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Diana Maddox, a character in the High School Story series, is a teacher at Oliver M. Berry High. She is first seen in Book 1, Chapter 1.

Appearance

Ms. Maddox has brown eyes, brown hair and fair skin. She wears a purple tank top, light brown jacket and a scarf around her neck.

Personality

Ms. Maddox is shown to be a kind, fair-minded and well-liked teacher who genuinely cares about the well-being of her students.

Chapters

High School Story

Book 1

  • Chapter 1: The First Day
  • Chapter 4: Consequences (Mentioned)
  • Chapter 12: Rally Together
  • Chapter 15: The Beginning

Texts From HSS

  • Chapter 1: Winter Crush (Mentioned)
  • Chapter 2: Running Out the Clock

Book 2

  • Chapter 1: Breaking News
  • Chapter 2: New World Order
  • Chapter 3: Under Pressure
  • Chapter 6: It's Complicated
  • Chapter 9: Secrets, Lies, and Spaghetti Flies
  • Chapter 13: The Jig is Up
  • Chapter 15: Can I Ask You Something?

Book 3

  • Chapter 1: Up In Flames
  • Chapter 3: The Ones Who Got Away
  • Chapter 16: School's Out!

Class Act, Book 2

  • Chapter 13: Team Green

Class Act, Book 3

  • Chapter 2: Thanks, But No Thanks
  • Chapter 3: I Spy
  • Chapter 6: Will They or Won't They? (Mentioned)
  • Chapter 10: London Ho!
  • Chapter 11: Bienvenue a Paris! (Mentioned)
  • Chapter 15: Cruise the Night Away (Mentioned)

Relationships

Principal Isa

Ms. Maddox dislikes Isa for her domineering attitude and the excessively harsh rules she has passed.

Mr. Silva

In Class Act, Book 3, Chapter 2, Your Character (High School Story: Class Act) and Rory find her with Rory's dad in the park. If you choose to spy on them in Chapter 3, you hear Mr. Silva say that he has been able to tell her things he hasn't been able to tell his wife. Ms. Maddox tries to encourage him to stop hiding his feelings but doesn't push the matter. Rory deduces they must be having an affair because his/her dad keeps hiding his meetings with Ms. Maddox and keeping them a secret. They are seen together again in London. When Mrs. Silva finds out the truth about their relationship, she and Mr. Silva have a big argument, but Mr. Silva explains they're just friends who were in a support group for cancer patients together. They still remain friends afterwards. 

Trivia

  • You can play as Ms. Maddox in Book 2, Chapter 6, when your character talks to her. She reveals her first name in the premium scene.
  • She shares the same first name as Diana from Bachelorette Party.
  • In Class Act, Book 3, Chapter 11, it is revealed she lost her fiance to cancer. 
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