The Right Way to Begin

The fingers finally receded. Shawn actually felt empty when they were gone. His anus tingled. His breathing relaxed. Then he heard the squishing sounds of the soap again. This time they were from Shawn’s hands as they used the substance to lubricate his penis. Shawn’s hand put the soap back onto Cory’s towel on the bed, then he stood back up straight. Cory waited in the silence of the room for what would come next.

The first touch was totally unlike the fingers. This touch was incredibly soft, but much more rigid, less flexible. It rubbed up and down just a tiny bit over his anus, then it began a pushing motion. The tip of Shawn’s penis was now making its way past the sphincter and into Cory’s body.

At first, just the tiniest bit of the tip was in him and it was okay, but it got bigger fast. The flared purple head began making its way into his bowels and his anus was immediately pulled taught again. He gripped the bed sheet. This was just the head and it seemed to go on forever. The skin of his anus was as strained as it had ever been in his life. Shawn’s penis may not have been big, but it was more than big enough for Cory’s backside.

Cory’s clenched his teeth and started to breath deep, and then the pressure on his anus dropped. The flared head of Shawn’s penis was inside him. He relaxed just a little bit.

“How are you?” Shawn asked.

“I’m . . . I’m okay.” Cory tried to get his voice under control.

“Just tell me when you’re okay to go farther.”

Cory took his time. He let his bum get used to the new situation and after awhile his anus felt better. It was still stretched, but the pain had receded.

“Okay. I’m ready.”

He grabbed the bed sheets again. Shawn placed his hands on Cory’s hips and began to apply a gentle pressure with hips, pushing him gradually inside Cory’s rectum. The pain began to flare back up when Shawn started going in again. This time, there would be no more relief like he got when the head went in. It was just increasing girth until the end. The pace Shawn was setting was going to make it possible, though. Cory knew he’d be fine.

Then there was a crunch of shoes on the gravel path outside the cabin. Both boys froze for a split second. Their hearts, already beating fast because of the experience, began racing now. Cory reacted instinctively and flexed his rectal muscles. Shawn took the hint and his paralysis broke. He pulled himself out of Cory and ran for his bed. Cory did the same.

They just made it into their beds when the door opened and Joe and Lawrence came in. The other guys talked noisily, ignoring their supposedly sleeping roommates. They got ready for bed and didn’t seem to notice that Cory and Shawn were not in fact asleep.

Cory just lay there. He pressed his hand to his anus. It was tingling after the exertion. He ran two fingers over it as Joe and Lawrence began to talk in their beds. Cory didn’t hear a word of their conversation. He just rubbed his anus and thought of Shawn.

* * *

Cory and Shawn didn’t speak to each other all morning. It had nothing to do with any shame or regret. What prevented them from talking was the sheer size of what had happened. They felt the awe that any virgins feel when it comes to sex. Not fantasies or porn or masturbation, but honest to God sexual intercourse. Cory still had butterflies in his stomach.

They finally managed to speak to each other when they were in the cafeteria and had the table all to themselves.

“Um. How are you?” Shawn asked.

“Okay. I guess.”

That was it for a few seconds.

“It was tingling all night.” Cory said.

“That’s because you’re not used to stretching like that, I guess.”

“Have you ever. . .?”

“No. I’m a virgin, too. I don’t know what I was doing last night. I was in bed thinking about how it all happened.”

“Me, too.”

But neither one had a logical explanation for how bold they’d been so soon.

“So. . .” Shawn looked like he was about to break out into a sweat, “do you, um, do you want to try it again?”

“What about Joe and Lawrence?”

“I heard from the girls that they’re going into town tonight. I guess Joe struck out here and wants to try again elsewhere.”

“Well. Yeah, I guess so. I mean, I kinda liked it.”

Shawn smiled. “Me, too. You, uh. . .”

“What?”

Shawn hesitated for a moment before finishing, “You have a, nice butt.” He turned blood red.

“Thanks. You do, too.”

They both started to chuckle. With the ice broken, their comfort restored and their true feelings laid bare, they started to talk again in their old comfortable rhythm.

* * *

The rest of the day was a mix of heaven and hell. They worked easily together and had a great day with the kids, but they were living with an anticipation that they hadn’t known since they were children waiting for Christmas.

* * *

The girls were right. As night wore on, Joe and Lawrence prepared to head into town. They lingered for awhile, making sure they had everything they felt they needed. They didn’t want to wait too long before getting going because they knew they would have to get up early the next morning with the kids. And it was already getting late.

“Get your ass in gear,” Joe said to Lawrence as the smaller guy was searching in his bag for something.

“Hang on, I’m looking for. . . got it.”

He took his wallet out of his bag and pocketed it. Then, in a flash, the two of them were out the door.

Cory and Shawn got up and went to one of the front windows to watch the others walk out into the night. They needed to be sure that neither one was going to forget anything and come walking back. Neither one slowed his pace; they just kept walking.

The butterflies were back big-time when Cory and Shawn turned to look at each other. Shawn leaned in for a kiss and they wrapped their arms around each other. The kiss began sweetly and softly, but as they moved away from the window and toward the beds, the kiss grew insistent. Finally, the boys could stand no more, and they separated.

Shirts were pulled off, and shorts and underwear were soon to follow. The naked bodies moved close, but did not come into contact. Shawn stroked Cory’s chest and smiled at him. Cory wrung his fists with a little in nervousness (a nervousness that was with him ever since that shower) and smiled back. Cory’s eyes flashed over toward the bed, where his shower supplies were lying. He walked slowly over to the bottom bunk and bent over, placing his hands on his towel. Shawn picked up the soap and began the lubrication of penis and anus. Without any further hesitation, Shawn grabbed his slick organ and placed it between the cleft of Cory’s buttocks, at his anal entrance.

Cory felt it begin all over again. The stretching of his anus was just as painful as it was last night, but the insertion of he head took less time. Almost as soon as Cory felt himself being penetrated, the head slipped in and the tension of the sphincter relaxed. Tonight, however, Shawn didn’t need to ask for an okay to move forward. They’d come this far last night, and now both were prepared to finish.

As the first inch made its way into his rectum, Cory felt the intensity of the pain return. This time, however, he also noticed other things. Since they were past the insertion of the head, Cory could now feel that flared part of the member inside him. The walls of his rectum seemed to be hugging the incoming organ, giving him a feel for its outline.

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