Charisma Carpenter guest stars as Serena Lockner, a former high school classmate of Kate's who comes to her looking for relationship advice. Kate is hesitant to help her at first because of their history together, but in the end acquiesces after Serena convinces her that she is a changed person, genuinely interested in finding the right person. After one botched attempt and a bit of coaching, Kate sets Serena up with Michael and they, to Kate's surprise they seem to be hitting it off, that is until Kate and her chiropractor friend Dean go out with them on a double date and Serena's true colors are revealed. In the midst of all this, Kate is also embroiled in a nasty divorce proceeding involving a businessman whose wife is claiming that the pre-nuptial agreement they signed is void because he slept with the ^hot nanny.^ Although it seems at first like a pretty straightforward case, Nick charms some very valuable information out of the nanny, giving Kate and Jerry some inside information

After some tough love from her best friend Victoria, Kate confronts her ""love"" addiction and tries to set some boundaries between her life and those of her clients. She even tries attending a ""love addict"" support group only to run into Jarred, the romantic book salesman who she just set up with a client named Rachel who had all but given up on love. Kate's resolve to stay professional in matters of the heart is immediately put to the test when one of her seemingly successful matches, Michael and Amy, hits a rough spot and she instinctually runs to the rescue only to find herself in a rather awkward position between the two of them. Meanwhile, in court, Kate faces off against Jerry 's ex-girlfriend, the vicious Sandy in a difficult settlement case.

As Thanksgiving approaches Kate, is facing major family issues both with her client, rapper Master Z, who is desperate to prevent his ex-wife from taking their two sons to Hawaii for the holiday with her new boyfriend and because her mother Liane and Jerry refuse to be in the same room to share a meal. In the spirit of the holidays, Kate is able to negotiate a truce between her parents, although it means sending Nick to Las Vegas to shuttle her father home, while also inviting Master Z and his posse as well as Victoria and her wayward cousin, and her newly single client Lonniman to join the festivities. Meanwhile, Amy apologizes to Kate about shutting her out of her relationship with Michael, but when Kate gets back in, she finds that their relationship is not as perfect as it seems to be and Michael wants out. He decides to cancel on Amy's plans to go to her parent's house for Thanksgiving, and ends up a Kate's house instead. A plan which backfires when Amy decides to change her plans

When Jerry's old friend and client Judy seeks out Kate's romantic assistance for her daughter Michelle, Kate happily agrees only to finds herself in unknown territory when she learns that Michelle is a lesbian. Meanwhile, Kate is touched when Karl shares his story of becoming a widower and she immediately agrees to help Karl get back out into the dating scene. But when Kate discovers that Karl is a scam artist with a history of using successful women to support his lifestyle, she takes a stand and drags the ""Love Bandit"" into court. In the midst of all her lawsuits, Kate's social life seems to be perking up as she prepares for her first date with Michael. However, the mood of the night takes a decisive turn when Kate arrives and is greeted by Michael and his ex-girlfriend Lauren, who coincidentally is also Kate's newest legal client.

After getting over the shock of Michael's ex-girlfriend Lauren joining them for dinner, Kate struggles to get her burgeoning relationship with Michael off on the right foot, only to be placed in an impossible situation when Lauren goes over her head to Jerry to force Kate to choose between Michael and handling Lauren's case. Meanwhile, Kate goes before Judge Blake, to try her case against reality TV producer Chuck Webb, whose completely manipulated show ""Honeymoon Hotel"" humiliated Kate's unwitting client Mia and led her to seek a divorce. The case becomes complicated by the fact that Judge Blake simultaneously hires Kate as her matchmaker and when the matches don't go so well, neither does Kate's case.

Kate Fox is hired by Rashmi, a young Indian woman, to find her a viable suitor so that she can avoid having to marry Sanjay, the man to whom she has been promised to by her parents since the age of six. Kate makes a valiant effort despite the interference of the overbearing Indian matchmaker and the challenge that any suitor must be deemed astrologically compatible, but Rashmi ultimately resigns herself to the arrangement. However, on their wedding day, the perfect candidate presents himself and Kate can't help but intervene. Meanwhile, Kate and Nick begin the divorce proceedings for Lauren, Michael's ex, only to be blind sided in court with evidence that Lauren's unrequited feelings for Michael may have been behind the break-up.

Alicia Silverstone stars in this charming drama from Emmy-Award winning executive producer Darren Star and Jeff Rake -- In addition to being a sharp divorce attorney in her father's law firm, Kate Fox has a knack for matchmaking, which she considers a hobby until a socialite bride credits Kate for her romantic success in the press and word of her talent spreads. Soon, to the dismay of her father Jerry and her reluctant legal partner Nick, Kate is juggling the conflicting worlds of divorce and true love. With her best friend Victoria at her side, Kate is determined to bring a little romance into the world, perhaps finding her own true love in the process. David Conrad and Jodi Long, also star. ""Miss Match"" is produced by 20th Television with Imagine Entertainment and Darren Star Productions. Brian Grazer and David Nevins also serve as executive producers. Kate Fox, a divorce attorney working at her father's law firm, discovers her talent in matchmaking.

Just when Kate thought that Serena Lockner was out of her life for good, she returns to ask Kate to represent her in adopting a baby. While Kate tries to convince Serena that babies are not the fashion accessories of the month, she is also distracted by Lauren's divorce. A complicated case since she and Michael have to hide their relationship or Kate will lose Lauren as a client. In the meantime, Victoria moonlights as an elf in Santa's workshop at the mall and gets some naughty attention from a flirty Santa.

Kate decides to take on a pro bono case against the advice of her father Jerry, when Aaron, a struggling musician, seeks their help in determining the paternity of his ex-girlfriend Marla's child after spotting her pushing a baby stroller less than a year after their break-up. Meanwhile, a recently single Kate becomes angry with Laurel after she finds out that Laurel has been dating Michael ^the dreamy architect^ and David, the local peach vendor, simultaneously. On top of all that, Kate is devastated when she receives a visit from long time friends Peter and Gabby who want her to handle their divorce. Kate has doubts about taking on the job, but when Jerry assigns a cynical Nick to assist her, Kate is thrilled with the outcome.

Kate is supposed to be a bridesmaid in her friend Gabrielle's wedding, but when the wedding is suddenly called off, she has to become her lawyer instead.

Kate agrees to help an engaged couple warm their cold feet by setting them up with dates to see what is out there before they go through with their wedding. At first, she sets them up on what she thinks are ^safe^ dates, mistakenly thinking that this will allow her to stay in control of the situation. Unfortunately, Connie and Scott both decide that they want another date, with a real candidate this time, and things quickly spin out of control. After a date with Nick, Connie realizes that something may have been missing from her relationship while Scott's date with a beautiful, but rather superficial model leads him to the conclusion that Connie is definitely the girl for him. As Kate struggles to repair the damage her intervention has caused in Scott and Connie's relationship, her ex-boyfriend Brian tries to re-kindle their relationship. They give couples therapy a try and in their lessons on listening to each other, Kate gains some insight into her own heart as well as some valuable