NBC Comedy Vault

Grace rejects an ex-boyfriend's suggestion that she participate with him and his girlfriend in a romantic escapade; when she confides in Will and Karen, the conservative Grace considers throwing caution to the wind.

Will is terrified by revelations made to him by a fortuneteller; pop icon Cher encounters her biggest fan, Jack.

A crucial confession highlights Thanksgiving 1985, when college student Grace (Debra Messing) takes boyfriend Will (Eric McCormack) home to meet her family. With Sean Hayes and Megan Mullally.

A crucial confession highlights Thanksgiving 1985, when college student Grace (Debra Messing) takes boyfriend Will (Eric McCormack) home to meet her family. With Sean Hayes and Megan Mullally.

Grace (Debra Messing) has trouble accepting her new beau (guest star Ken Marino) when she learns he has six toes on one of his feet.

Will (Eric McCormack) is bothered when he feels Grace (Debra Messing) is acting more like a nagging wife than a friend.

Will and Grace (Eric McCormack, Debra Messing) pose as millionaires while visiting the townhouse of Sandra Bernhard (guest starring as herself).

Will (Eric McCormack) enlists Grace (Debra Messing) to help him improve his batting skills in hopes of impressing a new friend (guest star Patrick Dempsey).

Will is torn over ending his newfound relationship with Matt, a rising TV sportscaster who is extremely reluctant to let the world know about his sexual preference; he continues to refer to Will as his brother.

Grace (Debra Messing) regrets selling her late uncle's old car to a nun (guest star Ellen DeGeneres) and attempts to get it back.

Grace catches Will's philandering father (Sydney Pollack) on the arm of a glamorous stranger (Lesley Ann Warren).

Grace is shocked when she catches Will's philandering father (Sydney Pollack) on the arm of a glamorous stranger (Lesley Ann Warren).

Grace is smitten when she meets Sumner, the charming and handsome nephew of Karen; Grace's attempts to arrange a date are constantly thwarted when Karen conjures up a litany of lies to dissuade her.

Grace (Debra Messing) ruins Will's (Eric McCormack) weekly poker game; Jack and Karen (Sean Hayes, Megan Mullally) target a plastic surgery guinea pig.

Grace buys a piano in hope of strengthening her friendship with Will.

Grace gives romantic advice to a slovenly neighbor (Woody Harrelson) in hope of reuniting him with his girlfriend so he will move away.

Grace (Debra Messing) attends the funeral of a former high-school classmate whom she used to bully. Guest star: Todd Stashwick.

Grace tries to keep secret her embarrassing romance with a slovenly neighbor (Woody Harrelson); Jack revels in the attention given to him by Grace's eccentric friend (Molly Shannon).

Grace tries to keep the peace between her slovenly boyfriend and a resentful Will; Jack plans to meet his father for the first time.

Grace tries to keep the peace between her slovenly boyfriend and a resentful Will; Jack plans to meet his father for the first time.

Will and Grace (Eric McCormack, Debra Messing) resume their chummy relationship, leaving Nathan (guest star Woody Harrelson) feeling left out in the cold; Jack (Sean Hayes) and his son go school shopping.

Will suffers flashbacks when a childhood bully (Adam Goldberg) is hired by his law firm.

Jack coerces Grace into posing as his son Elliot's date to a school dance.

When Stan is arrested for tax evasion, Grace moves into Karen's apartment to help her worried friend.

Jack sets up unsuspecting Will on a date with a smitten supervisor; Grace and Nathan swap sexual histories.

Nathan's marriage proposal doesn't fulfill Grace's childhood fantasy, and she finds it dispiriting.

Will, Jack and Karen try and rouse a devastated and bedridden Grace after she loses her boyfriend, Nathan.

Will and Grace back different candidates for the upcoming mayoral election.

Will, Grace, Jack and Karen make a day of it as they head to Thanksgiving get-togethers at the houses of their respective families.

Will, Grace, Jack and Karen make a day of it as they head to Thanksgiving get-togethers at the houses of their respective families.

At the gym, Will sees a man (Patrick Breen) who seems familiar, while Jack tries to popularize a new saying.

Grace is hired to decorate the windows at Barney's; Will meets a ballet dancer and is too embarrassed to introduce his friends.

Grace schemes to hook up the mistress (Lesley Ann Warren) of Will's father with another man in order to break up the relationship.

After rediscovering a handsome high-school friend who's doing time, Grace dreams of their life together outside the Big House.

Grace reveals her ex-boyfriend's faults to his bride at the wedding rehearsal; Elliot's mother (Rosie O'Donnell) demands that Jack never see him again.

Jack uses Grace as bait to expose a rival (Matt Damon) as heterosexual in order to secure a spot in a gay men's chorus.

Will and Grace try to find more expansive digs despite the efforts of Sandra Bernhard; Jack stumbles across Karen's lowlife mother (guest star Suzanne Pleshette).

Moving into their new dream apartment makes Will and Grace homesick; Jack tries to reconcile Karen with her grifter mom (guest star Suzanne Pleshette).

Will presents his newly reconciled parents (Sydney Pollack, Blythe Danner) with a cruise for their anniversary, but their individual secrets ruin his hopes.

Will salvages a cherished garden gnome in the aftermath of his parent's divorce; Jack's afraid of being typecast as a straight man.

When Jack works instead of taking his son to a basketball tournament, he learns from Will that he missed his son's first kiss with a girl.

When the bride-to-be gets sick, Will persuades Grace to help plan the wedding for his visiting friends.

A detective (Michael Douglas) helps Will search for his stolen computer; a crazy neighbor (Molly Shannon) opens a business and prospers by stealing Grace's ideas.

Will takes Grace to have her picture taken after he wins a sitting with an eccentric celebrity photographer.

Will wants Grace to be the mother of his baby; Jack and Karen are inspired to pursue their own goals.

Will and Grace vacillate on artificial or natural means of conceiving a baby; Jack receives career advice from his show-business idol, Cher.

Will and Grace vacillate on artificial or natural means of conceiving a baby; Jack receives career advice from his show-business idol, Cher.

A dashing doctor (Harry Connick Jr.) on horseback rescues Grace; Karen debates cheating on her imprisoned husband with hot-blooded suitor Lionel (Rip Torn).

Stalking Kevin Bacon (guest starring as himself) pays off for Jack when he is hired as the actor's personal assistant; Will and Grace pursue parenthood. Harry Connick Jr. and Rip Torn also guest star.