Skender didn't want to give Blayze the satisfaction he was seeking. Fights and anger gave him some kind of rush and probably made him feel strong or bad or whatever else twisted idea he had. And almost all of them enjoyed some type of pain even though he hadn't seen Blayze inflict any pain upon himself except for running his mouth.
In the early days of their punishment, Lucrezia was his target. He somehow always looked for ways to annoy her until she one day chose a punishment for him that made him stop. No one exactly knew what she did until this day.
There was pain, then there was pain and they were different. Hopefully, this would be painful enough for him, otherwise, Blayze would be an exercise for him to test his new powers.