When Will and Grace meet a stranger named Ned in the elevator, Grace accuses Will of being too nice to people he doesn't know. While Grace befriends Ned and invites him to dinner, Will makes some nasty remarks about him, but they soon discover that Ned's not the best company to keep. Meanwhile, Jack is having trouble at his new company because he feels he can't relate to his co-workers after they mock him about his Cher doll. Karen and Rosario lend some much-needed support.

The episode was rated 7.48 from 160 votes.

Grace is excited to meet Will's best friend from high school until she learns that the woman has made a request: to be implanted with Will's sperm. Now Grace has to confront Will about Will being her "backup."

The episode was rated 7.48 from 214 votes.

Enjoying the success of their new business venture, entrepreneurs Will and Grace help their apartment buyers Jack and Stuart settle into their new life under one roof. However, when Grace receives a higher offer on the apartment, the "friendly flippers" attempt to break up the happy couple by encouraging Jack's cold feet as they see a chance to make a quick buck. Meanwhile, Karen demands that Lyle finally discipline his unruly daughter Lorraine, nearly shattering the couple's budding romance.

The episode was rated 7.48 from 149 votes.

Grace and her neighbor give their romance another shot. However, an embarrassing incident puts Grace's relationship, and her dignity, in jeopardy. Will decides it's time for Jack to grow up and cuts him off financially.

The episode was rated 7.47 from 217 votes.

Will and Grace both falter when their political beliefs are put to the test; and Jack and Karen help them hide their secret shame from each other, but the truth finally comes out.

The episode was rated 7.46 from 1634 votes.

Grace is smitten when she meets Sumner, Karen's charming and handsome nephew, but Grace's attempts to arrange a date are constantly thwarted when Karen conjures up a litany of lies to dissuade her. Meanwhile, Will tries to terminate his dead-end relationship with a needy nebbish, but postpones the dramatic moment because he's so infatuated with the guy's lovable doggie, Pepper.

The episode was rated 7.46 from 190 votes.

Will claims living with Grace is like Ricky living with Lucy. When Karen and Jack hear this, they each claim that they are the Lucy of the group. Grace, Karen and Jack each imagine themselves as Lucy, with Will as the Ricky to all of them.

The episode was rated 7.41 from 201 votes.

When Rob and Ellen ask Will and Grace to be the best man and maid of honor at their wedding, Grace's sexy past with the groom is exposed when Ellen learns at her bachelorette party that Grace once slept with Rob. Meanwhile, Jack is confused by his reaction to the entertainment at Rob's bachelor party.

The episode was rated 7.38 from 213 votes.

When Grace returns back to New York for her mother's birthday, Will tries to coerce her into staying in town a bit longer so the two can spend some quality time together. Meanwhile, Jack struggles with his new nursing teacher, Nurse Carver so Karen threatens her into letting Jack skip class and still make the grade. But, to everyone's surprise Jack discovers that he really misses nursing school and learning.

The episode was rated 7.32 from 170 votes.

Grace is apoplectic when she catches Will's philandering father on the arm of a glamorous stranger, but she gets even more worked up when she tells Will -- and he's happy living with denial. Speaking of cheaters, Karen misunderstands Grace and suddenly suspects that her husband Stan is having an affair, so she sets out to even the score.

The episode was rated 7.28 from 131 votes.