<Ul> <Li> Lorraine Finster , played by Minnie Driver , is Stan 's mistress . She is a slutty prison cafeteria worker ( and , it is implied , prostitute ) who instantly forms a hatred of Karen . She was Karen 's stepdaughter very briefly ( for about 20 minutes ) when Lyle , her father , marries Karen . Lorraine was unable to attend the wedding due to an aggressive strain of herpes that kept her from flying . According to the episode `` The Accidental Tsuris '' she was raised as a girl , despite being genetically male or perhaps a hermaphrodite . It is implied she was estranged from her father for several years and may have been born out of wedlock . </Li> <Li> Harlin Polk , played by Gary Grubbs , is a major client of Will 's in season one who ultimately fires him . </Li> <Li> Mrs. Freeman , played by Jo Marie Payton , is an executive assistant at Doucette & Stein , her most commonly uttered phrase is `` Mm - hmm '' which is often said with sass . </Li> <Li> Zandra Zoggin , played by Eileen Brennan , is Jack 's crusty acting coach and a chain - smoking former Hollywood star . After Jack takes over her class , Zandra loses her interest in life and ends up in an actor 's retirement village . </Li> <Li> Dr. Jay Markus , played by Tom Skerritt , is Leo 's father and Grace 's eventual father - in - law . She meets him during brunch , thinking he is one of Leo 's `` old friends '' . </Li> <Li> Eleanor Markus , played by Judith Ivey , is Leo 's mother and a noted author of three books on theatre ; she meets Grace during brunch alongside her husband . She also is the first to tell her new daughter - in - law her son 's actual name , Marvin . </Li> <Li> Mr. Stein , played by Gene Wilder , is the senior partner at Will 's firm , an eccentric man who takes a liking to Will . He refers to Will as `` Gay Will , '' but without at first realising that Will is actually gay . He and Karen are attracted to each other , but nothing comes of it . He is away from the office for some time prior to season 5 due to a mental breakdown and subsequent incarceration in a mental facility ; having been referred to in the company letter - head as running `` The London Office '' in his absence . </Li> <Li> Margot , played by Lily Tomlin , is a senior partner at Will 's firm , who apparently takes over after Mr. Stein . She is also quite eccentric and sarcastic . She promotes Will to partner . </Li> <Li> Dorleen , played by Parker Posey , is Jack 's bitchy , chain - smoking boss during his brief tenure at Barneys New York . </Li> <Li> Mr. Zamir , played by Marshall Manesh , is an obnoxious tenant in Will and Grace 's building , with a tendency to take off his shirt and to steal Will and Grace 's newspapers . </Li> <Li> Benji , played by Brian A. Setzer , is Beverley Leslie 's `` business associate '' and boytoy . </Li> <Li> Joanne , played by Emily Rutherfurd , is a student of Zandra 's acting class who becomes a devoted follower of Jack and his `` McFarland method '' . </Li> <Li> Russell , played by Jon Fleming , is a handsome , muscular student of Zandra 's acting class who is often asked by Jack to take his shirt off when Jack is teaching the `` McFarland method '' . </Li> <Li> Julius , played by Neil Vipond , is Bobbi Adler 's close friend and a pianist . </Li> <Li> Gary , played by Jamie Kaler , is Will 's coworker at Doucette and Stein . </Li> <Li> Nurse Sheila , played by Laura Kightlinger , is a rather creepy nurse who works at the sperm bank ( where Will visits , intending to donate sperm to his high - school friend Claire ) . She openly admits she is a whore in season 4 ( when Will and Grace are planning to have a baby together ) , and thereafter seems to appear whenever Will goes into a hospital . She is pregnant in season 8 and attends birth - classes alongside Grace . Her brother , a doctor played by guest - star Jack Black ( Kightlinger 's real - life former boyfriend ) , claims he would be `` tappin
<Ul> <Li> Lorraine Finster , played by Minnie Driver , is Stan 's mistress . She is a slutty prison cafeteria worker ( and , it is implied , prostitute ) who instantly forms a hatred of Karen . She was Karen 's stepdaughter very briefly ( for about 20 minutes ) when Lyle , her father , marries Karen . Lorraine was unable to attend the wedding due to an aggressive strain of herpes that kept her from flying . According to the episode `` The Accidental Tsuris '' she was raised as a girl , despite being genetically male or perhaps a hermaphrodite . It is implied she was estranged from her father for several years and may have been born out of wedlock . </Li> <Li> Harlin Polk , played by Gary Grubbs , is a major client of Will 's in season one who ultimately fires him . </Li> <Li> Mrs. Freeman , played by Jo Marie Payton , is an executive assistant at Doucette & Stein , her most commonly uttered phrase is `` Mm - hmm '' which is often said with sass . </Li> <Li> Zandra Zoggin , played by Eileen Brennan , is Jack 's crusty acting coach and a chain - smoking former Hollywood star . After Jack takes over her class , Zandra loses her interest in life and ends up in an actor 's retirement village . </Li> <Li> Dr. Jay Markus , played by Tom Skerritt , is Leo 's father and Grace 's eventual father - in - law . She meets him during brunch , thinking he is one of Leo 's `` old friends '' . </Li> <Li> Eleanor Markus , played by Judith Ivey , is Leo 's mother and a noted author of three books on theatre ; she meets Grace during brunch alongside her husband . She also is the first to tell her new daughter - in - law her son 's actual name , Marvin . </Li> <Li> Mr. Stein , played by Gene Wilder , is the senior partner at Will 's firm , an eccentric man who takes a liking to Will . He refers to Will as `` Gay Will , '' but without at first realising that Will is actually gay . He and Karen are attracted to each other , but nothing comes of it . He is away from the office for some time prior to season 5 due to a mental breakdown and subsequent incarceration in a mental facility ; having been referred to in the company letter - head as running `` The London Office '' in his absence . </Li> <Li> Margot , played by Lily Tomlin , is a senior partner at Will 's firm , who apparently takes over after Mr. Stein . She is also quite eccentric and sarcastic . She promotes Will to partner . </Li> <Li> Dorleen , played by Parker Posey , is Jack 's bitchy , chain - smoking boss during his brief tenure at Barneys New York . </Li> <Li> Mr. Zamir , played by Marshall Manesh , is an obnoxious tenant in Will and Grace 's building , with a tendency to take off his shirt and to steal Will and Grace 's newspapers . </Li> <Li> Benji , played by Brian A. Setzer , is Beverley Leslie 's `` business associate '' and boytoy . </Li> <Li> Joanne , played by Emily Rutherfurd , is a student of Zandra 's acting class who becomes a devoted follower of Jack and his `` McFarland method '' . </Li> <Li> Russell , played by Jon Fleming , is a handsome , muscular student of Zandra 's acting class who is often asked by Jack to take his shirt off when Jack is teaching the `` McFarland method '' . </Li> <Li> Julius , played by Neil Vipond , is Bobbi Adler 's close friend and a pianist . </Li> <Li> Gary , played by Jamie Kaler , is Will 's coworker at Doucette and Stein . </Li> <Li> Nurse Sheila , played by Laura Kightlinger , is a rather creepy nurse who works at the sperm bank ( where Will visits , intending to donate sperm to his high - school friend Claire ) . She openly admits she is a whore in season 4 ( when Will and Grace are planning to have a baby together ) , and thereafter seems to appear whenever Will goes into a hospital . She is pregnant in season 8 and attends birth - classes alongside Grace . Her brother , a doctor played by guest - star Jack Black ( Kightlinger 's real - life former boyfriend ) , claims he would be `` tappin
who plays will 's boss on will and grace
who plays will 's boss on will and grace
Mr. Stein , played by Gene Wilder , is the senior partner at Will 's firm Margot , played by Lily Tomlin , is a senior partner at Will 's firm
Mr. Stein , played by Gene Wilder , is the senior partner at Will 's firm Margot , played by Lily Tomlin , is a senior partner at Will 's firm