"You don't have to...just shove it in me all at once." Simon's clone replied quickly.

"Do you need help?" Simon asked as he moved behind Naoki.

"But.. wouldn't that.. hurt? You.. and me?", he said, blinking and looked back at Simon. "What.. should I do now?"

"Here." Simon said as he helped Naoki position his cock at the clone's asshole after the clone raised his legs slightly off the bed. He then kissed the side of Naoki's neck and muttered against his skin. "Thrust into him as hard as you can...that way you get it all in."

Nice shiver made it's way down his spine when he was kissed on the neck. Blushing a bit he nodded and done how Simon said. Pushing inside he gasped at the pain he felt. It was so tight there.
"H-hurts", gasped Naoki, stopping half way through.

Simon's clone gave a broken cry that was a mix of pleasure and pain and he arched his back off the bed, his eyes rolling back a little. He felt like cumming then and there, but Naoki had stopped halfway and he whined a little from feeling halfway full.

Naoki shook his head and pulled out. There was no way he would be going through the pain. He wasn't one to like it.
"It hurts too much like that. I don't want to continue", said Naoki, crossing his arms on his chest.
The cat boy knew all too well that both men wanted to go further.. as well that they knew how to make it so it would be opleasurable. They didn't want to tell him.. then he wouldn't continue.

"Alright, fair enough." Simon chuckled. He got the same lotion he used on Naoki and coated his palm in the substance, then started lubricating Naoki's cock with the smooth substance.

Naoki gasped softly when his cock was touched and then being covered with some slick.. thing. With a small moan he bit on his lower lip enjoying the sensation.

"This'll make it easier. You can use this to stretch him out if you want." Simon said gently.

"B-but-" Simon's clone almost protested, but he was silenced when Simon gave him a look.

"Okay.. Thanks", said softly Naoki and with a deep blush he reached to the slick substance and put it on his finger, which he pushed slowly into Simon's clone hole. "It really is easier."
Continuing to stretch out others hole he added more fingers. When he reached the number of four he decided it was enough of teasing. He made sure he was on the right position and pushed the head of his cock inside.
"Beg..", he said softly and looked at clone's face.