He heard a gasp escape from Jess and wasn't sure if it was pain, pleasure or surprise.  It didn't really matter to him as he smacked them both again simultaneously and was delighted as they squirmed against each other.  He knew they couldn't help but be turned on by the ruthless combination of pleasure and pain as the strike of his paddle mixed with the feeling of another naked body against them.  He was quickly getting hard but he wasn't nearly finished yet.