New relationships discomfit Will and Grace. For starters, Karen fixes up Will with her cousin Barry, who, according to his matchmaker, is “”handsome [and] hot.”” So imagine Will’s surpise when…

Grace’s wedding to Leo leaves Will feeling upset over losing his best friend.

After a displaced Karen is booted from her Palace Hotel digs, a sympathetic Will agrees to let her move in with him at least until she turns his apartment into…

On Christmas Eve, Grace is torn when she has only two tickets to “”The Nutcracker”” and can’t take both her best friend Will and new husband Leo, but her back-and-forth…

Gene Wilder plays Mr. Stein, the long-absent senior partner of Will’s firm, who shows up unexpectedly to reassume command. He just might succeed if he weren’t such a frantic, neurotic…

Grace and Leo impetuously take their vows at a Central Park wedding that is a ratings stunt hosted by Today’s Katie Couric. Grace’s pals, especially Will, are hurt that they…

When Grace accompanies Leo to dinner with some “”friends,”” she doesn’t realize that he’s tricked her and instead introduced her to his real parents and she soon regrets her earlier…

While Will and Grace are feuding, Karen and Jack hatch a wobbly plan to patch up their differences about co-parenting a baby by tricking each one into attending the same…

A bicycling adventure tests Will and Grace up in the Catskills with Leo and his pal in a quest for Halloween pumpkins.

After stalking actor Kevin Bacon, Jack lands his dream job when the unsuspecting celebrity hires him as his personal assistant and immediately assigns him to find out who’s been harassing…

After Will and Grace decide to have a baby together, obstacles pile up before them, including a missing specimen sample and bungled insemination efforts that have them teetering between artificial…

After his laptop computer is stolen, Will meets a sociable police detective who takes a special interest in his case as they go undercover – but Will doesn’t know that…

Will expects two friends to arrive in New York to plan a wedding, but when the bride-to-be falls ill, he asks a willing Grace to work with the clueless groom…

Teaching a design seminar challenges Grace; chaperoning Jack’s son occupies Will at the youth’s basketball tourney.

In the aftermath of his parents’ divorce, Will salvages a beloved garden gnome – nicknamed “”Squatsie”” – and proudly plants the childhood relic in his apartment’s community area until Grace…

After Will and Grace move into their expansive new dream apartment, they discover the awful pangs of separation anxiety as they pine for their smaller old digs now happily occupied…

Will presents his newly reconciled parents with a cruise for their anniversary, but their individual secrets ruin his hopes.

Will and Grace feel they need more elbow room, so they search for larger digs and find an exquisite place—despite the efforts of Sandra Bernhard—but to finance the move, they…

Rosie O’Donnell plays Bonnie, a no-nonsense single mom who clashes with Jack over the raising of their son, Elliot, fathered from Jack’s sperm-bank donation. Bonnie’s enraged because Jack had 12-year-old…

Matt Damon makes a guest appearance as a clever charmer named Owen, who’s competing against Jack for a spot in New York’s Gay Men’s Chorus. Truth be told, however, Owen…

Grace is hired as seasonal help to decorate the Christmas display windows of fashionable Barney’s; Will meets a ballet dancer but is too embarrassed to introduce his friends.

Will & Grace try to lure Tina, Will’s dad’s mistress, away from Will’s father by setting her up with another man. Unfortunately the only man available is Will’s gay friend,…

While visiting Karen’s incarcerated husband, Grace re-discovers a handsome high school friend who’s also doing time in prison, and despite Will’s advice, she’s soon dressing up and visiting the inmate…

This episode is also known as “Thanksgiving.” Will and Grace join Jack and Karen in a motor tour of their respective families. (Double-length Episode)

At the gym, Will spies another guy who looks maddeningly familiar, while Jack gets a workout as he keeps repeating one of his nonsensical catchphrases in hopes of seeing it…

Rather than be apart on Thanksgiving Day, Will and Grace join Jack and Karen for a festive holiday motor tour of their respective dysfunctional families, including Grace’s domineering mother as…

During an intimate moment, Nathan pops the question of marriage to Grace but she recoils simply because the situation didn’t fit her childhood fantasy of a proposal. When she realizes…

While a baleful Grace wallows in bed as she grieves over losing her boyfriend Nathan, an enterprising Will tries all his old tricks to spring her from her mattress and…

Will and Grace elect to disagree when it comes to choosing sides during a mayoral election; she supports the female Jewish candidate and he’s voting for the gay nominee. To…

Jack is puffed up with paternal pride as he escorts his long-lost teenaged son Elliot to a junior high school dance but not before he coerces Grace into posing as…

After Stan is arrested for tax evasion, Grace and Karen timidly visit him in prison. Grace is so moved to help her worried friend that she moves right into Karen’s…

In a sneaky ploy to bum a night off from work at Barney’s department store, a conniving Jack plays matchmaker and takes advantage of his geeky female supervisor’s interest in…

The new lawyer in Will’s firm is the same lout who bullied him as a child; Nathan’s birthday flusters Grace, who’s outdone in the gift department by Karen.

Will returns from vacation to discover that Grace’s romantic relationship with neighbor Nathan is humming along. Nathan feels neglected when Will and Grace resume their chummy friendship, complete with their…

An exasperated Grace tries to mediate between a resentful Will and her sloppy, free-spirited boyfriend Nathan when Nathan moves in while Jack is in a royal dither as he plans…

An exasperated Grace tries to mediate between a resentful Will and her sloppy, free-spirited boyfriend Nathan when Nathan moves in while Jack is in a royal dither as he plans…

When Grace learns that an old school mate who she made fun of has died, guilt makes her attend the funeral. Meanwhile, Jack is nominated for a gay cabaret award.

Grace hates herself for her fatal attraction to Nathan and wants to keep her embarrassing romance with him a secret. Likewise, Will prefers to maintain discretion in his relationship with…

Grace’s lousy poker playing leads Will’s friends to ban her from the game, but Grace makes an amazing turnaround to stay in; Karen uses a snippy socialite as a guinea…

When Grace frets that she and Will might drift apart like their similar friends, she impulsively buys an expensive piano which she hopes will cement their mutual bond and love…