Drew becomes obsessed with getting the city to repair a pothole in front of his house. He supports a ballot measure allocating money for street repairs. When the nearest polling place suffers a fire just before the election, Drew volunteers his house as a replacement. Lewis and Oswald give people beer in exchange for a vote for the measure. Drew arrives home from work to find everyone partying. Aware that he could get in hot water for serving alcohol at a polling place, he tries to break up the gathering. A college student puts out his cigarette in the ballot box and causes the ballots to catch on fire. Oswald and Lewis distract the polling inspector to keep him out while Drew and Kate have everyone re-vote to replace the damaged ballots. The measure is handily defeated in spite of the gang's efforts. Drew ends up trying to repair the pothole himself in the middle of a rainstorm. He eventually agrees with his friends' contention that he is trying to distract himself because h

Steve and Mimi buy a trailer and plan a trip to Dollywood. Mr. Soulard orders Mimi to alter her appearance and remove all personal items from her desk. When she objects, he puts walls around her desk so that she can't be seen by visitors. Mimi refuses to stay in her office, and Mr. Soulard fires her for failing to answer her phone. She and Steve decide to leave with the trailer, and never plan to return. They announce their plans when they stop by Drew's house to pick up some of Steve's belongings. A jubilant Drew offers to take their truck to the gas station for a fill-up; but has it stolen when he goes inside for a pretzel. Mimi and Steve are left stranded in Drew's yard, and cannot get a new truck because Steve allowed their insurance to lapse. Drew grows tired of the couple's monopolization of his food and utilities, and sickened by the continuous rocking of the trailer. Kate finds an affordable trailer park, and Drew offers to pay the first six months' rent. Mimi angrily

A 21-year-old man claims to be Oswald's son, the result of a fling at a summer tap dance camp. However, the man bears a striking resemblance to Lewis. Lewis admits to Drew and Kate that he also slept with the girl. He believes that he must be the father, but Oswald argues that Robert actually looks like his mother. The guys arrange for separate outings with Robert, but begin bickering about ""custody"" issues. They finally decide to take a DNA test to find out which of them is the real father. Robert reveals that he is married and has a child of his own, and finally sought out his father because the baby doesn't have a grandpa. He is perfectly happy to have Lewis and Oswald share father/grandfather duties, so they decide to save their friendship by tearing up the results of the paternity test. Meanwhile, Drew's decision to allow the employees to put together the store newsletter proves disastrous.

Lewis and Oswald get Drew in trouble at the cafeteria by bringing him a beer. Drew grows tired of all the abuse and elects to quit instead of getting fired. He tries to get Mr. Wick to re-hire him, only to find that his cubicle has been replaced by a frozen yogurt machine. Steve tells Drew that their uncle, Cecil, has died. Cecil has left most of his fortune to Bill Gates, but offers smaller amounts to his friends and relatives, provided that they pass certain tests. Steve gets $10,000, but Oswald and Lewis lose out on $5000 each when they are unable to remain silent for 24 hours (they last about five seconds). Cecil had always worried that Drew would end up alone, so he will give him $10,000 if he marries within 72 hours. Drew and Kate try to throw together a ceremony, but realize that it would be making a travesty out of the event. They hire a drunken Santa Claus from the store to pose as a minister and pretend to marry them. They ask Lewis and Oswald to keep quiet about the

Mimi and Steve buy the house next door to the Warsaw, and she taunts Drew about the fact that she will always be nearby when he is trying to unwind. Drew, Lewis and Oswald get drunk and urinate on her front lawn. She catches them in the act and files a complaint. Because a number of neighbors have complained about the boorish behavior of the bar patrons, the Warsaw is stripped of its liquor license. Drew apologizes to Mimi, but admits that he doesn't mean it. He convinces the Warsaw's owner to slip alcohol into all of the food (soup, lemonade, etc.) but Mimi reports the owner and has him arrested. Drew does not understand why Mimi is so upset about this particular prank. Steve explains that she has never lived in a house before, so it is very special to her. Drew apologizes and creates a little gnome town for her front yard. Mimi drops the complaint. Meanwhile, Lewis and Oswald prove that their stupidity knows no limits as they try to ""milk"" snakes and sell their venom.

The cast and special guests perform comedy sketches with a ""back to school"" theme. Teenage Drew visits a doctor and learns about his ""changing body."" A wood shop teacher conducts class, despite the fact that he is just a decapitated head. A sketch parodies the accelerated aging process seen in commercials for milk. Oswald and Lewis try to convince SHeDAISY to hire them as backup singers. Two girls at a slumber party decide to practice kissing on each other. Christa Miller and Jenny McCarthy question the purpose of the sketch after noticing that Drew, John Carroll Lynch and a bunch of pervert crew members are gawking at them. They retaliate by making a sketch in which a buff Abraham Lincoln becomes a stripper and dances for Drew. Oswald tries to impress Jenny with a story about a painful football injury, but the flashback reveals that he was actually a cheerleader. Mimi warns musical guest Smash Mouth not to steal her idea for a speed metal version of Gordon Lightfoot's ""The Wr

Drew hosts a film about the dangers of cooties. Another film shows girls how cheerleading can help them later in life. Mimi bothers Uncle Kracker for help with a crossword puzzle. A clueless police officer goes undercover while still wearing his uniform. Peter Frampton recalls his past romance with Mimi. A talking zit gives a young man questionable dating advice. Mimi tries to convince Sugar Ray to stay over at her place after the show. Drew compliments teachers, with the exception of his elementary school teacher, Ms. Freeman. He boasts that math isn't necessary in life, only to miss out on a party because Mark McGrath of Sugar Ray tells him the location in the form of a story problem.

Winfred-Louder hires an efficiency expert, Christine, to look after the store while Mr. Wick is away. She is a very demanding taskmaster, but goes easy on Drew because she has a crush on him. Mimi and Nora try to convince him to date Christine so that she will ease up on the employees. Mimi gives him a check for $500 in exchange for sleeping with Christine. He refuses, but she leaves him the check and asks him to think about it. Drew agrees to a date with Christine. She explains that she is tough on the staff because she wants to increase productivity so that she won't have to lay off as many people. Drew and Christine discover that they have a lot in common, and end up sleeping together. She finds the check and believes that Drew only slept with her for the money. He tries to explain, but she threatens to fire him if he brings up the subject. He finally goes to her apartment on Thanksgiving, and leaves a message when she won't see him. He repeatedly talks about the fact tha

On Drew's first day as co-manager, he and Wick learn that the store is going out of business. However, a potential new buyer has stepped forward and may agree to save Winfred-Louder. The group's main representative, Lord Mercer, doesn't like Drew; but gets along well with Wick, as they are graduates of the same college. Wick promises to handle the deal himself. Drew does not realize that Wick has resumed drinking until he falls down the stairs at the Warsaw. The buyers are bored with Drew's presentation, and insist on hearing from Wick. He refuses to help unless Drew lets him drink. He charms the buyers and helps win them over. A guilt-ridden Drew wants to take Wick to rehab, but decides that he must let him keep drinking until the deal has been finalized at a cocktail party the next day. Wick gets totally wasted and ends up punching out one of the investors. The deal is called off, until an apologetic Drew confesses to letting the alcoholic Wick drink. Lord Mercer is impres

Lord Mercer refuses to show concern for Milan, claiming that she regularly threatens to kill herself to get attention. Drew gets her to come off the ledge. Drew is upset when his father refuses to congratulate him for his promotion, instead sending him a fish wrapped in the newsletter that announced his new position. Lord Mercer fires Milan for repeatedly refusing to show up for meetings. She feels that she has no reason to make an effort because her father is never satisfied by anything she does. Drew, inspired by his own situation, pleads with Lord Mercer to give Milan another chance. He promises to help her do a better job running the store. However, Milan only knows how to do one thing--party. She throws a rave in the store. It seems to be a disaster, but actually boosts sales considerably. Lord Mercer still disapproves because raves are bad for the store's reputation. Milan decides that she doesn't always need to seek her father's approval. Meanwhile, Lewis inadvertent

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.

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.

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.

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.

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.

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.