Cynthia Watros as Kellie Newmark
Episodes 52
Revenge of the Doormat
Drew takes in an unemployed high-school pal while jockeying for a job of his own at the newly reorganized Winfred-Louder. Meanwhile, Kate decides to drastically alter her travel plans in New York.
Read MoreKate's Wedding
Drew pulls out all the stops to stop Kate from walking down the aisle with her military beau--and out of his life for good.
Read MoreEyes Wide Open
Recurring dreams of Kate force a heartbroken Drew to forego sleep, until Mimi offers him a surefire way to get over being dumped. Meanwhile, Lewis finds some unsettling common ground with Nicki after taking her out on a pity date.
Read MoreDrew and the Life-Size Jim Thome Cut-Out
Kellie realizes that Lewis and Oswald cannot stand her because they consider her a boring goody two shoes. She tries to win them over by stealing a cardboard cutout of Indians slugger Jim Thome, but ends up on the run from the cops. Drew books a chapel for his wedding, even though there is no indication that anyone wants to marry him.
Read MoreHickory Dickory... Double Date
Drew convinces Kellie to make his evening out with a potential wife candidate a double date. However, she winds up jealous because she hasn't gotten over the crush she had on Drew in high school. A guilt-ridden Oswald hires a thug to rough him up after he accidentally knocks out his mother's teeth.
Read MoreMama Told Me I Should Come
Drew's mother comes to town and sets him up on a blind date. Drew soon finds that the woman has a minor eccentricity: she likes to dress as a squirrel when she has sex. Mimi tries to find a way to profit after a few prescient dreams convince Oswald that he is psychic.
Read MoreFamily Affair
Drew discovers that Steve is having an affair with his hairdresser. Drew winds up having to cover for him by taking the woman to a work event, spoiling his potential romance with a co-worker. Mimi learns the truth and throws Steve out of the house.
Read MoreChemistry Schmemistry (1)
Drew enlists a professional matchmaking service--operated by his former co-worker, Larry--in his search for a wife. The woman who comes out as his ideal match, Robin, seems terrific; but Drew just can't see himself marrying her. He later winds up falling for a woman on the bus.
Read MoreThe Dawn Patrol (2)
Drew finds romance with Dawn, but their new relationship appears doomed because of her past. They can't find any time alone because one of her ex-boyfriends seems to turn up every few minutes.
Read MoreDrew's Girl Friday
Drew panics when the other analyst leaves the company, as he fears his bosses will discover that he doesn't know how to do his job. He hires a teenager to help improve his technical know-how. Meanwhile, Steve moves in with Lewis and Oswald. He drives them crazy with his constant crying and emotional comments as he tries to deal with the collapse of his marriage.
Read MoreDrew Tries Hot Salsa
Drew takes salsa lessons in the hopes of learning to dance for his wedding. Kellie gets jealous when he becomes attracted to his instructor. She confesses her feelings to Mimi, who tells her to keep quiet. Drew practices dancing with Kellie and decides that he has a thing for her. He wants to tell her how he feels; but ""unfortunately,"" he doesn't get a chance because her ex-husband, Daryl, barges in on them.
Read MoreThe Man in the Iron Chair
Drew tries to keep Kellie away from Daryl, who is confined to a wheelchair after an auto accident and seems to regret the mistakes he made during their marriage. However, Drew ends up looking as though as he is trying to hurt Daryl, and pushes the two closer together. He decides that it isn't the right time to confess his feelings.
Read MoreDrew Takes a Guilt Trip
After Oswald fails his nursing school exam, Drew feels bad and helps him get a job at the web site. Oswald finds a way to nearly destroy the entire business. He ends up being reassigned to a job that he (sort of) knows how to do--delivering packages. Mimi repeatedly sucks up to Traylor in an attempt to get on her good side after trying to kill her.
Read MoreBlecch Sunday
Drew's bosses ask him to do a live commercial for the web site during the Super Bowl broadcast. Unfortunately, Drew's nerves get the better of him whenever he has to appear on camera. His attempt to correct this leads to a disgusting mishap that is broadcast worldwide.
Read MoreTurkeyspotting
Larry encourages Drew to lose weight before attending one of his singles mixers. Drew winds up giving up food altogether, but his crash diet has unintended side effects--he can't stop hallucinating about turkeys!
Read MoreSuddenly No Summer
Drew tries to improve his standing at work by taking a computer course over the summer. The gang tempts him into blowing it off to take a trip to Florida. Drew is wracked with guilt and his vacation, not surprisingly, turns out to be a disaster.
Read MoreWhat's Love Got to Do With It?
The gang takes part in a karaoke contest. Drew tries to coach Kellie before her performance, but she gets so tired of his constant interference that she dumps him. Drew winds up having to take the stage with an 11-year-old girl as his partner.
Read MoreTwo Girls for Every Boy
Drew falls for a bisexual, who offers him a chance at a threesome with her new girlfriend, another ""old friend"" of Drew's. Mimi lets Steve return home, but he fears that she will continue to punish him for having an affair.
Read MoreTwo Days of the Condo
Drew cannot afford to get a birthday present for Kellie because he has spent all of his money on an engagement ring. He learns of a condo that is available for free use for the weekend, but only for married couples. Drew mock-proposes to Kellie and asks her to pose as his wife for the weekend. Trouble arises when a man starts hitting on Kellie, leaving Drew jealous.
Read MoreLewis, You Can Drive My Car
Drew gives Lewis his Christmas bonus, a used Rolls Royce. However, the flashy car causes Lewis to undergo a strange personality transformation, and he can no longer be bothered to hang out with his longtime friends.
Read MoreA Speedy Recovery
Drew finds an unexpected romance after he and Speedy get involved with an animal therapy program at a hospital. He agrees to loan Speedy to a dying woman, and sufficiently impresses the woman's granddaughter. He finds the relationship may not be worth it when he learns that he may never see Speedy again. Meanwhile, Oswald tries to land a date with Traylor.
Read MoreA Means to an End
Oswald and Lewis seek revenge against Drew after they discover that he gave away their Christmas gifts--handmade mugs--to a thrift store. Drew winds up getting an unscheduled colonoscopy from a Russian veterinarian.
Read MoreDrew Answers the Belle
Oswald and Lewis put Drew's picture and phone number on Buzz Beer bottles in the hopes of landing him a wife. Much to everyone's surprise, a southern belle responds to the campaign and expresses an interest in Drew. Drew travels down south to meet the woman, Lily. They hit it off, and Drew believes he may have finally found a wife. He then discovers that she suffers from night terrors.
Read MoreWhat Screams May Come
Drew is left bruised and battered as Lily continues to suffer from night terrors. He grows tired of the beatings, but is afraid to talk to her about her problem because he believes she would leave him.
Read MoreLove is in the Air
Drew decides to propose to Lily. Mimi hopes to secure Gus's admission into an exclusive prep school by setting up Kellie with the school's headmaster.
Read MoreThe Bataan Wedding March
As Drew prepares to marry Lily, his mother notes how upset Kellie seems and realizes that she has strong feelings for Drew. She believes that Drew feels the same way about Kellie. Drew and Lily go through with the wedding, but the union proves to be a brief one when they realize that they really are not right for each other. Drew winds up sharing a dance with Kellie.
Read MoreDrew Hunts Silver Fox
Drew and Oswald get a little too competitive as they try to set up their mothers with an attractive eligible widower.
Read MoreEye of the Leopard
After learning that Gus's soccer team is in a league that has set things up to make sure that no one ever loses (to keep the kids from feeling bad), Drew tries to butt in, leading to disastrous results for his nephew. Lewis and Oswald make the mistake of getting involved with Kellie's cousin, who turns out to be a kleptomaniac.
Read MoreFoos Rush In
After Evan leaves for a yoga retreat, Traylor begins a romance with Scott as part of a power play to seize control of the office. She puts an end to the laid-back work environment; and worst of all, takes away the foosball table! Meanwhile, Lewis gets involved with the Warsaw's new cook.
Read MoreDrew Thinks Inside the Box
Drew is thrilled when he and Kellie decide to exchange keys. However, he nearly thwarts the progress in their relationship when he ends up letting Scott use Kellie's place to cheat on Traylor.
Read MoreAt Your Cervix
Drew hopes to make a commitment to Kellie after they learn that she is pregnant. However, she is unsure if this is the right decision. Drew seeks her parents' help to change her mind, only to find that they are not exactly thrilled with the idea of having him as their son-in-law.
Read MoreSealed in a Kiss
While taking a pregnancy quiz with Kellie, Drew recalls his father's death in a fall from the roof. Drew was horrified to discover that he was never even mentioned in his dad's diary, and tried to prove himself by arranging for a lavish military-style funeral. However, disaster struck when George accidentally wound up with a casket featuring the logo for the band Kiss.
Read MoreBaby Makes Stress
Kellie is furious with Drew after he blows off an appointment to see their baby's first sonogram to go drinking with the guys.
Read MoreMichigan J. Gus
Kellie's fears about Drew's inability to be a good father grow after Gus suddenly begins misbehaving every time he is around his uncle. Inspired by Mimi's romance with a widower, Oswald and Lewis hope to set themselves for life by picking up wealthy widows.
Read MoreNo Booze for Drew
As a sign of support, Drew pledges to stop drinking for the duration of Kellie's pregnancy, but soon finds it very difficult to keep his promise. Meanwhile, Mimi has the hots for a handsome delivery man; and Oswald becomes part-owner of the Warsaw.
Read MoreDrew's Best Friend
Kellie tries to convince Drew to become friends with a new neighbor, but it all blows up in her face when the man turns out to be a clingy pest who just will not leave Drew alone.
Read MoreArrivederci, Italy
Drew turns to a shady travel agent for help when he is unable to put together the funds to finance Kellie's dream vacation in Italy.
Read MoreHouse of the Rising Son-in-Law
Kellie tries to get Drew and her father to overcome their differences by having them work together to fix up an old house for sale. Mimi turns to Larry's matchmaking service in her quest to find a new man.
Read MoreAsleep at the Wheel
After Tony the bus driver gets into an accident, he pleads with Drew to keep it a secret because he is close to retirement and doesn't want to risk being fired and losing his benefits package. Drew cannot do this because he fears for the passengers' safety, so he tries to convince Scott to give Tony another job.
Read MoreGirlfriend, Interrupted
In the aftermath of his disastrous marriage, Drew heads off alone on his honeymoon to try to define his feelings for Kellie. Oswald and Lewis head to Mexico ahead of Drew, where Oswald accidentally falls for a hooker, unaware of her identity because he doesn't know how to speak Spanish.
Read MoreStraight Eye for the Queer Guy
Mimi encourages Drew to make friends with the gay parents of Gus's friend. However, Drew winds up inadvertently splitting up the couple and finds himself as the "other man."
Read MoreStill Life with Freeloader
Drew resorts to drastic action after Mimi's latest boyfriend moves into the house and begins mooching off of him.
Read MoreBurning Down the House
Mimi blames Drew after her house burns down, apparently as the result of a gift given to Gus by his uncle. Oswald starts a change machine business.
Read MoreLiar, Liar, House on Fire
The gang tries to teach Gus to lie to an insurance adjuster so that Mimi can receive the claim on her house and be able to replace it.
Read MoreSleeping with the Enemy
Drew and Kellie's new relationship is threatened by their strong political differences.
Read MoreAssault with a Lovely Weapon
Lewis is depressed due to breaking up with his girlfriend so Drew and Oswald take him to a strip club where he suffers a breast related injury. Drew gets caught lying to his girlfriend about the club when Lewis sues the dancer.
Read MoreLove, Sri Lankan Style
Drew receives a letter from Steve with a check to help since Mimi lives with him. He wants back with Mimi but she is dating Larry so Drew arranges a meeting. Then a one-night stand Steve had in his world travel arrives and Steve tells Mimi.
Read MoreKnot in the Mood
Drew puts his plan to propose to Kellie on hold when he finds out her parents are getting a divorce.
Read MoreThe Passion of the Wick
Drew comes up with a plan to open a retro store, and seeks a partnership with the now-wealthy Wick. However, all of Wick's funds come through his father-in-law, so Drew must help cover up Wick's extra-marital affair or lose his financial backing.
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