Simon whispered into that ear, finding it hard to keep himself calm with Naoki reacting this way. "You want more, kitty? Tell me you want more." he purred before gently biting down on the shell of the neko's ear.

Naoki's ear twitched when the warm breath caressed it.
"B-but.. it will hur-", he was able to say after he was cut off by the teeth biting on his ear and making him moan.

"I can't keep my composure much longer, and I can feel your entrance begging for more. My fingers aren't enough anymore." Simon said softly. He could feel Naoki's inner walls massaging and sucking on his fingers, but could sense greed in the movements as if his fingers were not enough to satisfy it anymore.

Naoki shook his head when he heard Simon. It was so embarrassing! But he was right.. There was something deep inside him that wanted more. But why? Wasn't it.. unnatural to do it with a man? Why his body would want something like that? Naoki was confused and a bit scared. And really, really excited. Though he still wasn't ready to let himself go and enjoy everything fully.

Simon pulled his fingers out and licked them slowly to taste what Naoki's insides tasted like. The mage purred at the taste, it was a sweet taste to him and so addictive. He then took hold of Naoki's waist and rubbed the head of his hardened cock against Naoki's entrance, his precum smearing against his hole as he did so. "Come on, kitty. Tell me you want it. Tell me you want my cock in you." he said in a dark, lustful voice.

Gasping as the fingers were pulled out he then... felt his tail rising, exposing his hole. It looked like.. invitation! Whimpering in shame he felt strong hand on his waist and then.. something warm and moist rubbed at his entrance. Naoki felt the ball of warmth forming in the pit of his stomach as his body shivered. Gulping he... nodded his head. Wait! What? What he had just done? But maybe he didn't see that? Maybe... nothing would happen? Naoki was really ashamed so he.. rised from the bed and tried to escape from the man that was confusing him so much.

Simon did see that and he grinned sadistically. He was about to answer the silent request when Naoki began to try and run from him, to which he responded by grabbing the neko's arms and pulling them back with a deep growl. "Don't you run from me." he commanded before he thrusted the head of his cock into the neko, completely consumed by lust and heat and no longer thinking rationally. He uttered another growl of pleasure as the head of his cock was consumed by heat rather quickly.

He meowed when he was grabbed by the arms and pulled back. Lowering his ears at the growl he hear he then cried out in pain as something pushed into his entrance and then deeper. Shivering all over he tried to calm down.. but it was his first experience with something like that and he felt really scared by the pain and how he wasn't able to escape. His maroon eyes welled up with tears.
"H-hurts.. it .. hurts", he gasped out in a shaky tone of voice.

Simon hissed feeling Naoki clamp down on him like that and he stopped pushing further into him just when he was going to. "D-don't squeeze like that!" Simon grunted before letting out a deep breath realizing the kid was scared and he was being too rough. He needed to calm down, otherwise he'd tear the kid open and probably traumatized him or something. He let go of Naoki's arms and bent down to hover against Naoki's back, wrapping his arms around Naoki's waist and and holding him gently.

Naoki closed his eyes when the warm arms wrapped around him, assuming there would be more pushed iside him. Though when nothing happened he calmed a bit. Rubbing his eyes a bit he looked at Simon, still a bit scared but not even close to ealier.
"It.. hurts", he repeated quitely, his ears flat on his head.