Vincent Fawkes
The scolarship student that becomes quarterback of the school's football team and Teddy's best friend.
- Ambiguously Gay: Towards the middle of the series.
- Confirmed later to be Straight Gay
- Beard of Sorrow: Vincent is naturally hairless, so is more of a Stubble of Sorrow what he has on chapter 24.
- Betty and Veronica: Archie to Teddy's Betty and Louis' Veronica
- Hunk: Well built and not afraid to show it.
- Manly Man and Sensitive Guy: Manly Man to teddy's Sensitive Guy.
- Mr. Fanservice: Given his Hunk status it's not surprising.
- Odd Friendship: Betweeen him and Teddy.
- Penny Among Diamonds
- Really Gets Around: According to Teddy. It seems there's little truth to it.
- Secret Relationship: With Louis.
- Senseless Sacrifice: Vincent gets seriously injuried trying to get Teddy back from a dangerous ski trail. He was a newbie skier while Teddy had been doing it for a long time and got to the end of the trail unharmed. Doubles as Too Dumb to Live, as if he had waited, he would hear John saying that Teddy would be fine anyway.
- Shirtless Scene: Continuously getting more as the series goes on.
Teddy Bijapur
The younger child of the Bijapur family, Member of the Student Council, former Cheerleader and Vincent's Best friend.
- The Fashionista: He even carries a man-purse.
- First Love: To Vincent.
- Geek Physiques: Very skinny.
- I Am Not Pretty: Teddy doesn't believes himself to be attractive. It's a huge sort of Angst in his character arc.
- Innocently Insensitive: Towards Louis after Vincent's injury.
- Manly Man and Sensitive Guy: Sensitive Guy to Vincent's Manly Man.
- Also plays this role towards John.
- Nerd Glasses
- The Glasses Gotta Go: Teddy decides to switch to contacts because he thinks they will make him more attractive to Penelope. Also an example of The Glasses Come Off as he starts flaunting his wealth to their peers.
- Odd Friendship: Betweeen him and Vincent.
- Out of Focus: He gets less screen time after getting together with Penelope, favoring Vincent's relationship with Louis.
- Puppy-Dog Eyes: Teddy occasionally uses this on Vincent.
- Stepford Smiler: Teddy will be smiling at any moment, it's actually kind of creepy.
- From chapter 23.3:
"When Louis sees him there, sitting in bed smiling sweetly like he didn’t have some sort of breakdown a few hours ago, he honestly feels a little creeped out. - Student Council President
- We Used to Be Friends: A really rocky example between him and John.
Louis Lindbeck
John's half brother, a promiscuous gay guy who loves to tease Vincent and Teddy.
- Ascended Extra: He had very little screentime compared to what he has now.
- Camp Gay
- Defrosting Ice Queen: Gets friendlier over time.
- Everyone Has Standards: Is not pleased to learn of John and Teddy's past.
- The Twink: To a T.
John Kingsley III
Louis' half brother. A Jock of the football team who used to be Teddy's best friend
- The Atoner: Seems to want to apologize to Teddy, but it's not going well.
- Barbaric Bully: In his childhood.
- Death Is a Sad Thing: His mother's death really hit hard and changed him.
- Geek Physiques: In his childhood.
- Generation Xerox: he and his father are very similar.
- Jerk Jock: The biggest jerk on the series.
- Rejected Apology: Teddy has his darkest moment when John tries to apologizeTeddy: You want me to say 'I forgive you' so you can feel better? You don't get to feel better, John, "sorry".
- Ship Tease: Some see his relationship with Louis as brimming with Belligerent Sexual Tension.
- After a while, he and Teddy start to look and talk like exes.
- The Friend Nobody Likes: He begins to get ostracized after Louis finds out about his past with Teddy.
- Token Evil Teammate: He is the jerkiest character from the beginning of the series.
- We Used to Be Friends: A really rocky example between him and Teddy.