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Click Here To PrintThe New Adventures of Old Christine Episode Guide
1 :01x01 - Pilot
On the first day at her son's new school, Christine is mortified to discover that her ex-husband, Richard, with whom she gets along even better than when they were married, is dating a young, nice, impossible-to-hate woman also named Christine… the "new" Christine.
2 :01x02 - Supertramp
Director: Andy Ackerman
Guest star: Amy Farrington (Ali), Andy Richter (Stan)
When Christine learns that Richard and "new" Christine are enjoying an intimate relationship, she becomes determined to make her own conquests. After several failed attempts to meet eligible men, she finally runs into a guy named Stan at the grocery store. Unbeknownst to Christine, Stan is a father at Ritchie's school who is known as "Sad Dad."
3 :01x03 - Open Water
Director: Andy Ackerman
Guest star: Matt Letscher (Burton), Patrick Fischler (David), Tria Katz (Kim), Mary Alexandra Stiefvater (Cerise), Kerry Carney (Female Swim Instructor), Shi Ne Nielson (Spa Girl), Anthony Holiday (Pete), Saxon Trainor (Samantha), Wanda Sykes (Barb), Femi Emiola (Hostess), Adam Zolotin (Mark), Scott Klace (Jeff)
When Christine learns that her close friends, Barb and Pete, are responsible for introducing Richard to his "new" Christine, she allows them to set her up on a blind date of her own. After a series of unsuccessful dates, she finds the possibility of love in the strangest of places. Meanwhile, Matthew takes Ritchie to swimming lessons.
4 :01x04 - One Toe Over the Line, Sweet Jesus
Director: Andy Ackerman
Guest star: James Huang (Waiter), Matt Letscher (Burton), Jayne Taini (Nurse), Emily Rutherfurd (New Christine)
Richard learns from a gloating Matthew that Christine is out enjoying her fifth date with a new beau, Burton, so he does what any self-respecting ex-husband would do: he sabotages the happy couple's goodnight kiss and insults Burton with lawyer jokes. But when he tries to make it up to them by inviting Christine and Burton to dinner with him and "new" Christine, his best-laid plans go awry.
5 :01x05 - I'll Show You Mine
Director: Andy Ackerman
Guest star: Matt Letscher (Burton), Sarah Kruger (Michelle), Alicia Ziegler (Amber)
After 10 dates, Christine faces a critical moment in her relationship with Burton. Will she or won't she? Let him in the house, that is, to meet her son, Ritchie. She eventually relents, only to be thrown for a loop later.
6 :01x06 - The Other F Word
Director: Andy Ackerman
Guest star: Jordan Baker (Mrs. Belt), Wanda Sykes (Barb), Scott Lawrence (Nate), Wendy Raquel Robinson (Anita), Manny Marianakis (Frank), Lily Goff (Ashley), Marissa Blanchard (Kelsey)
Concerned about the uniformity of Ritchie's schoolmates, Christine takes it upon herself to help diversify the student body at his private school.
7 :01x07 - A Long Day's Journey Into Stan
Director: Andy Ackerman
Guest star: Andy Richter (Stan), Jennifer Elise Cox (Natalie), Keeshan Giles (Young Man), Jillian Boyd (Woman), Maya Elise Goodwin (Young Woman), Patrick Kerr (Martin), Jim Hanna (Man), Jordan Baker (Mrs. Belt)
Following Christine's breakup with Burton, everyone expects Christine to fall apart emotionally, but she insists she is fine and looking forward to spending time with her best friend: "me." But after being humiliated while dining out alone, Christine realizes she really did care for Burton, which drives her even crazier.
8 :01x08 - Teach Your Children Well
Director: Andy Ackerman
Guest star: Lily Goff (Ashley), Kurt Doss (Jack), Tina D'Marco (Amy), Liz Torres (Esperanza), Marissa Blanchard (Kelsey), Helen Slater (Liz), Nancy Lenehan (Kit), Jordan Baker (Mrs. Belt), Alejandra Flores (Alba)
Christine feels pressured to throw an extravagant party for Ritchie's 9th birthday, his first involving other children from his new private school. Recoiling from sticker shock after meeting with a ritzy event planner, Christine decides to have an arts and crafts party at her home, with mixed results.
9 :01x09 - Ritchie Has Two Mommies
Director: Andy Ackerman
Guest star: Jordan Baker (Mrs. Belt), Mary Beth McDonough (Mrs. Wilhoite)
Christine tries not to have a meltdown when her ex-husband, Richard, brings his "new" Christine with him to pick up Ritchie and take him to breakfast so that they can get to know one another. By day's end, Christine tries to pull herself together to make a good impression at parents' night at Ritchie's school, but is caught off guard when "new" Christine shows up as well.
10 :01x10 - No Fault Divorce
Director: Andy Ackerman
Guest star: Wanda Sykes (Barb), Andromeda Dunker (Woman's Voice), Rebecca Creskoff (Hilary)
Christine's former marriage counselor comes into the gym, leading to some awkward moments between the two women. When Christine mentions this to Richard, his cryptic reaction leads her to question whether it was in the counselor's best interest to encourage their divorce. Meanwhile, Matthew finds Christine's wedding video in a box of old photo albums, and Christine takes a trip down memory lane.
11 :01x11 - Exile on Lame Street
Director: Andy Ackerman
Guest star: Edward James Gage (Bouncer), Lisa Cole (Boy's Mom), Craig Welzbacher (Arena Employee), Connor Carmody (Boy), Jack Kehler (Scalper), P. J. Byrne (Doug)
Christine objects when Richard and "new" Christine want to take Ritchie to a Rolling Stones concert. Fearing that Ritchie is too young to be exposed to sex, drugs and rock and roll vices on display at a Rolling Stones concert, Christine initially forbids it. Eventually, she relents but immediately regrets her decision and, in a panic, goes to the venue with Matthew to see if she can sneak into the concert in order to keep tabs on Ritchie.
12 :01x12 - Some of My Best Friends Are Portuguese
Director: Andy Ackerman
Guest star: Shane Baumel (Kid), Rachel Quaintance (Beth), Lauren Bowles (Patty), Kevin Kilner (Charles), Ana Ortiz (Belinda), Kelly Hare (Sherri)
Shut out once again by the cliquey, judgmental moms at Ritchie's school, Christine runs into a down-to-earth working woman, Belinda, who invites her over for a drink after work. Belinda's job, however, isn't quite the type of position Christine expected her to hold, which throws yet another wrinkle in her attempt to fit in with the other school parents.
13 :01x13 - A Fair to Remember
Director: Andy Ackerman
Guest star: Matt Letscher (Burton), Jordan Baker (Mrs. Belt), Amy Landers (Pretty Christine)
Christine volunteers to help out at Ritchie's spring carnival and while there, she runs into the mean moms -- Marly and Lindsay -- who are clucking over the attractive father of a new student at Westbridge. Christine is excited to learn that the hot dad is her ex-boyfriend, Burton, but her hopes of re-igniting their romance are shot down when she learns Burton has a new girlfriend.
14 :02x01 - The Passion of the Christine
Writer: Kari Lizer
Director: Andy Ackerman
Guest star: Lily Goff (Ashley), Blair Underwood (Mr. Harris), Marissa Blanchard (Kelsey)
Since New Christine broke up with Richard, he's been spending a lot of time at Old Christine's house, leading Ritchie to believe that his parents are back together. When Christine tells Richard that Ritchie told this to his new teacher, Richard suggests that they give their relationship another try.
15 :02x02 - The Answer is Maybe
Writer: Adam Barr
Director: Andy Ackerman
Guest star: Wanda Sykes (Barb), Scott Bakula (Jeff), Rachel Cannon (Denise)
Richard tells Christine that the reason he has good luck with women is that he "says yes to life." When Christine meets a good-looking man after paying a surprise visit to New Christine, she decides to break out of her mold and says yes when he asks her out to dinner.
16 :02x03 - Come to Papa Jeff
Writer: Jeff Astrof
Director: Andy Ackerman
Guest star: Nancy Lenehan (Mrs. Nunley), Scott Bakula (Jeff)
When Christine's parents can't make it to Grandparent's Day at Ritchie's school, New Christine suggests that Jeff, the new man in Christine's life should go as Ritchie's special friend. Christine learns that Jeff really is a Grandfather, causing her to rethink the relationship.
17 :02x04 - Oh God Yes
Writer: Jennifer Crittenden
Director: Andy Ackerman
Guest star: Brendan Patrick Conner (Man), Mary Gross (Mrs. Orr), Ed Begley, Jr. (Pastor Ed), Benjamin Bryan (Benji)
Ritchie returns from a church festival with Richard and New Christine with a new-found interest in religion. Christine, who once had a bad experience at church, re-examines her beliefs and with Ritchie and Matthew in tow, decides to give God another go.
18 :02x05 - Separation Anxiety
Writer: Danielle Evenson
Director: Andy Ackerman
Guest star: Wanda Sykes (Barb), Anthony Holiday (Pete)
Christine tries to be supportive of Barb, whom she expects to be wallowing in misery as she did after her own divorce. Meanwhile, when Barb moves in, Matthew relocates to Ritchie's room where he discovers his nephew's strange sleep habits.
19 :02x06 - The Champ
Writer: Adam Barr, Kari Lizer
Director: Andy Ackerman
Guest star: Andy Richter (Stan), Jennifer Baxter (Amy)
When "meanie moms" Marly and Lindsay guilt Christine into serving hot lunch at Ritchie's school, she finds herself serving with Stan and vows not to sleep with him again. She and Matthew, whose date from the previous night shows no intention of ever leaving, decide they must take control of their dating lives.
20 :02x07 - Playdate with Destiny
Writer: Jennifer Crittenden
Director: Andy Ackerman
Guest star: Nancy Lenehan (Mrs. Nunley), Fred Maske (Waiter), Blair Underwood (Mr. Harris), Marissa Blanchard (Kelsey), Mary Beth McDonough (Mrs. Wilhoite), Wanda Sykes (Barb)
Christine's attraction to Ritchie's teacher causes a scene at a school fund-raiser---especially after he wins a playdate with the man.
21 :02x08 - Women 'N Tuition
Christine has money problems and tries to get help from everyone except the person offering it freely, Barb. Meanwhile, Matthew gets a video message from his past and decides it's time to make something of himself.
22 :02x09 - Mission: Impossible
Annoyed that Ritchie finds his weekends with his dad more fun than his weekdays with her, Christine decides to make Richard responsible for having Ritchie complete his big homework assignment. But when Marly and Lindsay explain the detriment of not creating an impressive project, Christine can't help but take matters into her own hands.
23 :02x10 - What About Barb?
Writer: Adam Barr
Director: Andy Ackerman
Guest star: Amy Farrington (Ali), JoAnn Willette (Tanya), Wanda Sykes (Barb)
Christine has trouble working with Barb at the gym. Meanwhile, the pressure is on to find a nanny for Ritchie when Richard becomes unavailable to watch him.
24 :02x11 - Crash
Writer: Adam Barr
Director: Andy Ackerman
Guest star: Jamie Kaler (Hugh), Don Lake (Carl), Mary Beth McDonough (Mrs. Wilhoite)
Christine's hybrid car is damaged in an accident with Marly's SUV and they argue over who is responsible, but Christine is more upset when the only rental car available is a large, luxury gas-guzzler.
25 :02x12 - Ritchie Scores
Writer: Frank Pines
Director: Andy Ackerman
Guest star: Blair Underwood (Mr. Harris)
At the urging of his teacher, Ritchie joins the soccer team to improve his social skills and make friends. Christine is against the idea, but Richard pushes for it until Ritchie brings home his new friends: three girls.
26 :02x13 - Endless Shrimp, Endless Night
Writer: Katie Palmer
Director: Andy Ackerman
Guest star: Eileen Fogarty (Liz), Alex Splendore (Lutz), Aalok Mehta (Peter), Miranda Frigon (Tori)
Richard tries to make Ritchie take an interest in his work, while Christine attempts to take an interest in her brother's life. She attends a party with him, where she runs into one of Matthew's former girlfriends and tries to help get them back together, even though he asked her not to.
27 :02x14 - Let Him Eat Cake
Writer: Frank Pines
Director: Andy Ackerman
Guest star: Tate Hanyok (Waitress)
It's Richard's 41st birthday and a fight breaks out between the Christines over the perfect gift that Christine suggested, but new Christine purchased without mentioning who thought of it.
28 :02x15 - Sleepless in Mar Vista
Writer: Danielle Evenson
Director: Andy Ackerman
Guest star: Tim Bagley (Dr. Mike), Wanda Sykes (Barb), Matt Letscher (Burton)
After taking sleeping pills, Christine awakes to find she had made several phone calls while under the influece of the new pills.
29 :02x16 - Undercover Brother
Writer: Katie Palmer
Director: Andy Ackerman
Guest star: Allen Lulu (Man), Dennis Satterfield (Employee), Charles Esten (Joe)
Christine uncovers a secret after sleeping with Richard's brother.
30 :02x17 - Strange Bedfellows
Writer: Jennifer Crittenden
Director: Andy Ackerman
Guest star: Patrick Breen (Edmund), Wanda Sykes (Barb), Sandra Bernhard (unknown)
Christine goes up against an activist to see who can get the most signatures for their respective causes.
31 :02x18 - The Real Thing
Director: Andy Ackerman
Guest star: David Greenman (Waiter), Blair Underwood (Mr. Harris), Wanda Sykes (Barb), Dave Foley (Tom), Portia Realer (Regina), Jane Lynch (Ms. Hammond)
Christine accidently gets Mr. Harris in trouble when she unintentionally sends all the parents at Ritchie's school a very revealing e-mail.
32 :02x19 - Faith Off
Writer: Adam Barr
Director: Andy Ackerman
Guest star: Edward Diaz (Jesse), Katie Hollinshead (Woman), James Curreri (Scott), Laura Carson (Ann)
When Christine figures out Richard has been hired to remodel Lindsay's bathroom, she goes to any length possible to make sure he doesn't screw up the job.
33 :02x20 - My Big Fat Sober Wedding
Writer: Katie Palmer, Jonathan Goldstein
Director: Andy Ackerman
Guest star: Wanda Sykes (Barb), Rachael Harris (Claire), Amy Farrington (Ali), Stefan Marks (Bartender), Matthew Glave (Ben)
Chrisitine tries to stay sober at her friend's wedding, but has a hard time keeping her mouth shut nonetheless.
34 :02x21 - Friends
Writer: Kari Lizer, Jennifer Crittenden
Director: Andy Ackerman
Guest star: Wanda Sykes (Barb), Marissa Blanchard (Kelsey), Lily Goff (Ashley), Jane Lynch (Ms. Hammond), Josh Phillips (Seth)
Christine, Richard, Matthew and Barb follow Ritchie's school's camping trip in the desert.
35 :02x22 - Frasier
Writer: Adam Barr, Jeff Astrof
Director: Andy Ackerman
Guest star: Blair Underwood (Mr. Harris), Wanda Sykes (Barb), Marty Ryan (Pharmacist)
Christine finds that one evening may put an end to her chances of having a relationship with Mr. Harris.
36 :03x01 - The Big Bang
Writer: Kari Lizer, Jeff Astrof
Director: Andy Ackerman
Guest star: Blair Underwood (Mr. Harris)
Christina was finally ready to consummate her relationship with Mr. Harris until she talks to Barb, Meanwhile after Matthew found out his assigned cadaver in med school is a former neighbor he rethinks his decision.
37 :03x02 - Beauty Is Only Spanx Deep
Writer: Kari Lizer
Director: Andy Ackerman
Guest star: Indira Gibson (Nurse), Blair Underwood (Mr. Harris (Daniel)), Miranda Kent (Receptionist), Chip Bolcik (Male Narrator), Andy Richter (Stan)
After a pretty young waitress flirts with Mr. Harris Christine gets insecure and considers plastic surgery.
38 :03x03 - Popular
Writer: Jennifer Crittenden
Director: Andy Ackerman
Guest star: Lindsey Fields (Myrna Jones), Denise Gossett (Cell Phone Mom), Tom Papa (Mike), Mary Beth McDonough (Mrs. Wilhoite)
Christine is shocked to find out that a new dad at Ritchie's school calls her "meanie mom".
39 :03x04 - Traffic
Writer: Jeff Astrof
Director: Andy Ackerman
Guest star: Stuart Randy Smith (Male Party Guest), David Goryl (Man), Blair Underwood (Mr. Harris)
Christine promises Mr. Harris that she'll go with him to an event, but when Ritchie's soccer game goes longer than expected she ends up standing him up.
40 :03x05 - Between A Rock And A Hard Place
Writer: Aaron Shure
Director: Andy Ackerman
Guest star: Stephanie Faracy (Dr. Needleman), Tom Papa (Mike), Sally Pressman (Melanie)
Christine tries to get over her breakup, while Matthew learns from his therapist that his intimacy issues are caused by his dependency on Christine, not his relationship with his mother.
41 :03x06 - The New Adventures of Old Christine
Writer: Frank Pines
Director: Andy Ackerman
Guest star: Ben Feldman (Timmy), Marcy McCusker (Bree), Jennifer Rau (Waitress), Gigi Rice (Shelley)
Christine lets New Christine set her up on a blind date, but is a little worried when she learns more about him.
42 :03x07 - House
Christine learns that Richard and New Christine bought her dream house and has trouble putting on a happy front for them.
43 :03x08 - Burning Down the House
In order to make Barb think she is cool, Christine considers acting wild.
44 :03x09 - The Happy Couple
After discovering that Mathew and Barb slept together, Christine forbids them to see each other. But as the couple are wondering if are indeed still a pair, drive Christine crazy by pretending to be inseparable.
45 :03x10 - One and a Half Men
Director: Andy Ackerman
Guest star: Marissa Blanchard (Kelsey), Lily Goff (Ashley), Steven Hack (Mr. Dupont), Jason Alexander (Dr. Palmer)
Christine is shocked when her gynecologist thinks Christine may be going through perimenopause.
46 :04x01 - A Decent Proposal
Christine offers to marry Barb in order to save her from being deported to the Bahamas. Meanwhile, Richard tries to propose to New Christine.
47 :04x02 - How I Hate Your Mother
Writer: Katie Palmer
Director: Andy Ackerman
Guest star: Ernie Grunwald (Salesman)
Richard begs Christine for the return of her old wedding ring which was an heirloom from his mother, in hopes of giving it to new Christine when he proposes.
48 :04x03 - White Like Me
Writer: Lew Schneider
Director: Andy Ackerman
Guest star: Mary Beth McDonough (Mrs. Wilhoite), Amy Farrington (Ali)
After being profiled in a black business journal, Barb receives a bunch of new customers at the gym.
49 :04x04 - Snakes on a Date
Writer: Lew Schneider
Director: Andy Ackerman
Guest star: Jeffrey Tambor (Neil), Michaela Watkins (Lucy)
Christine agrees to go on a date with a children's entertainer specializing in reptile parties in order to get Ritchie into the Reptile Club.
50 :04x05 - Everyone Says I Love You Except Ritchie
Christine asks Richard to help create a baby with her now that Ritchie is too old to be telling her "I love you," as he used to do.
51 :04x06 - Tie Me Up, Don't Tie Me Down
Writer: Sherry Bilsing
Director: Andy Ackerman
Guest star: Tim DeKay (Patrick), Dan Gauthier (Brian)
Jealousy ensues when Barb and Christine go out for a casual, non-relationship double date, in which one date works out better than the other.
52 :04x07 - So You Think You Can Date
Writer: Sherry Bilsing, Kari Lizer
Director: Andy Ackerman
Guest star: Tim DeKay (Patrick)
Christine and Richard have an awkward dinner date when they join her new boyfriend Patrick.
53 :04x08 - Self-Esteem Tempura
Writer: Jeff Astrof
Director: Andy Ackerman
Guest star: Amy Tolsky (Heidi), Barry Livingston (Director), Lily Goff (Ashley), Elaine Loh (Receptionist), Kim Hidalgo (Hottie), Marissa Blanchard (Kelsey)
Christine is thrilled when a talent scout decides he wants to use Ritchie in a commercial after catching his performance in a school show, but Richard refuses to give his approval or let him go.
54 :04x09 - Rage Against the Christine
Writer: Kari Lizer, Jeff Astrof
Director: Andy Ackerman
Guest star: Michaela Watkins (Lucy), Tim DeKay (Patrick)
When Christine's new boyfriend loses at tennis to her, his competitiveness streak begins to emerge.
55 :04x10 - Guess Who's Not Coming to Dinner?
Writer: Lew Schneider, Katie Palmer
Director: Andy Ackerman
Guest star: Brenda Blethyn (Angela)
Christine decides to go home for Thanksgiving and finds she and her domineering mother share a similar secret.
56 :04x11 - Unidentified Funk
Writer: Frank Pines
Director: Andy Ackerman
Guest star: Megan Mullally (Margaret)
Barb and Christine learn that they could lose their gym after breaking a clause in the franchise contract.
57 :04x12 - Happy Endings
Writer: Jeff Filgo, Jackie Filgo
Director: Andy Ackerman
Guest star: Robert Clendenin (Mr. Tuttle), Lauren Bowles (Patty), Silvia Curiel (Paola), Kelly Mantle (Sparkle)
The girls change their building into a spa after learning that they can't get a loan to keep their gym afloat.
58 :04x13 - Notes on a 7th Grade Scandal
Writer: Allan Rice
Director: Andy Ackerman
Guest star: Stephen Tobolowsky (Principal Merrow), Ryan Sparks (Teenager), Lee Tergesen (Rob Watski)
Christine tries to make a good impression at the Parents Orientation. However, her behavior is anything but good when she recognizes one of the fathers as the boy she knew in junior high.
59 :04x14 - What Happens In Vegas Is Disgusting In Vegas
Writer: Sherry Bilsing, Ellen Kreamer
Director: Andy Ackerman
Guest star: Charles Esten (Joe), Barry Alan Levine (Lew)
New Christine loosens up during a bachelorette party Christine and Barb throw in Vegas.
60 :04x15 - Reckless Abandonment
Writer: Jeff Astrof
Director: Andy Ackerman
Guest star: Michaela Watkins (Lucy)
With Barb and Mathew moving out and Ritchie leaving for science camp, Christine wants to prove she can take care of herself.
61 :04x16 - Honey, I Ran Over the Kid
Writer: Sherry Bilsing, Ellen Plummer
Director: Andy Ackerman
Guest star: Crista Flanagan (Andrea)
When Ritchie is injured at a skate park, Christine accuses Richard of being a bad parent, but when she becomes overprotective of him it becomes just as bad, if not worse.
62 :04x17 - Too Close for Christine
Writer: Amy Iglow
Director: Andy Ackerman
Guest star: Parker Goris (Justin), Kristen Johnston (Francie)
At first Christine is impressed when another mother considers her a "rock," but soon finds it's exhausting being responsible.
63 :04x18 - A Change of Heart/Pants
Writer: Lew Schneider, Frank Pines
Director: Andy Ackerman
Guest star: Mark Daneri (Doctor)
Christine and Richard help Marly and Lindsay through labor, bring back memories of Ritchie's birth which, in turn, brings back feelings for one another.
64 :04x19 - Hair
Writer: Matt Goldman
Director: Andy Ackerman
Guest star: Marissa Blanchard (Kelsey), Lily Goff (Ashley), Mary Beth McDonough (Mrs. Wilhoite), Kathleen Wilhoite (Mrs. Sellick), Stephen Tobolowsky (Principal Merrow), Paula Newsome (Principal Slater)
After the mothers at Ritchie's private school continue to take cheap shots at Christine, Christine decides to enroll him in public school.
65 :04x20 - He Ain't Heavy
Mathew gets assistance in losing weight from fitness 'expert' Christine, but she soon realizes she can't shed off a few pounds herself.
66 :04x21 - The Old Maid of Honor
Writer: Jeff Astrof, Kari Lizer
Director: Andy Ackerman
Guest star: Constance Zimmer (Amy (new Christine's sister)), Lee Tergesen (Todd Watski)
To prove she is comfortable with Richard being remarried, Christine brings an obnoxious date to the rehearsal dinner in which she is supposed to be "in love with," but her scheme backfires. to complicate things more, Mathew falls for New Christine's sister.
67 :04x22 - Love: A Cautionary Tale
Writer: Jeff Astrof, Kari Lizer
Director: Andy Ackerman
Guest star: Scott Bakula (Jeff), James Lesure (Dave), Constance Zimmer (Amy), Debra Azar (Sarah)
Christine rekindles her feelings with Papa Jeff while at Richard's wedding, and then learns some outrageous news concerning Richard.
68 :05x01 - Bahamian Rhapsody
Writer: Jeff Astrof, Kari Lizer
Director: Andy Ackerman
Guest star: Skyy John (Security Guard), James Lesure (Dave), Alison White (Jamie)
After Barb wound up in jail during Richard's and New Christine's wedding due to her immigration status, Christine and Matthew head to the Bahamas in order to try to get an illegal visa to get her out of jail.
69 :05x02 - Burning Love
Writer: Sherry Bilsing, Ellen Kreamer
Director: Andy Ackerman
Guest star: Wayne Nickel (Larry), Dave Florek (Douchebag), Jeanette O'Connor (Candy)
Christine and Richard must face the shocking reality of how much they have aged when they run into some old college friends.
70 :05x03 - The Mole
Writer: Jack Burditt
Director: Andy Ackerman
Guest star: Christopher Gartin (Glenn), Terryn Westbrook (Young Woman), Kulap Vilaysack (Nurse), Ross MacKenzie (Man)
After Christine finds a weird mole, she panics, but can't get to a doctor fast enough, while Richard makes the decision that he wants to move back to New Christine.
71 :05x04 - For Love or Money
Writer: Allan Rice
Director: Andy Ackerman
Guest star: Michael Mantell (Paul), Steven Lee Allen (Process Server), John Apicella (Judge), Corbin Bernsen (Howard)
An aggressive divorce attorney is hired by Christine after being convinced that Barb owes her alimony.
72 :05x05 - Dr. Little Man
Writer: Frank Pines
Director: Andy Ackerman
Guest star: Eric McCormack (Max)
Christine's relationship with the doctor becomes complicated when he shares an office space with Matthew.
73 :05x06 - The Curious Case of Britney B
Writer: Matt Goldman
Director: Andy Ackerman
Guest star: Stefanie Scott (Britney), Marissa Blanchard (Kelsey), Mary Beth McDonough (Mrs. Wilhoite), Rachel Fox (Gretchen), Marion Ross (Agnes), Lily Goff (Ashley), Michael Spound (Doug), Eric Shaffer (Mrs. Burke), Nicole Taylor (Drunk Girl)
Ritchie is asked to a dance by the most popular girl in school. Elsewhere, Richard and Matthew have their sights set on an apartment they want to rent but must first force out it's elderly tenant.
74 :05x07 - Nuts
Max decides it's time to tell Christine that she quits anything that gets too hard for her, which includes relationships, and he points out that is the reason he chose to be her therapist rather than her boyfriend.
75 :05x08 - Love Means Never Having to Say You're Crazy
Writer: Jeff Astrof
Director: Andy Ackerman
Guest star: Dave Foley (Tom), Jennifer Grey (Tracey)
Christine has set up a date between Richard and a gorgeous, passionate woman who works out at her gym, while Tom (Richard's friend) continues trying to woo Chrisine.
76 :05x09 - I Love Woo, I Hate You
Writer: Jack Burditt
Director: Andy Ackerman
Guest star: James Lesure (Dave), Shira Scott Astrof (Hostess)
After Christine convinces Lindsay that single life is the way to go, Lindsay leaves her husband and moves in with her, making Christine her divorce role model.
77 :05x10 - Old Christine Meets Young Frankenstein
Writer: Frank Pines
Director: Andy Ackerman
Guest star: Roxanne Beckford (Gym Member), Nancy Lenehan (Principal Nunley), Amy Sedaris (Frances), Michael Watkins (Lucy)
Christine is informed that Ritchie has been bullying another kid. She is guilt-tripped into trying to set a good example by apologizing to the woman she used to bully.
78 :05x11 - It's Beginning to Stink a Lot Like Christmas
Writer: Sherry Bilsing, Ellen Kreamer
Director: Andy Ackerman
Guest star: Michaela Watkins (Lucy), Daniel Roebuck (Josh), Lauren Tuerk (Cathy), Molly Shannon (Jeannie)
While reluctantly attending her neighbor's block party, Christine uncovers a juicy secret.
79 :05x12 - A Whale of a Tale
Writer: Ellen Kreamer, Sherry Bilsing
Director: Andy Ackerman
Guest star: Katie Walder (Hannah), Marissa Blanchard (Kelsey), Eric McCormack (Max), Lily Goff (Ashley)
The response of her therapist is not quite what she had expected after Christine tells him that she's in love with him.
80 :05x13 - Truth or Dare
Writer: Jack Burditt
Director: Andy Ackerman
Guest star: Clea Lewis (Emily), Eric McCormack (Max), Blair Underwood (Mr. Harris)
Right before Mr. Harris comes back into her life, Christine finds herself in love with Max.
81 :05x14 - A Family Unfair
Writer: Jeff Astrof
Director: Andy Ackerman
Guest star: Tim Meadows (Dr. Volk)
Christine asks Richard for his help in order for her to have a new baby when she finds out Richard and New Christine plan on having their own baby soon.
82 :05x15 - Sweet Charity
Writer: Frank Pines
Director: Andy Ackerman
Guest star: Ed Begley, Jr. (Pastor Ed), Ashley Williams (Ashley)
After the business she shares with Barb turns out to be profitable, Christine is put between a rock and a hard place deciding whether to spend her share of the money on herself or on charity.
83 :05x16 - Subway, Somehow
Writer: Amy Iglow, Allan Rice
Director: Andy Ackerman
Guest star: Nancy Lenehan (Principal Nunley), Brian Chenoweth (Another Passerby), Rodney J. Hobbs (Unkind Passerby), Jim Meskimen (Bernie)
While attempting to teach some street smarts to Ritchie's class, Christine's suggestion of the school taking the students on a field trip ends in disaster when she ends up stranded at the station as the train leaves without her.
84 :05x17 - Up in the Airport
Writer: Ellen Kreamer, Sherry Bilsing
Director: Andy Ackerman
Guest star: Travis Willingham (Massage Guy), Peggy Blow (Ticket Agent), Lou DiMaggio (Security Person), Marissa Blanchard (Kelsey), Nancy Lenehan (Principal Nunley), Lily Goff (Ashley), Al Coronel (Border Guard)
Christine decides Ritchie deserves to go on a family vacation like his friends, but her plans to take him to Florida don't turn out quite as she had intended.
85 :05x18 - Revenge Makeover
Writer: Tricia O'Kelley, Alex Kapp Horner
Director: Andy Ackerman
Guest star: Alexandra Ella (Marcie), Christina J. Chang (Receptionist), Scott Bakula (Papa Jeff), Joel McKinnon Miller (Officer Rago)
Old Christine takes a cranky, very pregnant New Christine to a fancy salon to prepare her for the impromptu wedding that Richard is secretly planning.
86 :05x19 - I Love What You Do For Me
Guest star: Eric McCormack (Max), Jeff Witzke (Frank), Leo Marks (Ken), Julia Lehman (Heidi)
Max offers to help Christine make a major life change after she realizes that her five-year car lease is up and her life hasn't evolved in all that time
87 :05x20 - Scream
Guest star: Julia Lehman (Heidi), Josh Randall (Officer Johnson), Tim Meadows (Dr. Volk)
Christine mistakes a good looking cop for a stripper, who alerts her that there is a prowler in the neighborhood. In order to feel more secure, Christine asks Matthew to stay over. Later on, New Christine goes into labor; unfortunately for Old Christine, it happens to take place on her birthday!
88 :05x21 - Get Smarter
Guest star: Beth Littleford (Tony), Drew Wicks (Male Party Guest), Eric McCormack (Max)
When Christine has Matthew and Barb throw her a "surprise" engagement party so she can get to know Max's friends, she begins to feel intellectually inferior to one particular guest, driving her to make a "surprising" decision