in Elliott's life. Bonnie was a lesbian, but was not open about her sexuality to Elliott. She felt jealous that Jack found it easy to be open with Elliott about his sexuality when she did not feel she could be. Estéfan Gloria McFarland, Jack's husband, is played by Brian Jordan Alvarez. Estéfan, a flight attendant, meets Jack in season 9, as a rebound from a recent breakup of Jack's. Throughout season 10, their relationship builds and leads to a marriage in that season's finale.

Rob and Ellen, Will and Grace's close friends, are played by Tom Gallop and Leigh Allyn Baker. Ellen and Grace were best friends since college, as were Rob and Will, and the two couples regularly played charades and other games during dinner parties. Grace also sleeps with Rob in season one when they were both going through break ups and felt emotionally vulnerable, a fact that didn't come up until Rob and Ellen's wedding some years later. The couple did get married, however, and have since had three children, the youngest named Roman (which is the name of Debra Messing's real life son, born in 2004). Rob and Ellen want to separate, so that they could begin dating other people, and they announce their separation at a dinner date with Will and Grace. Grace makes them realize that they had worked at their marriage and they should remain together; and also keenly reminded them that no one else would have them. Rob and Ellen decided to give their marriage another chance. Joe and Larry are Will, Jack and Grace's close friends, and are played by Jerry Levine and Tim Bagley. A gay couple, once party animals, Joe and Larry adopted a baby girl called Hannah in season three. Karen occasionally refers to them as "Mo and Mary", with "Mo" being a play on the word "Homo". Val Bassett, a neighbor of Will and Grace, is played by Molly Shannon. Slightly unstable, and alcoholic, Val originally befriends only Will, until Grace eventually discovers some common interests with her. Both of them still consider her unstable, as does Jack, who found her as an uninvited guest in his bedroom. When Grace accidentally attends an AA meeting, she is seen there by Val, who coerces her to stay. Grace pretends to be an alcoholic for the "free food and therapy". Beverley Leslie, played by Leslie Jordan, is an effeminate and very short "frenemy" of Karen's. Having a wealthy spouse, as Karen does, Karen and Beverley routinely find themselves traveling in the same society circle of the wealthy and elite. Their relationship is that of friends and enemies. Beverley's wife's name is Crystal and is considerably older than he is. His marriage seems to be held together purely out of his love of Crystal's money. Karen, Will, Grace, and Jack see Beverley as a closeted gay man. He is often seen with a younger attractive man named Benji who appears to be his lover, but Beverley tries to pass him off as a "business associate". When Beverley appears on screen he often catches the other characters by surprise. Sometimes his appearance comes after a character says something that could be comically associated with him. For instance, whilst discussing a dessert, Jack says, "I want something small and fruity, with ladyfingers," and Beverley enters. Beverley and Karen often trade insults, as Karen enjoys ridiculing him for his height. Whenever he appears on screen he can usually be heard saying 'Well, well, well' in an effeminate way. Crystal later dies and Beverley inherits the fortune. Some years later Karen's husband Stan loses his fortune, putting Karen's extravagant lifestyle in jeopardy. Beverley presumably spends several more years with Benji after Crystal's death, and then begins seeing a reluctant Jack, who only dated Beverley to support Karen's excessive spending habits, as she had done for him for so many years. During the series finale Beverley is swept off a balcony by a strong gust of wind and dies, leaving his estate in his will to Jack. In the 2017 revival, this is retconned as one of Karen's daydreams, as Beverley shows up alive and well in the same hotel room Karen is staying, and with another younger male lover, coincidentally also named Benji. During a morphine induced stupor, Beverley finally admits to Karen that he is gay and seeks her help coming out to his wife, Crystal, whom it turns out had survived her death, coming back to life during her burial, with Beverley wishing he had cremated her. Karen agrees to help, but is frustrated when Beverley reneges on the deal, claiming to have no memory of his "confession". As payback, Karen subjects Beverley to a night of unwanted torrid lovemaking by Crystal. Rory, Toby, and Josh are friends of Jack who are never seen, but mentioned in various episodes. Early in Season 3, Rory is mentioned as being into Asian men. In Season 4 Josh, Toby, and Jack watch a video of Will freezing up on camera talking about Stanley Walker, but Josh and Toby leave before Will gets home, mainly because Jack ran out of wine.

Nathan, played by Woody Harrelson. Nathan is Grace's neighbor in season 3, who becomes her boyfriend. They appear to be a good match, but early in Season 4 he abruptly proposes to her during sex and she becomes distraught at the unromantic nature of his proposal, forcing him to take it back and ask again in a more romantic way. For several days they are awkward around each other and, fearing that their relationship is over, Grace proposes to Nathan who reluctantly refuses and breaks up with her. Ben Doucette, played by Gregory Hines, is introduced in mid season 2. Grace sues him after he violates her contract of employment, firing her without reimbursement for expenses she incurred while decorating his house. Although at first he played Grace and Will, who was representing her, he eventually gave her the money voluntarily and hired Will to work at his renowned law firm. Grace and he disliked each other for the rest of the season, until the season finale when Ben showed her his more humane face, when Will invited him to dine with them. They then started a happy, semi monogamous relationship that lasted for roughly six months, until they broke up early in Season 3 when they realized that they were not in love. Josh, played by Corey Parker. A sweet, romantic New Age y man whom Grace dates in season 2. Grace often has issues with him being far too affectionate and nice, to the point of being obnoxious. The two broke up because Jack confessed that he had slept with him. Nick, played by Edward Burns. A greetings card writer who falls for Grace when he meets her one Valentine's Day in season 7, after her divorce from Leo. Nick is the first guy Grace starts dating after her divorce with Leo. They decide to break up when he has to go out of the country to work on a screenplay he wrote. Tom Cassidy, played by Eric Stoltz. An old friend of Grace's, now married, with whom she reunited briefly at the end of season 7. He asks her to help design his and his wife's hotel, yet she still feels chemistry with him and kisses him. She nearly takes it further, but feels guilty and breaks it off with him at the beginning of season 8. Danny, played by Tom Verica, Grace's long term boyfriend from roughly 1995–1998, whom she nearly marries in the pilot episode. She realizes, after Will advised her against the marriage, that Danny was too immature for her, and practically leaves him at the altar. They reunite at the end of season 1, much to Will's dismay. Yet again Grace decides that she does not love him and, after roughly a week (one episode), Grace breaks up with him off screen. Mark, played by Ken Marino, is another of Grace's partners in Season 3, "Three's a Crowd, Six is a Freakshow". She dumps him because he has six toes on one foot, although the actual sixth toe was not seen in the episode. Noah Broader, played by David Schwimmer, is a Twitter based critic known as the West Side Curmudgeon, who Grace encounters at the start of season 10. A relationship deepens, as she moves in with Noah within the season. Will later voices concerns about Grace's relationship compromises being one sided, and the couple part ways amid plans for Jack and Estefan's wedding.

Barry, played by Dan Futterman. Karen sets up her hopeless cousin Barry with Will, shortly after he comes out. Will and Jack soon undertake a Pygmalion esque attempt at turning Barry into a more confident gay man, ending when Will falls for Barry though Barry wants to play around before settling down. James Hanson, played by Taye Diggs. Will meets James at a Manhattan theater and the two have an immediate connection. He later runs into James while on a trip to Los Angeles. James has recently discovered he is going to be deported back to Canada. Grace agreed to marry James so that he can acquire a green card in order to remain in the United States, thus giving James and Will's relationship a chance. However, Will soon discovers James was not who he thought he was, as James began showing himself to be self centered. Will requests that Grace annul their marriage. Matthew, played by Patrick Dempsey, is a sports reporter Will meets at a Banana Republic store while trying to help Jack woo him. Jack and Matt have little in common and Will instead finds himself in a relationship with him. They date for a while but Matt's refusal to come out leads to their break up. Scott, played by Branden Williams, is Will's 23 year old date in two episodes in season 3, and works at a local video rental shop. Although they get along well together, Will feels self conscious about dating Scott, who is quite a bit younger than he is. Will agrees to break it off with Scott if Grace agrees to dump Nathan. Grace agrees and Will breaks up with Scott, though Grace keeps on seeing Nathan. Diane, played by Mira Sorvino & Lisa Borgnes, is a woman with whom Will has a drunken one night stand in order to convince himself he was 100% gay after leaving Grace. Diane is also one of Leo's exes. Both of these facts make Grace very jealous. Diane states that Will is much better in bed than Leo. Diane was shown briefly (though she had no lines) in the season 3 episode titled "Lows In the Mid Eighties", but was played by a writer's assistant, Lisa Borgnes. Claire, played by Megyn Price, is Will's high school friend and girlfriend, the first of the only two women Will has ever dated, the second being Grace. She lives in Paris and asks Will to donate sperm so that she can have a baby, but Will realizes that if he was going to donate sperm he wanted to donate it to Grace. Michael, played by Chris Potter in season 2 and Cheyenne Jackson in season 9, is a mostly unseen character and is Will's lover of seven years. When the sitcom first appeared, he and Michael had recently broken up. Michael appears in the episode "Hey La, Hey La, My Ex Boyfriend's Back", which aired on March 14, 2000. He is mentioned occasionally by Will and Grace, and more than once Will refers to him as the love of his life. In the early seasons of the show Will has a hard time letting him go. He and Will begin dating again in season 9, but Will ends it when Michael asks for money. McCoy Whitman, played by Matt Bomer, is a TV anchor Will initially tries to date early in season 10, only to find McCoy's taste in men to be shallow. The two connect again later in the season, with Jack's assistance, and develop a long distance relationship as McCoy accepts a foreign correspondent position in London. After an engagement and talk of raising a child, McCoy says he is not ready to have children and the couple's relationship ends in season 11. In the series finale, McCoy changes his mind about children and he and Will get back together.

Lyle Finster, played by John Cleese. Lyle is the father of Stan's mistress, Lorraine. He becomes Karen's fourth husband for about 20 minutes until the couple realize how little they had in common outside of the bedroom. Scott Woolley, played by Jeff Goldblum. Woolley is the man who lost to Karen for Student Body President and has spent his life hatching schemes to ruin her. Sadly, his schemes are often poorly thought out and eventually Grace realises that he does not hate Karen, he loves her. However, his attempts to woo her are as misguided as his previous ones. Woolley also has a dreadful sense of word play (e. g., "The Scotty Mammoth", "Beam me up, Woolley"). He also changes his first name when using an alias, whereas most people change their last names. Lionel Banks, played by Rip Torn. Banks is a bachelor who falls for Karen, under her alias Anastasia Beaverhausen, while Stan is in jail and tempts her into having an affair. Malcolm Widmark, played by Alec Baldwin. Malcolm is a government agent who helps Stan fake his death. He has a brief relationship with Karen before she reconciles with Stan, and Malcolm goes on a government mission to Sri Lanka. Malcolm reappears in the final two episodes of season 9, where it is revealed that he and Karen go on a rendezvous trip every year. However, Malcolm is very tired of having to hide from Stan and pressures Karen into deciding between him and Stan. Though she is reluctant to change their situation and despite both of them being tempted to give in to each other, Karen decides to stay with Stan and she and Malcolm share an awkward goodbye. In the beginning of season 10, Malcolm confesses the affair to Stan in hopes of starting a relationship with Karen again, but when Karen finds out about this, she slaps Malcolm and tells him to leave her alone for good. Later in the season, Malcolm reappears at Karen's and Grace's office, hoping to win Karen back, but she is still angry at him and Grace is forced to be a mediator between them. Grace manages to convince Karen to forgive Malcolm and they decide to take things slow. However, when she feels that Malcolm is not putting as much effort into their relationship as she is, she breaks up with him. Nikki, played by Samira Wiley. Nikki is a lesbian who works in the office above Grace Adler Designs in season 10. During a snowstorm, Karen confides in Nikki when she feels that Malcolm is not putting as much effort into their relationship as she is, and Nikki tells her she needs someone to take care of her. They then become lovers and Karen begins to question changing her sexuality. Ultimately in the season 10 finale, she announces herself as straight and breaks things off with Nikki, after realizing how lost she has become since her divorce from Stan.

Stuart Lamarack, played by Dave Foley, is a client of Will's who becomes Jack's longest relationship, until Jack cheats on him. Drew, played by Ryan Pinkston, is a police officer, Vince's co worker and Jack's boyfriend for the second half of season 9. Jack meets him at Vince D’Angelo's wedding in “The Wedding”. As Drew is the only cop at the wedding whose favourite show is “This is Us”, Jack concludes he must be gay and sleeps with him. This turns out to be the first gay experience for the formerly straight Drew, who reveals he is married, tells Jack he loves him and then introduces him to his wife Angela. Jack is annoyed at that revelation, but later comes to relish it and he and Drew go at it in the bathroom. In the next episode, Jack and Drew start seeing each other secretly and Jack, nervous about screwing things up too soon, advises a reluctant Drew to hold off on coming out to Angela for the time being. He even supports the alibi of them being just guy friends by having Karen pose as his wife. However, Karen, reminded of her mother's unhappiness in her marriage, outs both Jack and Drew in front of Angela, who is surprisingly supportive and arranges a coming out party for Drew, much to Jack's distress. Jack admits to Drew that he fears missing out on other great men in his life, but when Karen reminds him of his fear of being old and lonely, which is even worse, he decides to give Drew another chance. In “One Job”, after two months of dating, Drew breaks up with Jack, admitting he is not ready for a serious commitment at the moment and wants to see other people. Jack is devastated at the breakup, as he realises that he is now ready to settle down with someone. Drew reappears in the season 10 episode "Conscious Coupling" when he rescues Jack from an elevator stuck in a snowstorm. He admits that he has regretted breaking up with Jack and wants to give their relationship another chance. However, Jack tells Drew that he is engaged and although both are tempted to have a one night stand in the elevator, Jack refuses to cheat on his fiancé, whom he is now in love with, and tells Drew that they both need to move on. Jack has countless short term lovers over the course of the series (and presumably long before and after the events of the original run), although most are never mentioned by name, or mentioned at all; it is constantly assumed, and not always stated, that he has multiple boyfriends in every episode. Due to Jack's promiscuity, and his habit of forgetting his boyfriends' names, it would be literally impossible to list all of his love interests over the course of the show. Will jokes that if he was to avoid every man that Jack has ever slept with, "that would leave [him] with women." Grace jokes that if everyone stopped working for every man that broke his heart "the city would shut down." Jack also comments that he goes on thousands of dates a year.