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- „The boys here are different than the boys back in Kansas. I know; I used to be one.”
- —Harry Wilson[src]
He is the son of Tabitha Wilson, ex-husband of Debbie Wilson, father to Annie and Dixon, Kelly Taylor's old neighbor, and a graduate of West Beverly Hills High. He decides to move back to Beverly Hills, accepting a position as the principal at his old high school. He dated Naomi Clark's mother, Tracy Clark, in high school, and also fathered an illegitimate son with her who was put up for adoption many years ago.
SeriesIn the season premiere Harry moves to California along with his wife Debbie, his daughter Annie and his adopted son Dixon. They arrive at "Grandma Tabitha’s" house, and are greeted by her standing in the driveway with a drink. Harry notices his mother has a drink in her hand, and questions her about it, she says its iced tea, he smells it, she says "long island iced tea". Then she makes a comment about the "crap wagon" parked in her gives her driveway.
The first day at West Beverly High School Harry is in his office with Kelly, Mr. Matthews, and Naomi’s parents to discuss her having to do the paper that's due the following day. He says that Naomi has to have the paper done, and her father gets mad and says that he’s going to bring this matter to the school board. Before she and Naomi’s mom leaves she tells Harry that if things had gone differently, they’d be discussing their own kid, which means they used to be an item. The Wilson family is eating a dinner when Grandma gives Dixon some advice on how to win a fight. she tells him to "grab onto those jewels and twist them like a garbage bag". Harry tells his son to control his temper, and Grandma pipes in again and says that this was “racially motivated”. Harry says he’ll talk to the coach, and figure out what happened.
Tracy Clark shows up at the Wilson’s house to reminisce about their past with Harry and his wife. After she’s noticeably intoxicated after drinking a bottle of wine Harry tries to get her to leave, but not before she makes a comment, and then Harry’s wife Debbie makes one back causing her to get her stuff and leave. Then Annie shows off her party dress to her parents and Harry tries to get Annie to wear a less revealing dress, and Grandma calls him "Jedidiah the Amish Farmer" then tells him to go churn some butter.
The next morning Ethan goes to Harry’s office and tells him and Mr. Matthews that Dixon started the fight with George. Mr. Wilson knows he’s lying, but accepts it because there’s no proof. At home Harry and Debbie are cuddling on the couch. They’re talking about how it might be unfair letting Dixon go to the party after getting into a fight, but only Annie got grounded. They decide to let Annie go, and when they go to tell her they find out from Grandma that she already left. Harry shows up at the party to look for Annie, but bumps into Naomi’s mother.
Then Naomi’s mother tells Harry that when he left she found out that she was pregnant with his child, and asked why he never contacted her again. He told her that her mother said she went away to Europe for the summer, and she said that she didn’t. Anyway, she tells him that they had a son together, and he was floored, and walks away.Later Harry is in bed with Debbie thinking about what Naomi’s mother had told him. Harry and Debbie talk about how he has a son out there somewhere, and he doesn’t know what to do. Both of their phones ring, and they decide to talk about it later. Harry gets to school, and see’s the hallway trashed by a rival lacrosse team. Harry speaks with the team, and tells them not to retaliate, and to take things out on the other team on the field. The team is not happy. Harry and Mr. Matthews confront the lacrosse team about the prank they pulled. None of the guys admit to anything, and Harry says that if nobody talks that he’s going to cancel the rest of their season.
Harry goes into Dixon’s room and tells him he’s back on the team because his friends admitted to being part of the prank too. Dixon and Ethan will have to miss one game for their stunt. Harry admits it was wrong to ask him to give up his friends, and that he’s still trying to figure out how to be a father and a principal. Harry and Debbie are in bed talking about his illegitimate kid w/ Naomi’s mother, and says that if she and the kids are unhappy they can move back to Kansas but Debbie declines.
Harry and Debbie have planned a family bowling night at a place called Lucky Strike. Harry must confront his past when Tracy, Naomi's mom, confronts him about their illegitimate child he fathered in high school. Harry informs Annie that her drama teacher has a family emergency and has to go back to Atlanta. Grandma Tabitha says that she'll take over for the drama teacher. No on asked her, and no one is excited about the prospect of her as drama teacher. But, Tabitha is excited.
In Wide Awake And Dreaming Harry, Kelly and Ryan go to check out the musical. They catch Annie and Ty making out in the rafters. Totally embarrassing. The Wilson parents discuss Annie's make-out session. Annie is having pre-show jitters. Harry doesn't think that they should let Annie go to the after-party. A Harry drops Annie off, says he wants to take her and Ty out after the play. Annie isn't having any of it. Harry tells his daughter to not make a bad decision regarding sex.In Hollywood Forever Tracy talks to Harry. About their son. Harry is still in a little bit of shock. Tracy has decided to hire a private investigator to find him. Harry tells Debbie about Tracy's proposal to hire the PI. He does want to find the kid. She gives him the OK. Tracy tells Harry that she already hired the PI. This pisses Harry off - he wanted to write a letter. He empathizes with Tracy, who's had to deal with this forever. She surprise kisses him, and he's taken aback. He's going to pretend it never happened. Harry tells Debbie, while at the cemetery, that Tracy kissed him. Debbie says she misses Kansas. She's a little bit sad. Harry leaves the movie to speak with someone. It's Kim - Kim, it turns out, is an undercover cop. She's with the DEA or something, and they're searching for a dealer and the suppliers. For homecoming Tracy meet with Ryan and Harry in his office. They tell them that Adriana had an overdose and almost died Ryan catches Kim get drugs from a student. At the dance Ryan drags Kim to see Harry. Debbie finds that Tracy is with Harry. Harry tells his wife that they were talking about their son. Ryan arrives with Kim and shows Harry the drugs that he found on her. Harry takes the drugs and tells Ryan that he will take care of it. Harry and Debbie sit down their children for a talk. Harry tells Annie and Dixon Tracy had a son and gave him up for adoption. At home, Harry asks Annie about unusual credit card activity. Annie tells him that she bought some boots. He tells her that the card was for emergencies only and that her shoes cost more than some small cars. Harry sees that she is packing and asks where she is going. Annie tells him that she is going to a slumber party at Silver's. Harry knows that Kelly is not home to supervise and tells her that she is not allowed to go. Annie gets mad at Harry saying that when he was his age, he was making babies. Harry tells her that she has to return the shoes too.Harry arrives at Silver's house and the party breaks up. He finds Annie drunk and on the floor. He comforts her and smells that she drank too much.The next day, Kim, Ryan and Harry meet in the principal's office. Harry tells Ryan that he will be given a paid leave of absence until Kim is done with her assignment in school Harry meets Kelly in her office. He tells her that he had to fire Ryan. Kelly presses on what his reasoning was, but Harry asks her to trust him. Kim walks into her office and Harry leaves.
At Annie´s birthday party Sean Cavanaugh arrives to the Wilson house. Annie takes him inside the house where Harry is about to cut the cake.Sean greets Harry. Harry is surprised to see his son. Harry is filling in as the lacrosse team coach while Ryan is out. At the school, he holds a reception for the team the night before a game against Bel Air. Later Tracy, Harry, Debbie and Sean go to dinner at a restaurant. Harry invites Sean to attend his team's lacrosse game At the lacrosse game. At the game Harry tries to give the team a pre-game talk, but is distracted when Debbie and Sean arrive.Harry sees that Dixon is not playing well and calls a time out. He tells Dixon to clean up his act. Sean approaches and tries to encourage Dixon. Harry replaces Dixon with another player. As Dixon goes to the bench, Harry tells him that his behavior is unacceptable. Dixon drops his equipment, tells Harry to screw off, then goes to the locker room.Harry chases Dixon and tells him that during the game, he is his coach not his dad. Dixon asks if he is still Sean's dad during the game. Harry realizes that Dixon is upset at Harry and Sean's time together. Harry apologizes for neglecting Dixon the two then make up.Dixon and Harry return to the game.Harry thanks Debbie for being so understanding.In Hello,Goodbye,Amen At the Wilson house, the family plays pictionary with the boys going against the girls Annie hears that Sean is upset, and asks what's wrong. Later, Sean tells the family that his father owed 200,000 dollars and that the people that his father owed are now after him
The Wilson's having family time. Harry tells Debbie that he wants to cash in his retirement early in order to help Sean. Debbie tells Harry to talk to Sean's mother, first. Debbie and Harry meet with Tracy and ask her if she can give Sean any money. Debbie tells Harry that they should not give Sean money. Deborah says that they should not jeopardize Annie and Dixon's future for Sean.Sean comes home and Harry sees that he has been beat up. Sean tells Harry that the guys that his father owed money to found him Harry calls Tracy and tells her to try to come up with money for Sean Debbie tells Harry to have Sean take a paternity test. Harry says that he knows that Sean is his son, but is willing to take a test to prove it. Sean says that he is okay with that. The next morning Harry finds that Sean packed up and left the house
Debbie is having troubles with Tabitha and asks Harry to do something, but he says that he can't because Tabitha is his mother.Then Harry tells his mother that she is butting in on how they want to raise their kids. Harry says that they will move out if she doesn't back off.Tabitha tells them that Annie went to Palm Spring With Ethan Harry and Debbie drive up to the Palm Springs home and see that Ethan's car is there. They look in the window and Debbie is happy to see Ethan asleep alone on the couch. Harry shows Debbie that Annie is asleep in the bedroom. Harry and Debbie tell each other that they should give Annie a little freedom.Harry and Debbie helps Dixon to find Silver when she goes missing. Days later Liam has been sent to Harry's office and is getting a "good cop/bad cop" lecture from Harry and Kelly.The day of the prom Harry over some girl talking about an after prom party and he stops The Veronica s mid-song while telling everyone he's going to bust someone's after-party. Harry and Debbie go the hospital to support Adrianna and it's here that Harry and Debbie learn that they eat some pot brownies at the prom by accident and spend most of the night high.
In the season two premiere during the summer, Debbie and Harry move into another house after Tabitha leaves. When some scandalous pictures of Annie send to the entire school Harry and Debbie attempt to discuss Annie's situation but the conversation only causes more tension, leading Harry to open up to Kelly about his family problems. In The Porn King Harry asks Navid where Dixon is since he hasn't seen him for a while. Later that day Harry speaks to the press about Joe during his memorial.Harry overhears Ryan talk to a friend about being his wing-man. Harry tells Ryan that he would like to go out with him. Ryan agrees to go out, but thinks Harry is acting weird. Ryan and Harry hang out at the bar. Harry tells him that he has the perfect girl for him who is an opera singer. Harry loudly impersonates the opera singer as he gets up to use the bathroom. A woman sits down with Ryan and asks him to join her and her friends if he is willing to ditch Harry. Harry returns from the bathroom and tells the woman that she is on his seat. Ryan feels embarrassed as they continue to drink. Harry tells Ryan to snap out of his depression. Harry complains about how Debbie always nags him about how to raise the kids. Ryan puts his head down as the woman that met with Ryan earlier waves goodbye then leaves. Debbie finds that Harry is trying to get over his hang over. She helps him make a drink to help. Harry accidentally thanks her by calling her Kelly.
Then Tensions rise between Debbie and Harry when she walks in on Harry and Kelly in his office. In Women`s Intuition Dixon comes home and apologizes to his family for being late. He says he had practice, but Harry says he talked to his coach and knows he was kicked out of the team because he missed several meetings. They soon find out about Sasha but Debbie confronts her to leave Dixon alone, later that night Harry and Debbie find Dixon in his room. He tells them that Sasha miscarried and doesn't want him to see her again. Debbie tells him he will be okay. Later, Harry asks Debbie why she lied to Dixon. She tells him she thinks it is for the better and asks him to trust her.
In A Trip to the Moon Harry asks Dixon if he is feeling better after Sasha broke up with him. Harry says he talked to his coach and got him back on the surf team. Dixon says since he missed practices, he should suffer the consequences. Dixon says after Sasha said she miscarried, she hasn't been returning his phone calls. He doesn't think it is fair he should go on thinking nothing happened. Harry tells Debbie that he is worried about Dixon. Debbie says since Sasha manipulated Dixon, he should get over her soon.
In To Thine Own Self Be True Dixon, who is still upset about Debbie not telling him the truth about Sasha, tells Harry and Debbie that he is getting a ride to school. They notice that Annie is in a good mood. She admits she has been seeing a boy named Jasper. She describes him as a genius filmmaker. Annie says she plans of bringing him to dinner. That afternoon at home, Annie asks Harry not to tell any stupid jokes during dinner with Jasper. Annie tells her parents that Jasper is sweet and sensitive. Dixon says he is going to help his friend move. As Dixon and Annie fight, Dixon exclaims Jasper is a drug dealer. Jasper rings the doorbell. Just before Dixon leaves, he tells Jasper to enjoy his dinner. Annie introduces her parents to Jasper.Jasper compliments Debbie on the dip she made. Annie announces she is working on a film with Jasper, but Harry is unenthusiastic at the news. Jasper says Annie is her inspiration. After Harry asks who his friends are at school, Jasper says he only has Annie. Annie explains the students at school suck and are spoiled brats. Jasper instructs Annie to calm down. Debbie and Harry go to the kitchen to grab the dinner. Jasper feels he is blowing his first meeting with her parents. Annie admits Dixon told her parents that he is a drug dealer. At the table, Jasper says he is not a drug dealer. Jasper explains he feel like he has a place in a world when he is with Annie. He asks them to give him a chance. Debbie asks him to join them for dinner.
Annie tells her parents that the dinner started awkward, but she is glad they gave Jasper a second chance. Harry and Debbie tell her she shouldn't see Jasper any more. Debbie and Harry tell Annie that they don't want her to see Jasper anymore. Annie says they can't control what she does at school. Debbie fins out that Annie lied to her and tells Harry, later Debbie and Harry ask Annie how her study group is. Debbie says she found her book in her room. Dixon arrives and says he was looking everywhere for his chemistry book
At the school, Deb suggests she find Kelly a decent guy. Harry watches as Deb finalizes plans. He asks her what happened with Kelly and she says the crush didn't have anything to do with him. The next day, Harry and the police conduct random locker searches. After they reach Jasper's locker, they see that it is clear. They find a bag of coke in Navid's locker and take him away. At home, Dixon, Deb and Harry watch Jeopardy! while shouting out answers. After the door bell rings, Dixon realizes that Jeopardy! was taped. Dixon opens the door and meets Dina, Dixon's birth mom. Harry asks Dana to stay at the home for the night. making Debbi uncomfortable.
At home, Deb says she is worried about Dixon and wants to send him a text. She realizes she should give him some space. Harry gets a call and learns that Dixon's car was found downtown completely stripped. Dana and Dixon return home in a good mood. Dana asks Dixon to see him to his room. After Harry tells Deb she had nothing to worry about, she says her feelings are valid.
In Sweaty Palms and Weak Knees Liam is brought to the principal's office because he threatened Cannon. Harry tells him if he doesn't talk, he will have to expel him. Harry tells Cannon to leave. Noami arrives and enters the office.
- He has a new girlfriend in season 4 named Katy.
- He is no longer involved with his children.
- Dixon: I'm really sorry.
- Harry: Me too. I thought you were better than this.
- Harry: Did you pick up the dry cleaning?
- Deb: Hey, I'm fine. Day was fine. Thanks for asking.
"Another Another Chance"
- Harry: How could you do that?
- Naomi: I never thought it would go this far.
"Rats & Heroes"
- Harry: Three letters, WTF, spring to mind... what the frick just happened?
- Harry: I've barely exchanged 10 words with Kelly since we realized she had a crush on me... since you realized she had a crush on me.
"To Thine Own Self Be True"
- Annie: You're not gonna tell any stupid jokes during dinner, right?
- Harry: When you say stupid, you mean hilarious, right?
- Debbie: Can we get some details?
- Harry: Dirty deets, as the kids say?
"A Trip to the Moon"
- Harry: I know you're upset with your mom.
- Dixon: Whatever. It's not like she's my real mom.
"Wild Alaskan Salmon"
- Harry: What is it the kids say? Awwwwkward!
"To Sext or Not to Sext"
- Harry: I like Deb way more than she likes me.
"One Party Can Ruin Your Whole Summer"
- Kelly: What vices did you have?
- Harry: Huge barbecue chicken problem.
"The Dionysian Debacle"
- Harry: What about the Principal Boxer Shorts nickname?
- Annie: You should have worn a robe.
- Harry: In my own bedroom?
- Harry: How will we pass the time? I've got an idea: sex. Lots of sex. Starting right now.
"Off the Rails"
- Debbie: You had sex?
- Harry: You made a movie of it?
- Annie: Why is life so full of challenges?
- Harry: Because it's life.
"Hello, Goodbye, Amen"
- Harry: (talking about Tracy) Thank you for not stabbing her to death with a pencil.
- Debbie: If you had scissors on your desk, it would be a different story.
"That Which We Destroy"
- Harry: I feel like I have a son and I haven't been any sort of father to him.
"There's No Place Like Homecoming"
[Harry holds up two shirts to Debbie]
- Harry: Sweetheart, which one?
- Debbie: Well the green goes better what with I'm wearing, and I want remind Tracy that we go together just in case she gets confused
- Ryan: This isn't cool, Harry.
- Harry: Not interested in being cool. Or your opinion, Mr. Matthews.
- Tabitha: Harry, it's my pool and I'm gonna do what I want when I want.
- Harry: Did I miss a segue here?
- Harry: She is having a rough time.
- Annie: So is everyone else. It's called high school.
"Wide Awake and Dreaming"
- Harry: It is a hotel! With rooms, and beds, and horny teenage boys.
- Harry: The boys here are different than the boys back in Kansas. I know; I used to be one.
- Debbie: I thought we were cooler than our parents.
- Harry: We're cool!
- Harry: We are just gonna have to bring a little Kansas to Beverly Hills - and we are gonna have fun. Because it's all about family.
: "We're Not in Kansas Anymore"
- Harry: I'm the first to admit that I wasn't the greatest guy back then.
- Debbie: I'm more concerned with the kind of guy you are now.
Harry [to Dixon]: I'm trying to figure out when to be your principal and when to be your dad.
- Tabitha: My damn computer froze up again.
- Harry: What did you spill on it this time, Mom?
- Tabitha: Scotch. I mean... iced tea.
Harry: Mrs. Clark and I went out for a bit back in high school.
- Kelly Taylor: You know exactly what Beverly Hills people are like.
- Harry: Exactly why I moved to Kansas.