Doug receives his new big screen TV and turns the basement into a private recreation room. However, after the death of the wife of Carrie's father and the subsequent burning down of his house, Arthur and Carrie's sister Sara move in. So Doug's recreation room becomes Arthur's new room, and the big TV moves to the bedroom.
Carrie's on the fast track at her new job in a Manhattan law firm. But the trappings of success – late nights at the office, free concert tickets and being surrounded by bright, dynamic people – make Doug wonder why she ever ended up with a guy like him. While painfully succumbing to boredom at a cello concert, he discovers that, despite his lowbrow tendencies, Carrie never has and never will feel she "settled" by marrying him.
Doug and Carrie throw a wedding anniversary party for themselves. Doug invites his aunt, and finds out that his aunt and uncle are having problems. When Arthur meets Doug's aunt, he falls for her. Carrie eventually lets him date her, but ends up regretting it, leaving Arthur with plans to propose to her.
When Ray Barone calls and asks Doug if he wants to play golf at his private club, Doug cancels on his friend Richie – who he was going to spend the day with in order to comfort him after his divorce. But when a huge thunderstorm lets loose, Doug's day of golf turns into a fiasco, and he high-tails it back to his garage to Richie. Meanwhile, Ray's mother, Marie, arrives at the Heffernan's early to pick Ray up and gives Carrie a lesson in cleaning – which Carrie milks for all it's worth.
Carrie has Doug sign a congratulatory card for his boss' twenty years at the company and the whole thing blows up in Doug's face. Now, Fisker, the boss, wants Doug to participate in the banquet roast and Doug blames Carrie for this fiasco. He does rise to the occasion, however, and even manages to get some good laughs out of the audience. That is, until he starts to tell some jokes that hit a little too close to home.
After a great Thanksgiving, Doug and Carrie tries to recall their first Thanksgiving together who said, "I Love You" first. They consult Arthur who quickly recalls some other Thanksgivings and finally recalls 1993 when he was having a fight with his new wife Lily. When Doug arrives to the house to meet Carrie's family, Carrie, ashamed of her family, runs off and leaves Doug to have a dinner with each parent one at a time. Even though he physically engraves and rebuffs the bowling balls, Arthur criticizes Doug's job at IPS to be replaced by a robot in the near future. When Carrie comes back, they both express their love for each other as Arthur proclaims that her relationship with Doug will not last.
After Deacon and Kelly's separation, Carrie begins to wonder about her own marriage. She and Doug agree to put their sex lives on hold for a few weeks because Carrie feels that they should resolve arguments verbally, not always physically. Meanwhile, Arthur dates a woman who claims she was once Frank Sinatra's girlfriend.
Doug, Carrie and Arthur head out to the airport to visit with Doug's parents while they have a short layover at Kennedy Airport on their way to Montreal. While there, his parents ask him to sign their living will, making him the one responsible for pulling the plug. When his sister Stephanie gets wind of this, she is offended that she wasn't the one asked to be responsible.
Doug and Carrie meet the neighbors after a hurricane destroys both of their backyards. Carrie breaks their hearts by telling the truth and rejects the idea of a combined backyard. So the neighbors retaliate by disrupting their privacy by making an aboveground pool in a small space. But as Carrie tries to mount a lawsuit, Doug can't deny the temptation and joins the other side. But before the pool goes down, Carrie takes a quick swim and later, Doug tries to enjoy the lawn sprinkler.
Doug's Uncle Stu asks him to get his son, Danny, a job at IPS. Doug doesn't want him working there but he doesn't want to look bad to the family so he instructs his boss to interview him but not hire him. Eventually, Doug feels guilty and goes back to O'Boyle to ask him to reconsider Danny for the job. Meanwhile, Arthur fills out audience comment cards on a new movie.
The Heffernans are again thinking about getting pregnant, just four months after Carrie's miscarriage. But there's one problem: Arthur. Now that his last friend from the senior center has moved away, Arthur naps all day. By the time Doug and Carrie get home, Arthur is full of energy and has no one but them to unleash it on. Quality time alone for the couple is impossible. That is, until Doug hires an attractive dog walker to occupy an unsuspecting Arthur: she takes him for a stroll three times a week, under the guise that she's a student interested in learning about his World War II experiences
As Doug is about to break what was once thought of as an unbeatable record, the tension between he and the guys at IPS mounts. For 18 years, Iggy Stenkowski's record of 951 consecutive perfect delivery days has remained intact, and the guys resent Doug as he's about to beat it and replace the legendary Iggy's plaque with one of his own. As he deals with his internal conflict, Carrie has trouble dealing with the fact that Holly, the dog walker, actually enjoys spending time with Arthur. She starts to wonder if her father really is as great as Holly thinks he is and that maybe she's the problem in their relationship.
Doug rear-ends Kelly and Deacon's car and he and Carrie insist that they personally pay for the damage so they can leave the insurance company out of it. But, when the Palmers give them an estimate of almost twelve hundred dollars, Doug and Carrie are taken aback, and what started off as a nice evening out with friends turns into two couples complaining about each other's cheapness. Meanwhile, Spence is babysitting Kirby and goes from being the "Spencinator" to the "Scaredinator" once Kirby finds out that he is allergic to peanuts.
Carrie is invited to her company's retreat for the first time and is overcome with excitement. Doug is not so thrilled, however, when he discovers that he must spend the whole weekend sans TV. While away, Carrie mingles with the other lawyers and partners while Doug stands by very uncomfortably. Doug then tries his best to charm the partners and in his effort ends up in a lie about climbing Mount Everest – much to the delight of Carrie who sees this as an opportunity to advance herself at work. Meanwhile Arthur, all alone at home in Queens, ends up destroying Doug and Carrie's bedroom and begs Deacon to help him hide the damage before they return home.
Doug decides to buy a pumpkin to get into the Halloween spirit, but as soon as Arthur sees it, he smashes it and banishes the celebration of Halloween. Doug, frustrated by Arthur "forbidding" things, takes it upon himself to go all out with decorations and ends up scaring Arthur so badly that he nearly has a heart attack and ends up in the hospital. When Doug finds out about Arthur's traumatic childhood and the reasons why he hates Halloween, he feels guilty for what he has done and tries to make it up to him by driving around town, looking for Arthur's favorite childhood treat. Deacon, on the other hand, is determined to find his son Kirby a superhero costume, but is frustrated because there aren't any black superheroes. Deacon resigns himself to the fact that Kirby is gay because he turns down the Darth Vader costume so he can be a Power Puff Girl.
As Arthur prepares to undergo heart surgery, he asks Carrie and Doug to bring him his sleep mask. While digging through Arthur's closet for the mask, Carrie finds a box which contains an extensive scrapbook of her old finger-paintings, report cards, and school photos that Arthur has been keeping. As she is flipping through it, she finds an acceptance letter from Florida State University – which she has never seen before. Meanwhile, Doug makes friends with a quirky stranger in the hospital and soon regrets it.
Now that Arthur is back from the hospital, Carrie thinks that it is a good idea that she and Doug get life insurance. She wants to be sure that Arthur is well taken care of should something happen to either one of them. But this comes as a huge shock to Doug because he's never thought about having to take care of Arthur if Carrie weren't around. Once Doug finds out that Carrie has started smoking again, he's convinced that she's trying to die first so that he gets stuck with Arthur. They both lose sight of why they're signing the insurance forms and Arthur has to snap them back into reality. Meanwhile, Doug and Carrie have installed an Arthur cam so they can monitor him while he's down in the basement. Deacon, Spence, and Danny get a real kick out of watching Arthur's mundane daily activity and find themselves addicted to "Arthur TV".
While cleaning out the Heffernan freezer, Carrie comes across the top tier of her and Doug's wedding cake, and reflects back to the time when they got married. As she takes a trip down memory lane, Carrie remembers her uneasiness prior to their wedding day and her desperation in needing a sign from God to be sure about the marriage. The priest calms Carrie's insecurity by informing her that she and Doug actually met years before when they were kids. Carrie feels that that's a "sign" from above, but Doug later learns that it was Danny, his cousin, whom she met, not him, and is afraid to tell her the truth. Also, Arthur convinces Doug's parents to cover the cost of the wedding, and then proceeds to spend all their money to make the day extra special.
As Doug and Carrie's plane makes an unexpectedly rough landing, Doug takes the only available oxygen mask for himself and doesn't think twice about Carrie. She is hurt that he would think of himself first, while he doesn't think that he's done anything wrong. It's not until Carrie says that she will forever see him differently that Doug feels guilty for what he did and tries to prove to her that if her life were in danger, he would save her. Meanwhile, Spence needs to find a new place to live and ends up moving in with Danny Heffernan after things with the hot Brazilian exchange student don't go as he'd hoped.
Carrie's boss, Pruzan, has his first big case as partner, and Carrie is overwhelmed with work. To complicate matters more, the case involves testimony from a delivery driver and Pruzan wants Doug to be the expert witness because he drives for IPS. Although Doug is really excited about working with Carrie, she isn't as thrilled with the idea. After Doug shows up to get prepped for the trial, Carrie is panicked that he is going to embarrass himself and her, so she tries to get Deacon to testify instead, which of course, hurts Doug's feelings. Pruzan is insistent that Doug be the witness, and after a lot of begging from Carrie, he agrees to come back and help her out. Over in Danny and Spence's apartment, a feud has ensued over Holly, the dog walker. Their strategy on getting the girl by spending the entire day with her backfires when she ends up giving her number to the gas man that comes over to fix their heater.
Its Christmas time and Doug's parents are coming over. The only problem is that Doug and Carrie are trying to conceive because of Carrie's "fertile time." After trying to not tell his parents, Doug finally tells them of the situation and leaves the house for one night. That night, Doug can't perform because he is under pressure by his parents and Arthur.
Carrie gets jealous when Doug's attention is focused on Spence's new girlfriend, Becky, a professional chef. It's not her looks. It's not her personality, it's her food! Doug can't get enough and Becky comes to rely on Doug to sample all of her new recipes. Carrie, feeling left out, finally reaches the end of her rope and demands that Doug stop his "food affair" with Becky.
Carrie has decided that she and Doug don't spend enough time celebrating the good things in their relationship, and plans a night of romance in honor of the anniversary of their first date. It happens to be on the same weekend that Deacon has planned a group trip to Atlantic City, and he wants Doug and Carrie to join he and Kelly and some buddies from work. But while checking in to the hotel, Doug and Carrie find out that everyone in the group has cancelled and the only person joining them is Doug's boss, O'Boyle. Deacon shows up later that weekend and confesses that after he and Kelly got into a fight, she packed up the kids and left him.
Now that Deacon and Kelly have separated, Doug makes it his mission to get his friend out of the funk he's been in by taking him out to the clubs. Doug starts to realize he's been missing the days of hanging out with the singles and starts making a habit of it. In the meantime, Carrie is threatened by the new office assistant at the firm, Lila, who has an uncanny resemblance to her. The constant comments from the people at work starts to drive Carrie crazy and she decides to change her look a little in order to stop the comparisons.
Doug and Carrie find an old, unopened wedding present – a gravy boat – from Doug's third cousin Ron and his wife Marcia. Little did they know that inside was a check for $1,500 that they never realized was there and therefore never cashed. However, because the check expired a year after the wedding, they ask Ron and Marcia to rewrite it. Though they initially feel they need to treat this unbearable couple to a few meals before asking in order to justify their actions, Carrie loses her patience the first time and she re-opens the gravy boat and "notices the check." The plan backfires when Doug tells Ron and Marcia that they want to use the money for a trip to New Orleans and Marcia sets one condition – Doug and Carrie can't go to New Orleans without them! Trying to avoid that debacle, Doug and Carrie attempt to sneak off to the Big Easy alone without letting their cousins know about it. Meanwhile, Arthur tries getting a comic strip he created into Playboy magazine, but his artistic talents leave a little something to be desired.
Doug and Carrie get free tickets to her firm's annual golf outing at a private club. They have four tickets and usually bring Deacon and Kelly, but with their recent separation, things have changed. Not wanting to lose out on the opportunity, Deacon meets an available gal, Leslie, who he brings along to complete the foursome. Doug and Deacon are having a great time, but unfortunately, Carrie is not feeling the connection with Leslie and makes an attempt to set Deacon up with another co-worker while at the golf course that she thinks she'd have a better time with. In the meantime, Deacon asks Holly to watch his kids over the weekend while he's gone but doesn't realize that Holly may be pining away for him.
Doug starts to dream more seriously about running his own sandwich shop now that his Uncle Stu has generously offered him a large sum of money to see him realize his dream. However, Carrie has major reservations about this, knowing that Doug's gifts are not in running a business. Not to mention that Danny, Stu's son, is very jealous and angry that his own father would back Doug's business venture, but not his own.
As his high school reunion approaches, Doug worries that Carrie's new hairdo will make her look like a librarian, rather than his usually sexy wife. Hoping to show Carrie off in front of his former classmates, Doug tries to find a way to tell her that he hates her bun without hurting her feelings. Meanwhile, Spence informs the guys that he's nervous about seeing one of his old teachers because he never called her back after the two shared an intimate encounter.
Carrie and Doug begin preparing for tax time and realize that their charitable giving leaves a little to be desired. In an effort to get out of feeling guilty and to make amends for what they see as "selfish living" in the past year, they decide to make a donation to the local kid's library at Deacon's son's school. However, Carrie's charitable spirit starts to be about recognition rather than the actual joy of giving. When the administration mistakenly thinks the Heffernans gave $500 rather than $50, Doug and Carrie scramble to keep the recognition without having to pay the price.
Against Carrie's commands, Doug takes $100 from the "emergency fund jar" to bet on a boxing match. When he and Deacon win $5,000, Doug realizes he can't let Carrie know he won big or she'll realize he stole the money. Deacon and Doug set out to burn it all off in a day of luxury spending. Meanwhile, Carrie is offered a job from the owner of the firm and when she finally works up the nerve to give notice, the offer ends up not being as firm as she thought.
In the first half-hour, Doug believes that his new dentist --who once had a crush on Carrie--is hurting him on purpose. The second story, which marks the show's 100th episode, focuses on Carrie's dad, Arthur. When Arthur's volatile behavior gets out of control, Doug and Carrie insist he visit a psychiatrist. During the session, Arthur recalls via flashback a disturbing encounter with his own disgruntled dad that may be at the root of his abrasive personality.
Carrie has been put in charge of overseeing a group of people who will be organizing and distributing legal documents for one of her firm's big cases. The catch is that her team will have to work the night shift, and they're "not the sharpest tools in the shed." Doug is disappointed by her new appointment because this means that they won't be spending any time together, but then decides to use her time away as an opportunity to do whatever he wants – eat in bed, not brush his teeth before he goes to sleep, etc. Unfortunately, he starts to get a little lonely but soon discovers that Arthur makes a suitable companion to keep him company.
Mike and Debi, a bright young couple, move in next door to Doug and Carrie. The Heffernans don't make the greatest first impression as an argument they're having can be heard throughout the neighborhood. Carrie feels that her job, as a legal secretary, and Doug's, as a truck driver, are insignificant next to her neighbors, who both hold professional jobs. She tries desperately to make a good impression on her new neighbors by inviting them over for dinner, but Doug thwarts her plan. Meanwhile, Arthur takes advantage of Spence's job at the subway by insisting on free rides.
Doug and Carrie run into Father McAndrew at the fish market. They exchange pleasantries and as they are parting ways, Father McAndrew tells them that he would love to see them in church sometime. Unsure of how to decline politely, the Heffernans instead agree to attend Sunday's services. During the service, Carrie reflects on the one thing that she really needs help with – a raise. Miraculously, the following day, Carrie receives word that her prayers have been answered and that she is getting her raise. Much to Doug's dismay, Carrie's prayers turn to more frivolous things – like shoe sales. He does his best to convince her that God would never approve of her prayers, but soon enough Carrie catches Doug praying for the Jets to win their latest football game. Meanwhile, Arthur hosts an open house in order to sell the house. Unfortunately, he hasn't mentioned a word of his efforts to Doug or Carrie, the homeowners.
Doug stops by Carrie's office, and is introduced to her work-husband Curt. Although Carrie assures him that he has nothing to worry about since Curt is gay, Doug is threatened by just how close the two are. They go to lunch together, share work secrets, and are very tight. He raises his concerns to Carrie, but she tells him that he has the same relationship with Deacon. Doug is not happy with her comparison, and the two than try to make each other jealous by spending more time with their "work spouses" than with each other. Meanwhile, Arthur is jealous of a new dog that Holly has added to her route.
Doug and Carrie run into Doug's high school girlfriend, Margie, at his favorite sports bar. Carrie gets jealous when she discovers that Doug's mother would rather spend time with his ex-girlfriend than her. Margie and Doug fight over the song that Doug was meant to write for her back in high school. Doug, intent on redeeming himself attempts to write the song with help from Danny.
Carrie wins 4 company seats to Knicks games, but insists on taking a couple over Doug's friends. But when they realize Carrie's favored couple doesn't work for Doug, and Doug's favored couple doesn't work for Carrie, they decide on playing cupid. Meanwhile, Arthur digs himself a hole by pretending he can "fix" parking tickets.
Carrie thinks Doug needs professional help to control his excessive eating habits, so she persuades him to see a therapist. When Carrie sees Doug's great inprovements, she asks the therapist to work on Doug's other issues. Meanwhile, Arthur believes he's addicted to nasal spray and fights to stay off of it.
Doug becomes obsessed with his own Super Bowl party after learning that many of his friends will be attending a party thrown by a new co-worker. While Doug is focused on winning back as many guests as possible, Carrie complains that Doug doesn't think about her enough during the day. Problems arise when Doug tries to throw the ultimate Super Bowl party and prove to Carrie he's an attentive husband.
Doug cannot spend time with Carrie on Valentines Day, because he has to deliver penguins, with Deacon, from one zoo to another. Yet, along the way, they run into some mishaps. Meanwhile, Carrie and Holly go out and give her tips with men to look for a man for Hall. However, Carrie inadvertently fixes her up with her boss. Also when Arthur and Spence go to up a pick a date for the holiday, he accidentally gets himself a date that is old enough to be his grandmother.
The mold problem in the Heffernan household grows and Doug and Carrie find out to fix the problem will cost them $12,000! Doug, with his tail between his legs, goes to his father to ask for the money, but hits a wall when he wants to know why he and Carrie don't have it in the bank. When Doug has to admit they have no savings, his dad wants to comb through their financial books to see where all the money is going. This prompts Doug to limit Carrie on her "wild spending," which does not go over well with her.
Carrie gets tickets to an opera but Doug doesn't want to go so he has Deacon help him lie to get out of it. Carrie catches him in the lie which prompts Doug to confess to a series of lies he's been hiding. Doug then tells Carrie that the reason he's been lying is because she's too overbearing. They both agree to be "supportive" of one another but this only leads to more problems.
Danny asks Doug for a letter of recommendation at IPS so he can move up to being a driver like Doug. Since this idea does not appeal to Doug, Carrie decides she will write the letter and have Doug sign it. Danny ends up getting the job and puts Doug's skills to the test, and his job on the line, when his ability to beat Doug's delivery time has the boss giving Danny Doug's route.
Arthur and his half-brother Skitch are reunited when Doug sets it up for them to meet again at the tollbooth Skitch works at on the freeway. When Doug realizes they own a house together, he sees the possibility of getting his personal life back when he envisions the basement empty and he and Carrie having some personal time. Arthur moves in with Skitch until all hell breaks loose when the two are reminded that they should indeed live apart.
Doug breaks the bed, and when Carrie and Doug find a new one that they like, it has to be ordered, thus leaving them with nothing, until they borrow two twin beds for the time being. Quickly the two realize that having their own space at night is making major improvements in their marriage. Arthur discovers that their sweet neighbor, Lou Ferrigno, is actually quite a gossip, when he overhears him through a peep hole in the basement that looks right into his yard. Arthur makes it his mission not to get tangled up in that mess by protecting what information Lou gets.
When Arthur handily beats Doug in several games of ping-pong, Doug decides to test his skills on Carrie, but is humiliated when he loses once again. In a desperate attempt to keep his ego intact, he asks Arthur to train him so that he can beat his wife. Meanwhile, Spence's girlfriend, Denise, gets promoted to waitress at the bowling alley, but Spence becomes jealous of the flirting she must do to get tips.
During a romantic dinner, Doug is inspired to proclaim his love to Carrie. Carrie is taken by his gesture and suggests that they renew their vows. The two find that planning the wedding is much more troublesome than expected. The ceremony is on again, off again as Doug and Carrie are faced with endless complications, including finding a chimp to serve as Doug's best man. In the midst of the wedding planning Arthur is praying that his wedding present, aged Port wine, will go unused when he discovers the value of the fine wine on E-bay.
When Doug hears from Carrie that Deacon's ex-wife wants to reunite with him after a two-year separation, he can't decide whether or not to give Deacon the heads-up. When Deacon informs Doug that he just met a beautiful stewardess and is spending the entire weekend with her, Doug decides not to tell him about his ex-wife's plans to reunite with him. But when Carrie discovers this, she demands that Doug tell Deacon so he doesn't ruin his chances of getting back with Kelly.
When the partners of Carrie's law firm notice Doug's softball skills, they ask him to pretend that he's a lawyer in order to play on their company team. Carrie worries that Doug won't be able to pull off being a lawyer, but he is so convincing, an opposing firm offers him a job. Meanwhile, after tracing his ancestry, Arthur believes his great-grandfather was a slave owner and makes it his own personal mission to correct things with Deacon on his ancestor's behalf.
It's Thanksgiving in the Heffernan household and while Carrie cooks dinner for ten people, Doug lets a stranger into the house to use the phone. He is convinced the stranger is a nice guy but Carrie is not so trusting. Everyone at dinner feels sorry for the man, who's been left outside to wait for a ride, but when Carrie finally gives into the holiday spirit, it turns out her instincts may have been right.
Doug gets annoyed with Carrie when she loses her job and, rather than looking for employment, becomes extremely unmotivated. When Doug confronts Carrie about her laziness, she gets upset, claiming that she is simply trying to find herself. Carrie then enlists the help of Arthur and opens up her own company making decorative cell phone covers. However, when she invites her friends over to buy some of the covers, she realizes a new line of work might be in order.
After countless times of babysitting Deacon and Kelly's children, Doug and Carrie feel that Deacon and Kelly should return the favor and babysit Arthur every once in a while. Deacon and Kelly decide to take Arthur out to dinner so Doug and Carrie can be alone, but they ignore a warning about Arthur's reaction to spicy food.
Doug and Carrie run into Doug's ex-girlfriend Trish at an art gallery. Doug explains to his wife that Trish took their breakup pretty hard. So, against her husband's wishes, Carrie asks Trish out to lunch. At the restaurant, Carrie quickly realizes why Doug broke up with the woman in the first place – she's annoying and needy. Ready to break off their new friendship, Carrie's tune changes when she discovers Trish's employee discount at Saks Fifth Avenue. Meanwhile, Spence agrees to go out with a guy, even though he's not gay, just to boost his morale.
When Arthur tries to sell Spence his adjoining burial plot, he somehow winds up selling it to Spence's mother, Veronica. Doug is assigned a new delivery route and is freaked out by a man at one of his daily stops who always answers the door wearing nothing but a towel around his waist. Meanwhile, Carrie takes on dog walking with Holly to make some money after being unemployed for several months, but immediately hates the job and hires a kid to do the walking for her.
Carrie asks Deacon and Kelly to accompany her and Doug to Florida for their visit with the in-laws so that they'll be forced to stay at a hotel instead of with Doug's parents. What looks like a perfect vacation turns into a nightmare when spring breakers invade the hotel, forcing Carrie and Doug to reconsider their future accommodations when visiting the folks. Adding to the misery is the great disappointment shown by Doug's mom over the fact that no one is staying at her house.
What starts out as a valiant effort to win back the heart of Spence's ex-girlfriend, Denise, quickly goes south as Danny gets a sudden case of lockjaw and the group spends all the money they took out as cash advances from their credit cards. To Carrie's dismay, she can't buy groceries because unbeknownst to her their credit card has been maxed out by Doug. Meanwhile, Arthur fills in at the front desk of the senior center and has some words with the pudding vendor.
When a fight causes a rift in the Palmer/Heffernan relationship, Doug and Carrie attempt to get back at the Palmers by getting a new couple as friends. When their search yields nothing, they resort to two friends they really don't enjoy. But while dining with them, they meet another couple who are in a book club with their increasingly annoying friends. Now Doug and Carrie love them ... at least until they finish the search to find the new couple's phone number.
When delivering a package to his old high school, Doug meets his old football coach, and against Carrie's wishes, begins to return to the school on a regular basis as the football hero. Meanwhile, after losing his eye drops, Arthur manages to lose his sense of hearing, sight, and speech in one day and becomes completely reliant on Holly.
When Doug wins a trip to St. Louis to see the Final Four, he is reluctant to bring Arthur. However, Carrie tells him that if he does this, he never has to take him to the senior center or see his naked back again. However, the plane gets delayed & Doug & Arthur go to Pittsburgh. Then, things go downhill with Doug missing the Final Four by being stuck in Dayton.
As the snow falls in Queens, Carrie heads out to buy an iPod - but instead of achieving musical nirvana, she finds herself stranded on a cold street and in a moral dilemma. Meanwhile, when a couple invites Doug in from the cold, he manages to quickly use up his welcome when he dispenses very un-welcome relationship advice.
When Doug and Carrie's neighbor passes away, their grief is quickly replaced by hope when they realize his empty residence could prove to be a profitable investment. In their dash to close escrow, they become wary of another neighbor, Lou, who's neighborly way of upkeeping the bereaved lawn raises their suspicions.
Doug and Deacon discover they have more in common with each other's wives than their own, so they start hanging out with each other's wives as well. When Kelly tires of Doug, he ruins Deacon and Carrie's good time. Meanwhile, Arthur dispenses romance advise, and the recipient finds success simply doing the opposite.