Pinette
Benson and Pinette are seemingly best friends, planning and performing many schemes together with wide smiles at other student's misfortune.
Diva
Benson and Diva seem to be good friends in their little gang, bullying students together, and hanging out.
Evelyn
Benson seems to pick on Evelyn far more than other students, and she seems to hate him for it, swearing at him when drunk and enjoying his misfortune.
Cheeto
It is unknown if Cheeto is bullied by Benson, but either way, Cheeto seems to have had at least two good interactions with Benson's more aloof side.
Kelvin
Benson does not appear to like Kelvin, as he takes the chance to mock him in public scenarios.
Oli
Oli and Benson seem to get along well, as she has not yet been bullied by him.
Layla
Benson and Layla seem to get along well, as they seem to both enjoy talking about guns.
Miss Click
Benson attends Miss Click's bio class.
Aidan
Benson is Aidan's favorite, and he himself is comfortable at times with Aidan. Although this clearly has it's limits, as in the drawing "The spooky room is open..." he shows clear fear of her power.