Jester was mesmerized by Gerard and Katherine's fighting combo, their movement was flawless and spontaneous, he pitied Alrick for taking such a beating. Seeing Alrick's body didn't move after his jaw was ripped by Katherine. Gerard and Katherine both run after Drake and intend to end their feud, they both knew that with Drake still alive they couldn't have peace of mind.
While Drake was leaving the castle he felt a pain in his chest, he stopped and looked back. He knew something bad happened to Alrick, but he is not worried because Alrick is a survivor. When he looked back he saw two figures running after him, it's the masked Woman and the special.
