In a desperate attempt for attention, Lily makes out with the nerdish next-door-neighbor, Brad O'Keefe, in his car. Sean, who went to get a bucket of chicken, is out walking the dog when he spies his daughter and the neighbor boy. So Sean responds in a very unorthodox way -- by lobbing fried chicken at the car. Elsewhere, Walt babysits Jimmy and Henry, and decides to teach them how to dig a hole. And Eddie stays in the house and tries to illegally hook up cable so that he and Sean can watch soft-core porn.
Sean inadvertently finds a fake ID in Lily's bedroom. Sean and Claudia confront their daughter about her rebellious behavior, but they get few answers. They decide to hack into her e-mail to find out more about Lily's trouble-making friends. While they are checking, an e-mail comes in from a ""SweetandNastee."" Sean responds, pretending to be Lily. SweetandNastee gives Sean an address to a rave party in Yonkers. Sean and Eddie go to the address which turns out to be a dry cleaners. Convinced the rave is really at the dry cleaners, Sean and Eddie try to gain access to the party but end up getting beaten up by the dry cleaners' owner. Back at home, Sean and Claudia confront Lily, but she slams them for invading her privacy. Turns out she knew they broke into her e-mail account because she was online at a friend's house when she saw her name logged in. Lily made up the rave to teach her folks a lesson about snooping.
Jimmy's science project, a model of the solar system, is due and he's eager to get back from the street fair to finish it. However, when Sean and Claudia find out The Ramones are playing, Jimmy's science project is forced to wait. Sean decides to write a note to Jimmy's principal, Sister Helen, to explain that he felt it was more important for Jimmy to attend the concert than to finish his science project. The note only ends up getting Jimmy suspended. To make it up to him, Sean and Eddie take Jimmy to the Statue of Liberty -- again with disasterous results.
Jimmy's claim of demonic possession and Lily's skirt length prompt Sean's perceived battle with school head Sister Helen
Lily's trip to an amusement park with a group of her friends backfires when she calls Sean to pick her up. He doesn't like what he sees, and when he realizes HE was the one called because everyone thought he would go easy on them, he proceeds to get them all in trouble by telling their parents.
Lily freaks out when Sean says they can't afford to send her on a ski trip with her classmates. But things get worse when she learns that Sean inherited some money and spent it on a guitar for himself.
Claudia is looking forward to a trip to New Jersey to try to bond with Lily. However, things go from bad to worse when Claudia tells popular cheerleaders from Lily's school that her daughter is still a virgin. Lily takes off, leaving Claudia stuck - with no daughter, no luggage, and no clothes.
Sean (Donal Logue) tries to disguise the fact that he cut Henry's (Jake Burbage) hair himself instead of taking him to a barber shop.
Sean (Donal Logue) tries to keep Eddie (Kevin Corrigan) from hitting on a woman (guest star Julie Claire) Claudia (Megyn Price) is consoling after a break-up.
Sean catches a fly ball that's still in play and loses a game for the Yankees. Claudia's upset when the bachelorette party she's throwing for her girlfriend gets disrupted by Sean, Eddie and the boys, who have been chased home by irate fans.
Walt gives Jimmy a BB gun for his birthday, prompting an all-out war between him and Sean, which ends up with Walt in the hospital, shot in the rump.
To save for a dream vacation to Mexico, Sean and Claudia start working extra shifts at work. This leads to chaos at home, with Eddie raising the kids, Lily getting her tongue pierced, Jimmy becoming a bully, and Henry panhandling and eating out of the garbage.
Sean volunteers to referee Henry's soccer team and ends up making an unethical decision in the team's favor. Which in hindsight wasn't a great idea, when Henry gets an inflated ego. So Sean tries to make things right the following week by making an unethical decision in the opposing team's favor. . . Meanwhile, Lily flirts with the cute guy at the concession stand and the conversation leaves her walking on air. But when she starts to obsess over the introduction, she replays the scene over and over in her head, each time thinking that she made a bigger and bigger fool of herself.
When Lily is miserable because she and her girlfriends have been booed off the stage at the school's talent show, Sean and Claudia have some explaining to do. Meanwhile, the Finnerty's get roped into buying cases of candy bars that the boys are selling for school.
After the family car goes missing one night, the Finnertys find themselves at an impasse: Sean is in mourning over the loss, while Claudia hopes to gain from a slightly inflated insurance claim. But when the battered remains of the car are towed to the house a few days later, it becomes clear that Lily has been covering her tracks about an ill-fated joyride -- and the reason why her parents have to buy the missing parts from Eddie's maniacal mechanic.
Claudia's dream about Eddie has Sean out to relight his wife's fire, until he goes down in flames during an impromptu visit to her work. Meanwhile, Lily bombs out with a new boy after guzzling Jimmy's spiked cider. (TV Guide)
Sean freaks out over Lily's attending a bash at Brad's after he spots the nerdy neighbor stocking up on certain sexy party supplies.
After Henry unexpectedly catches Sean and Claudia having sex, Sean is determined to handle the inevitable topic of the birds and the bees with Henry in a better way than Walt did with he and Eddie. After having a father/son talk with Henry about sex, Sean feels good about how he handled things. When Sean and Claudia catch word that they have a ""reputation"", they discover that Henry told his entire class about what he caught Sean and Claudia doing, forcing them to do some damage control.
The Finnertys' plan to push Walt (Richard Riehle) back into the social scene backfires when he's social with a lady they don't like. Meanwhile, Lily fears that her bad behavior has thrust Brad into Kristina's arms.
In the season finale, Lily is horrified when she learns that she was born before her parents were married, until she gets the whole story
Claudia is shocked to find some racy pictures downloaded on Jimmy's computer, and insists that she and Sean confront him about it, but Sean wants to ignore the situation. Later, Sean confesses to Walt that he downloaded the pictures, and its not long before Claudia discovers that Sean is the guilty culprit. Meanwhile, Lily gives Jimmy a picture of Sister Helen which they doctor and use as an e-mail joke. But when the e-mail is sent to Sister Helen, things aren't so funny anymore.
Sean and Eddie revive their old high school band to play a wedding reception, but Sean gets nervous when Lily seems way too interested in their hot new drummer. Jimmy convinces Henry that the reson he can't find baby pictures of himself is that Henry's a robot.
During a stressful day at work, Claudia takes a puff of a co-worker's cigarette which quickly turns into an entire cigarette and then a daily habit. Desperate to keep her smoking habit from Sean and the kids, Claudia tries her best to smoke without being found out, but is busted by Lily. Lily makes a deal with her - she won't say anything if Claudia will get her a cell phone and Claudia agrees. Sean thinks that Claudia's bizarre behavior lately has something to do with him, prompting him to buy her the expensive armoire Claudia was admiring recently at the flea market. When her quest for a cigarette leads to her digging through the trash and landing outside Brad O'Keefe's window, she realizes she has hit a new low and swears off her habit. Meanwhile, after setting a date with Dean on her new cell phone, Lily is humiliated to find out Dean heard her gushing about him when the phone didn't turn off.
Sean gets ticked off with Walt, who's playing Santa Claus, when he promises Henry a $350 Astro Jammer Battle Buggy for Christmas. So Sean responds by bringing violence to Santaland. Meanwhile Lily tries to figure out if the blurry giftcard on her boxershorts reads ""from Brad"" or ""from Dean.""
A favor for Claudia's well-connected Uncle Sal (Vincent Pastore) goes awry, leading Sean to fear that the guy may be a goodfella. Meanwhile, Brad is more than willing to share a shower with Lily after a plumbing problem leaves the Finnertys all wet.
Jimmy and his class are having a robot science fair. Sean goes all out to create a ""first place"" robot for Jimmy. When the judge of the fair calls Jimmy's robot ""substantial robot"" and ""you could prop a door wide open with this!"" Sean stands up and admits that he made his son's robot. He requests that the other parents do the same (It's obvious that the other robots were made by the parents.) In the end, Jimmy and his robot, fight Benji (his classmate) and his robot in a robot battle! Benji, who was marvelously acted wins!
Sean's takes a swing at tree surgery and ends up causing a blackout during the superbowl. But his biggest concern is what he saw through Lily's window while chopping the tree -- Lily holding a bag of pot. But what's even more shocking is where Lily got the weed: out of Sean's closet. With the blackout, Dan O'Keefe moves his Superbowl party to the Finnerty home, where they listen to a play-by-play given by Jimmy from his 5-inch TV.
Lily's compulsive credit-card usage sinks Sean's plans to take Jimmy and his friends to a pricey waterpark; Eddie refuses to open up to his family about the contents of his mysterious locked box. (TV Guide)
Sean accepts a challenge from his obnoxious neighbor, Mr. O'Keefe, for a boxing match. But he has second thoughts when he discovers Eddie's tried to fix the fight. Meanwhile, Claudia becomes enraged when she learns about a rumour that she's had breast enhancement surgery.
While Sean and Claudia are chaperoning at Lily's school dance, Sister Helen catches Lily and Dean red-handed with a bottle of liquor while they are making out. Lily insists she is innocent and that the booze is not hers. But it comes as a surprise to both Lily and Sister Helen when the real culprit is revealed. Meanwhile, Eddie has taken to using Walt as his goon to shake down his shady business associates.
Sean tries to talk a gay co-worker into coming out of the closet before it gets out that Sean has already done it for him. Meanwhile, Lily's ready to rumble for her man after realizing that women keep hitting on Dean.
When Sean and Claudia win a free weekend in Atlantic City, Eddie offers to look after the boys while they are away. At first suspicious of his offer, they succumb because they desperately want the time away. But when they return from their trip to find Jimmy and Henry locked in the basement, they are shocked to find out that it was Lily and not Eddie who put them there. As Lily tries to explain what happened at home over the weekend, it becomes clear to Sean and Claudia that, surprisingly, Eddie was not such a bad choice to take care of the kids after all, even if he really did have an ulterior motive.
Sean exploits a nun's foulmouthed slip of the tongue to get Claudia and the kids everything they've ever wanted from St. Finnian's.
Sean winds up in jail for buying some shady diamond earrings for Claudia from Eddie's so-called ""connection""; Lily protests the nuns's donkey-basketball game.
The minor insults of Claudia's visiting parents get so far under an insecure Sean's skin that it starts to look like he's gone out of his mind. Meanwhile, karaoke leads to an unlikely liplock between Brad and Lily.
Sean and Eddie plan to honor their late cousin's wishes by scattering his Tupperware-borne ashes over the old water tower; Lily meets a cute guy at the funeral.
A home-pregnancy test in the trash has Sean convinced Lily is with child, but it may be Claudia who has something unexpected to tell him. Meanwhile, Lily learns the truth about the musical circumstances surrounding her birth; and Jimmy sings the blues about the zit that is taking over his face.
Claudia learns the results of her pregnancy test and Sean celebrates the news with a major purchase: a bar that Eddie plans to burn down for the insurance money. Meanwhile, Lilly and Brad try their luck at getting liquored-up; and Henry develops a craving for a different kind of watering-hole delicacy.
Sean blows his shot at snagging a loan from Claudia's dad (Stephen Root) after losing the car he gave Lily for her birthday in a street race. Meanwhile, Henry and Jimmy put the squeeze on their grandfather for some hefty Tooth Fairy funds.
Things get tense at the bar when Sean hires his high school fantasy girl as the bartender. And Lily freaks out when she tells Dean she loves him at a concert and can't hear his reponse.
For the second time, Lily has failed her behind-the-wheel exam. But this time it's not her fault, it's Sean's, who went out of her way to sabotage her driving test by teaching her rediculous driving tips, such as the all-important ""W-turn."" In other events, Claudia is having a devil of a time keeping Henry and Jimmy from playing a violent video game condemned by Sister Helen -- but she winds up addicted to it herself.
The boys mock Sean when he can't get the lugnuts off of the car, leaving him to have his wife attract a trucker's attention to change the flat tire while he sits in drag in the backseat. Elsewhere, Eddie holds a garage sale at Sean's house where he sells off hot merchandise and his brother's possessions, and he welcomes the kids to partake in the sale. But Lily is mortified when Brad buys her old bra from Eddie, then boasts to the school that he and Lily have slept together.
From TV Guide: Following his school's drug-awareness day, Henry thinks his family is on drugs and stages an intervention for Sean after he finds a suspicious plant growing in the yard.
Sean has a hard time fighting off an amorous Claudia after lying to her that he's finally undergone a vasectomy. Meanwhile, Brad gets a chance to hang out with Lily by paying her to tutor him in a subject he already excels at.
Sean and Claudia are shocked to learn that Jimmy has been shoplifting and try to figure out his motivations for stealing. Elsewhere, Lily agonizes over what to wear for dinner with Dean's parents. Brad helps her find the perfect outfit, but Dean's parents turn out to be not so great. Meanwhile, Henry brings home his class's pet lizard.
Lily goes on a shopping spree with her ""emergency credit card,"" resulting in her having to pay back the bill by getting a job -- at the bar. Meanwhile, Eddie fumes over a scathing review of the bar; and Henry takes energy preservation to the extreme.
Claudia wreaks havoc at a wedding reception after losing her glasses -- though it may not be Claudia who lost them. Meanwhile Lily convinces Eddie to persuade Dean to get her the perfect birthday gift; and Brad begins spending way too much time with Jimmy.
Lily winds up with the strangest bedfellow after Dean fails to pitch enough woo on her monumental 16th birthday. Meanwhile, Henry and Jimmy put Sean's shoddy fathering skills to the test with a con-game and a hot-wings binge.
Sean joins the Knights of Hibernia in order for Lily to compete in their beauty pageant.
When the dump closes, Walt finds himself with an abundance of free time and begins hanging around the house, much to the dismay of Lily, who finds it increasingly hard to get alone-time with Brad. So she schemes to get him a date online... which turns out to be with a drag-queen. Meanwhile, Eddie finds out that his girlfriend has another boyfriend.
After Sean confronts Brad's father, who's boasting that Lily and Brad have slept together, he confronts Claudia -- and finds out she already knew too. So when Brad mysteriously gets injured by an airborn Christmas decoration, everyone thinks Sean finally lost his temper. Meanwhile, the boys have spent Sean and Eddie's Liberty quarter collection, and Eddie is disgusted. So Eddie takes the boys out to teach them a lesson about stealing from other people -- by stealing a toy machine that Henry loaded with quarters.
Claudia feels it's time to smooth relations between the two families by having the O'Keefes over for dinner, but the evening falls apart when Brad's mother blames Lily for taking Brad's innocence. Meanwhile, Eddie teaches Jimmy and Henry a lesson in respecting other people's property after he finds out that they used his coin collection to play arcade games.
Sean and Eddie hire strippers for the bar to help make ends meet -- then wind up being protested by the PTA. But what's most shocking is who set the PTA on their tails. Meanwhile, Brad asks Lily to break up with Dean. Lily doesn't want to hurt Dean, but agrees, only to find that he takes it far easier than she expected.
Brad is bothered that Lily is embarrassed to be seen with him, so Sean tries to make over his geeky image. But all Sean succeeds in doing is inadvertantly getting another student suspended from school... Which leads to an in-bar confrontation with Sister Helen. Meanwhile, Jimmy's ""trademark"" hair-length has become an issue at school. Elsewhere, Claudia helps Eddie deal with an unwise purchase he made for the bar -- by getting drunk with the customers. And Lily confesses her relationship with Brad in front of the entire school.
Brad plans a romantic date with Lily in New York City, but because one incident throws them off schedule, the rest of the evening becomes a disaster. Meanwhile, Eddie breaks a window in the sewing room, leaving it wide open for an animal to wander in...an animal which Henry wants to keep as a pet.
Lily and Brad stress over their upcoming S.A.T. tests... and Claudia turns the SAT's into a competition. Meanwhile, Sean teaches Henry a lesson in compassion by taking in a homeless guy (Dave Sheridan).
After Eddie buys an electric car to impress a girl, Sean unwisely gives Eddie a loan without telling Claudia, which results in her college enrollment check bouncing. Meanwhile, Brad discovers a tatoo with Dean's name, but Lily's plea for her parents to pay for her tattoo removal goes ignored.
After a night of partying, Lily wakes up with a nasty hangover, her car parked on the porch and no memory of how she got home. To teach Lily a lesson, Sean and Claudia decide to sell her car and have her sign a contract that she will call them when she is too drunk to drive. Angry at losing her car, Lily pretends to be drunk night after night in order to make her parents give her a ride home. Meanwhile, Eddie makes a huge profit when he sells Lily's car for Sean.
Sean talks to Jimmy about the birds and the bees; Brad accidentally sees Claudia naked.
Sean becomes jealous when Claudia is asked to do some modeling for a fashion photographer. So she storms out, leaving him to deal with a bath products party that she'd organized. Meanwhile Lily recieves her yearbook photos, which are terrible.
Sean and Eddie arrive at the bar to discover they've been robbed. Instead of calling the police, Walt suspiciously insists on cleaning up. Meanwhile, Lily and Brad spend a day at the mall and wind up in a fight, so Lily decides that she's gonna go out with another guy.
Sean wants to go to a Sex Pistols concert, but Claudia has to study for a college test and Lily has a science project due, which leaves no one to watch the boys. But Lily leaves Brad holding the bag by skipping off to a frat party... where she runs into Claudia. Meanwhile, Eddie hires a bodyguard.
Lily resents her ex-boyfriend's ability to move on so quickly after she dumped him; Eddie's stand-up routine flops until he incorporates material from Claudia and Sean's personal life.
Sean forgets to give Claudia an important message from her professor; Jimmy hides the telephone bill to conceal his calls to a 976 number; Lily freaks out when Brad doesn't call her for three hours.
During a romantic getaway at a hotel, Claudia and Sean watch an adult film and realize it was shot in their home; a girl bullying Jimmy might actually like him.
Sean and Claudia try to take advantage of an empty house and spend some alone time together; Lily realizes that Brad is not a good dancer.
Lily, Brad and Jimmy sign abstinence pledges at school; Brad asks Lily to marry him; Jimmy throws out everything that reminds him of sex. Meanwhile, Walt reveals that Eddie was born lefthanded.
Brad's (Bret Harrison) dad, Dan (guest star Gregory Jbara), claims to have been taking tennis lessons for years, however, after Sean (Donal Logue) beats him at a tennis game, it is revealed that Dan has been having an affair and not taking lessons.
When the Finnerty's throw Brad a birthday party to take his mind off his parents' recent breakup, Sean secretly invites Brad's dad to the party as part of his ""plan"" to reunite him with his wife Connie (guest star Nancy Cassaro). Unfortunately, Connie has taken Claudia's (Megyn Price) advice to ""get some,"" which prompts her to pursue Eddie.
Claudia refuses to include Brad in the family portrait; Claudia's father-in-law (guest star Richard Riehle) gives her plot to his dead cat.
Eddie persuades Sean to help him break into his ex-girlfriend's apartment to steal embarrassing photographs.
This one might be better: Sean is having trouble keeping the bar alive and Claudia asks him to reconsider running it. With St. Patrick's Day around the corner Eddie tries to lure customers over from rival pubs. Meanwhile, Brad and Lily prepare for the parade and Jimmy is having trouble understanding the meaning of St. Patrick's day.
Sean disciplines one of Henry's bratty friends; Lily asks Brad to choose between her and his geeky friends; Eddie uses a Jewish online dating service.
Claudia copies Lily's school paper, only to find out Lily plagiarized the essay. Sean hints to Sister Helen that Lily may have cheated, but he learns too late that the school's ""zero-tolerance"" policy on cheating could result in Lily being expelled.
Claudia's father, Tony, has returned to the Finnertys for and operation, and the rest of the family is very sympathetic, except for Sean.
Claudia tries to alleviate Sean's hypertension and high blood pressure by running the household all by herself but everything goes awry. Jimmy gets suspended from school, which causes a set of problems all its own, and Lily and Brad break her bed so they steal the family car... and get it impounded.
Lily is less than thrilled about Brad's new job, which is taking up all of his time. Meanwhile, Walt's having problems finding work, so Sean and Eddie offer him a job at the bar... but they soon find that he takes over. Jimmy's at the age where he finds his mother to be an embarrassment, so Claudia sets out to bond with him.
Lily has her doubts when Brad tells her about a girl he once had a relationship with at space camp named Lana. But Brad, tired of Lily thinking this, changes his Summer plans and boards a bus to space camp with a very cute, and very real, Lana.
Brad, after admitting he hooked up with his space camp buddy, Lana (guest star Mila Kunis), begs for forgiveness from Lily until he learns of her infidelity.
Sean's feeling sick, and Eddie convinces him that he has sympathetic pregnancy syndrome. Brad and Lily decide to just be friends but their hormones get the best of them. Jimmy tries to impress the new neighbor girl by pretending to be a sports fanatic. Eddie resumes his relationship with his ex, Faye, who's become more bitter and angry than ever.
Now that Eddie is spending all of his free time with Faye, lonely Sean finds every possible thing wrong with her, including the way she parks her car, which he ""accidentally"" smashes into. Meanwhile, Lily's attempt to make Brad jealous by dating Mocha Joey backfires when Brad points out that Lily and Mocha Joey have nothing in common; and Claudia gets upset when she finds out that Sean has told everyone that she is pregnant.
Eddie moves into the Finnerty basement after being evicted from his apartment. Claudia is not happy and tells him if he screws up he's out. Lily is jealous of Taya, Brad's new girlfriend, after she becomes the first girl on the Football team at school. Claudia's pregnancy interferes with her motherly duties.
Claudia is upset with Sean when she finds out he gambled the money for the baby's crib and used the winnings to buy a new TV. When Claudia accidentally breaks the TV, she convinces Eddie to bring her to the track so she can win money to repair the set. Meanwhile, Jimmy must endure a painfully long day of father-son bonding to keep Sean from finding out about the broken TV, and Lily enrolls in a Big/Little Sister program, but is dumped by her Little Sister.
Brad and Lily fight it out in a race for student body president...but it seems all the sniping and mudslinging is a mask to hide the former lovers' true feelings about each other. Meanwhile, Eddie is depressed and seeks the help of a quack psychiatrist...and Claudia tries not to learn the baby's sex, wanting to be surprised.
Sean's old friend Dave is in town, a children's performer who goes under the name ""J.J. Bodybuddy"". He lets Dave stay at his house...but it isn't entirely altruistic. He's promised the school that he can get J.J. Bodybuddy to do a show for the kids. The problem is, Dave--a recovered alcoholic who hasn't touched the stuff in ten years--gets too drunk to do the gig, and Sean has to put on the Bodybuddy leotard hismelf. Meanwhile, Lily is jealous of the new baby, and is letting her feelings be known vociferously.
With the bar in financial trouble, Sean and Claudia are having difficulty paying their bills, so Sean applies for a manager position with T.J. Shenanigans, while Claudia works from home collecting unpaid medical bills. Sean and Eddie contemplate selling the bar after finding out that they are competing for the same job. Meanwhile, Brad and Lily get back together, to the dismay of broken-hearted Taya. On the rebound, Taya starts dating Jimmy to help win Brad back.
Depressed that she doesn't feel sexy while pregnant, Claudia gets a boost when her cute study buddy, Steve, flirts with her. But her bubble is burst when she finds out that Sean paid him to do it. Meanwhile, Lily helps Eddie write material for his stand-up routine, but it backfires when another comic steals Eddie's jokes. Brad gets a reluctant Jimmy into Sciencenauts and his attitude changes when he finds out that the ""secret"" of every meeting involves porn.
Lily becomes insecure when she learns that she's ""not school smart."" So when Brad snags an interview at Yale, she becomes jealous and connives to land her own interview. Sean takes a second job as a limo driver, to avoid doing work at home. Claudia tries to convince her neighbor, Arianna, that the Finnerty clan is not trash. Jimmy seeks advice from his uncle Eddie for his debut in the school production of Tom Sawyer.
Sean becomes infuriated after receiving letters from the Home Owner's Association telling him to clean up his house, while Claudia is happy about the positive changes to the neighborhood. Meanwhile, Lily insists that Brad buys her an anniversary gift from a list that she's made... but he defies her wishes and gets her a sexy nighty... that he can't enjoy because he's busy picturing Sister Helen, who he ran into at the lingerie store. And Jimmy shocks the family by making an unusual lifestyle choice -- he announces that he's a vegetarian.
Eddie's ex, Amy, displays naked photos of him in an art gallery, but he's too afraid to ask her to remove them... because she's crazy! Meanwhile, Sean is having problems trying to sell the Red Boot; Claudia has a baby shower; and Jimmy fills in on the cheerleading squad to get close to the girls.
In the series finale, Claudia and Sean miss Lily's graduation (thus spoiling Lily's senior-prank plan) when Claudia goes into labor. Meanwhile, the Finnerty boys learn that Walt has a girlfriend... his cleaning lady!
