A birthday party for Will (who's 40 going on 37) is an uneasy celebration, thanks to a symbolic gift from his new lover that betokens commitment. The strangest present: a nude portrait of Will that's lacking in certain details.

The episode was rated 7.66 from 161 votes.

Having quit his job at the law firm, Will turns to a career in writing where he catches the eye of Malcolm, who claims to have high-profile connections -- but when his writing career fails, Malcolm has another job offer for Will. Meanwhile, Tom, an old flame from college, returns to ask Grace to design a hotel that he and his wife just bought -- only to discover that there are still romantic feelings between the two of them. Jack struggles to produce his latest show for OutTV, but spoiled child star Randall fails to embody Jack's vision. Under threat of a lawsuit, Karen is forced to publicly apologize to Beverly for an embarrassing rumor.

The episode was rated 7.66 from 157 votes.

Will is up for partner at his law firm. His boss, Margot, invites the candidates for partner to a dinner at her house, where she will ultimately make the final decision. Will, who is worried that Vince will ruin his chances of getting the promotion, is reluctant to bring him as his date. Grace also attends Margot's dinner party under the pretense that Margot has set her up on a blind date. Once there, Grace realizes the blind date is with Margot's husband. Elsewhere, Rosario becomes sick and Karen refuses to believe she is really ill.

The episode was rated 7.69 from 159 votes.

After a near-death experience in a Jean Boutique, Grace decides to write her will and enlists Will's legal expertise to make sure she's fair when bequeathing her money. Grace visits Will's mother to find out how much Will plans to leave her and is shocked by what she finds. Thanks to Grace, Will also takes a look at his life and decides it's time to make a life altering career move. Meanwhile, Jack and Karen find an imposter teaching Jack's "McFarland Method Of Acting." Realizing he needs new material to get back into teaching, Jack changes his method to win back his students.

The episode was rated 7.69 from 153 votes.

Jack convinces Will that they need a change of scenery and should buy a vacation home in an up-and-coming gay community. After purchasing a new pad, the duo find out that it is not quite the gay getaway they had imagined. Instead, Jack landed the two in a blue collar town. Meanwhile, Ellen asks Grace to babysit her kids for a day, but when Karen wants to get involved, Grace epresses her doubts about Karen's ability to take care of children.

The episode was rated 7.70 from 144 votes.

Grace drags Will along to keep her in check during her first date with Nick only to leave a heated Will at his table for one. Meanwhile, Karen hatches a wild plan to get Jack a date with Aaron, the neighborhood bird enthusiast, only to ruffle some feathers when things don't quite go as planned.

The episode was rated 7.70 from 148 votes.

Will agrees to fire Karen's pastry chef until the baker cooks up a delectable love triangle for the three of them. Meanwhile, Grace enlists Jack's help in launching boyfriend Nick's career as a television writer but Jack shatters Nick's script-writing dreams.

The episode was rated 7.70 from 166 votes.

After his first day, Will becomes suspicious of his new job -- especially when he finds himself in an empty office with no co-workers, a German shepherd and a Russian-speaking thug.

The episode was rated 7.71 from 146 votes.

Grace comes home from a great date and listens to a staticy message she's received from Leo. Grace hides the message from Will, but when Will learns about it, he decides to take Grace to the Berkshires to get her mind off of Leo. Meanwhile, Karen and Jack try to set each other up.

The episode was rated 7.71 from 163 votes.

When Will convinces Grace to see his therapist, Dr. Georgia Keller, he becomes increasingly jealous when the two women form an instant friendship. Grace and Will begin to compete fiercely for Georgia's attention -- and a place in her upcoming book. Meanwhile, glasses bring Karen to a whole new level of clarity and she becomes overly critical of Jack.

The episode was rated 7.72 from 145 votes.

Grace tries to ignore the greeting card holiday but romantic urges eventually send her into the arms of the enemy -- none other than Nick, a hunky greeting card writer. In a dramatic change of events, Karen's former nemesis Scott Wooley tries to win her heart by showering her with gifts but Karen's eyes are on larger things -- her new overweight internet date. Elsewhere, after dancing with a lesbian couple Will and Jack find comfort in each other's arms for the Valentine's Day spotlight dance.

The episode was rated 7.73 from 154 votes.

When Vince's mother injures her leg and is unable to make her traditional Italian Thanksgiving, Will comes to the rescue by offering to make his own special dinner, but Vince's mother refuses to give Will any credit. Meanwhile, Jack gives Vince's sister Ro a few pointers on a big secret she is keeping from her family and fiancé. Meanwhile, Grace and Karen get very cozy with Vince's much younger cousin.

The episode was rated 7.73 from 162 votes.

Scott Woolley, under the alias Haley Joel Osment, hires Grace to design his new restaurant under the condition Grace fires Karen from her design firm. Grace later tells Karen about the incident and they realize the man that hired Grace is really Woolley. Grace and Karen decide to trap him in his lie. Meanwhile, Jack takes Will out for a boys' night to get his mind off of Vince, but ends up abandoning Will at the club. In an effort to make it up to Will, Jack takes him out to lunch and tries to ignore everyone around him except, Will. The task becomes incredibly difficult once Jack realizes Patti Lupone has entered the restaurant.

The episode was rated 7.78 from 146 votes.

When Will and Grace invite Vince and Nadine over for a meet-and-greet dinner, they find to their horror that their guests are actually polar opposites of themselves. Meanwhile, Karen is still angry with Grace and decides to leave the interior design firm when Jack comes to her rescue and hires her to be his new assistant at "Out TV."

The episode was rated 7.85 from 163 votes.

When Vince's mother injures her leg and is unable to make her traditional Italian Thanksgiving, Will comes to the rescue by offering to make his own special dinner, but Vince's mother refuses to give Will any credit. Meanwhile, Jack gives Vince's sister Ro a few pointers on a big secret she is keeping from her family and fiancé. Meanwhile, Grace and Karen get very cozy with Vince's much younger cousin.

The episode was rated 7.97 from 73 votes.