Drake and Josh both find out that Drake's Mom, and Josh's Dad, get married to each other unexpectedly. Drake finds it completely wrong. And Josh on the other hand is really excited. Right as Drake things his life is miserable, things get better. He discovers that Josh is actually Miss Nancy, a person who gives advice in the school newspaper. After reading one of Josh's Miss Nancy letters, Drake discovers that Tiffany (the girl he likes) is having trouble with her boyfriend. Drake uses this advantage to go on a date with her. But Tiffany's real boyfriend gets things confused, and thinks Josh is dating Tiffany! Now Josh must study to be excellent at karate before Tiffany's boyfriend scars him for life.
Josh tries to impress his first crush Kathy, but gets so nervous he accidentally says he can play the guitar. Drake, meanwhile, gets kicked out of the restaurant his band played in (due to Megan's new snake.) Kathy asks Josh to play the guitar for her at her birthday party (which, coincidentally, happens to be at the same restaurant Drake got kicked out of), Drake and Josh work out a plan so that Josh can impress Kathy and Drake can get back into the restaurant, called the Brew Note. The guy who taught Josh karate owns the restaurant.
Josh gets grounded because of something Drake did. The boys later receive a broken dune buggy from Trevor, a friend of Drake's. In Josh's free time, he fixes the dune buggy. One day, Drake drives the dune buggy (against his parent's wishes, and without their knowledge), but he runs into a tree, getting several injuries. He hides his injuries from his family using makeup, but Josh soon finds out what had happened and blackmails him until he tells the truth.
Drake is so excited when Megan wins a radio contest, and the prize is tickets to the Zero Gravity concert and a guitar signed by Devan Malone, the head guitarist of Zero Gravity. The best part is, Megan lets Drake have the prize! Drake is so obsessed with this guitar. When Josh accidentally sets the guitar on fire, he must come up with a way to replace it before Drake becomes insane forever. Meanwhile, Walter tries to spend quality time with Drake, but everytime Walter tries to go for it, Drake is doing something important.
Drake and Josh make a bet to swear off junk food (Drake) and Video Games (Josh). Megan makes both of them swear to dye their hair pink (whoever loses). When Drake and Josh's mom and dad discover them making a bet, they make a bet as well. When things get crazy, Drake and Josh can't hold onto their bet much longer and decide to break it.
Drake finds out Josh is great at pool or billiards as Josh calls it. Drake bets some kids, and takes advantage of Josh's pool skills and starts hustling people, by taking their money, shoes and other clothing/personal items. Now Josh has made the ultimate bet, and Drake's stuffed in the corner pocket.
Drake tries to make Josh cool by telling him to try out for the football team. Instead, Josh gets "murdered" and he ends up being equipment manager, which isn't cool. Later, when the one of the player gets sick by Josh's brownies, the coach depends on Josh to play center. So now Drake must help Josh become cool and at the same time not actually play.
Josh is confident about when Walter chooses him to be his co-weatherman. That is, until Megan reminds Josh of his uncontrolable twitch. So Josh twitches in front of the whole world and becomes the laughing stock of San Diego. Meanwhile, Drake is determined to win the talent show for the third year in a row but finds it challenging when he rivals with an acappella group.
Drake meets a smart girl from school named Michelle that he really likes. Now, Drake is not the smartest kid in school, so he gets Josh to teach him things to impress Michelle. But things go too far when he accidentally says yes to an offer of joining the Academic Team. Meanwhile, Josh has had enough with Megan's pranks and tries to get back at her.
Ashley Blake is coming to the movie theater for the premiere of her new movie. Helen wants Josh to do everything Ashley tells him. Then Drake helps him in order to get into the afterparty. When Ashley accidentally gets hit in the head with a bucket, the doctor comes and puts Ashley to sleep. Drake and Josh must find a way to get her to the premiere without making it look like she's asleep.
Walter is really excited when his two sons are getting their driver's licenses. He made a rule with his sons, if they get one traffic ticket, he'll take their license away. The problem is, Josh gets his license and Drake doesn't. So when Josh runs a stop sign and gets a ticket, Drake pays for the ticket and doesn't tell Walter. Drake uses this to his advantage and blackmails Josh into driving him to unnecessary places.
Drake has a girlfriend named Kelly who has a laughing problem. He really wants to break up with her, but can't. The reason why is because she is the daughter of Drake's mean teacher, Mrs. Hayfer, who threatens him with summer school if he breaks up with her daughter. Meanwhile, Josh gets a very ugly shirt which he claims as good luck.
An obsessed fan is in love with Drake. She loves him so much, she says she's going to marry him and won't leave Drake a moments peace. So Drake must get this #1 fan to stop embarrassing him and ruining his life. Meanwhile, Josh becomes the new chief of the campfire kids but finds it tricky to deal with kids.
Drake and Josh enter a salsa contest so they can win a 45 inch high depth Yatzubishi plasma screen TV. But they won't let Megan join their team, so she decides to play dirty. After she gets the boys in trouble twice and she makes her own salsa, she buys the ultimate target for Drake and Josh. The Peruvian Puff Pepper.
It's the time for the Science Fair. Josh is confident that he'll win first prize, until Mindy Crenshaw returns! Josh comes in second like every year, but he turns out to have a change of heart. After the Science Fair, he develops a liking of Mindy who also has a liking of him. Right before they know it, they're boyfriend and girlfriend!
When Audrey and Walter go out of town for spring break they leave Drake, Josh, and Megan at home by themselves. When they are at the Premiere they overhear a couple saying that they don't have a place to stay. Drake and Josh take advantage of this opportunity and say that their vacant house is a hotel. Meanwhile, Megan is attempting to get Drake and Josh to treat her like a guest.
When Josh recieves a foot injury, his parents take him to the hospital. While at the hospital, Drake poses as a doctor to impress a bunch of nurses. Then another doctor comes in and thinks he is a famous doctor. Because of this, he has to perform a foot surgery. How can Drake escape without being revealed of breaking the law?
Mindy invites Josh over to her house for dinner and to meet her parents, but things don't go well. Josh hosts another dinner at his house to try and impress Mindy's parents to make up for last time. He asks Drake to not mess up his date. Meanwhile Drake and his new girlfriend, Lucy, wrestle to see who is tougher, to prove that some girls are tougher than boys.
Drake and Josh enter a "Pump My Room" contest to try and redecorate the living room as an anniversary gift for their parents. When they come back to the house they realize that everything is gone. To get the furniture and everything else back, Drake and Josh get a job at a sushi factory, but come home to see that everything is back.
Drake wins a free skydive off a helicopter and sets off to do it despite his parents' wishes. Josh, being the good brother he is, tries to stop him, but ends up going along for the ride. This fun time in the sky becomes a true downer when they accidentally lose their pilot and things start spinning out of control.
Drake finally lands a record deal with Spin City Records with Josh as his manager. Everything seems to be going well, until Josh is convinced to sign an unread contract, for which he calls Drake's song an unwanted pop song, so Drake fires Josh. Josh gives the news girl the disc of the original song (the one that wasn't the pop mix). Also, Mindy gets a job at The Premiere to be closer to Josh, which doesn't work. Helen's wedding is coming up and Helen wants Craig and Eric to videotape their wedding. Helen's grandmother is staying at the Parker-Nichols family home for the day of their wedding, so Megan sleeps in Drake and Josh's room.
While working at the mall as Santa Claus and his assistant, Drake and Josh meet a less-fortunate girl and make her a promise that this will be the best Christmas ever.