Going all the way

Roy was so caught up in kissing Christipher that he barely noticed when the boy grabbed a bottle from his nightstand and squirted liquid into the palm of his hand. He paid a bit more attention when he reached down and ran his hand up Roy's ass crack. He was very aware of the cool, wet sensation up and down his bottom, but he let it slide.

It wasn't until Christopher gently took him by the hips and lifted his pelvis into the air that alarm bells started going off. He should have, but Roy had never really let his mind jump this far ahead. He had convinced himself to go along with the kissing and touching, but as he felt the head of the boy's big cock slide over his sack and up between his cheeks, he wasn't sure he was ready for-

Christopher clearly knew what he was doing because he managed to sit Roy's freshly lubed ass down right on his cock. From there Roy's own weight caused him to slid down onto the head. He couldn't help but moan at the sudden and unexpected pain as his asshole stretched.

He suddenly wanted to stop this, but he couldn't. His daughter's friend was now kissing him more passionately than ever before. All Roy could do was moan into the boy's mouth.

Christopher held firm to Roy's hips and added gentle pressure that, along with the weight of his own body and the slipperyness of the lube, caused him to slowly slide down the boy's big shaft. The pain continued, but hiden somewhere below it there was also something pleasant.

When Roy was maybe halfway impaled on Christopher's hars cock, the boy pulled back from the kiss and smiled at him again.

"You are a virgin," he said softly. "Its been a long time since I've made love to a virgin."

"Uhhhhh...," Roy managed to say, which caused the boy to laugh.

"I know, it hurts," Christopher said. "That will be over in a minute. Let me help."

He removed his hands from Roy's hips and grabbed him by the hands. Christopher then pushed him up, causing his body to shift into an almost upright position. Roy was now in an almost seated position, which was apparently what the boy wanted because almost at once he slid further down the shaft until he could feel the boy's thighs beneath him.

"There, that's better," Christoper said, and he was right. The pain Roy had been feeling subsided, other, strange sensation replaced it.

"What are we doing?" Roy asked.

"We're making love," the boy said. He gently thrust upwards with his hips, and Roy moaned as the big cock moved inside him. "I've really needed this...and I think you did too. Just enjoy it, as tight as you are, this won't last long."

Christopher reached down between their bodies and gripped Roy's cock. He started stroking it as he once again began thrusting with his hips.