GRANDSON'S EDUCATION
By: Morris Henderson
(Copyright 2007 by the author)
 

The author retains all rights. No reproductions are allowed without the author's consent. Comments are appreciated at...

 Chapter 12
Penetration

When Jerry awoke the next morning, Kevin had a leg across Jerry's leg and an arm across his chest. 'There can't be a better way to wake up,' thought Jerry as he felt a very stiff cock pressing into his hip. Unwilling to forego the bliss of being next to a naked young man but sensing a very urgent need to piss, he carefully extracted himself from Kevin and went into the bathroom to relieve himself. When he crawled back into bed to cuddle once again with his grandson, Kevin stirred and mumbled, "Good morning. What time is it?"

"7:30. Want to sleep some more?"

Kevin replied sleepily, "No. But I'd like to lay here with you for a while if that's all right."

Jerry had no objections; he welcomed the chance to cuddle with the boy and enjoy simply being together. He wrapped his arms around Kevin, kissed him gently, and held him close.

"This is nice," Kevin purred but then he felt the pressure of his bladder. "Be right back," he said as he got out of bed and hurried to the bathroom. Moments later, he returned.

Jerry noticed that the boy's cock was now soft and swayed delightfully as he walked toward the bed. "Your cock goes down almost as fast as it goes up," he said with a grin.

"Yeah. Usually, I take advantage of my hard-on when I wake up and jerk off. But this morning, I just peed. I thought maybe we could..." He stopped in mid-sentence, afraid of asking for sex yet again.

Jerry grinned and said, "Yes, I think we could."

Kevin broke into a broad smile and eagerly got into bed next to Jerry. He kissed him and his hand immediately went to Jerry's cock to fondle it to erection. It didn't take long for both to be fully hard as they hugged, kissed, and fondled each other. Kevin, building on his success in winning a sex session, decided to ask for something else. He propped himself up on one elbow, looked pleadingly into Jerry's eyes, and said, "Grandpa. Can we fuck? I know gay men do it and I've tried to imagine what it's like. I want to know what it feels like. Please."

Jerry, of course, had anticipated the request when he bought the essentials at Wal-Mart and had planned for this lesson in his grandson's education. "Pehaps," he began. "But we need to talk about it first. You should know that it can hurt. I'll be slow and gentle but you must promise to tell me if it hurts or if you don't want to continue. Will you do that?"

"I want to try it," Kevin said with determination. "Even if it hurts."

"Kevin, I want to fuck you. I want you to know what it's like. But I don't want to hurt you. You must promise to tell me if it hurts too much."

"I promise."

Jerry retrieved the condoms and KY from his duffle bag and returned to the bed. "I'm going to tell you everything that I do so you won't be surprised at anything that happens. And so you'll know what to do. If you have any questions, ask. If you don't want to continue, say so."

"Okay."

Jerry got a condom out of the box and said, "A condom is usually used to prevent pregnancy or disease. You won't get pregnant and I know neither of us has a disease but I'm going to use one anyway."

"Why?'

"Partly because it's important. You can still be infected even if you think your partner has no disease. The other reason is that it's cleaner. To put it crudely, you probably don't want your dick coated with poop."

"Yeah. I wondered about that."

Handing the small foil package to Kevin, Jerry said, "Open it up and put it on me."

With a minimum of coaching, Kevin succeeded in putting the condom on Jerry's cock. Kevin was intent on doing it right but still found it erotic to handle an erection other than his own. Jerry's arousal, of course, increased at the stimulation and the anticipation of fucking Kevin. Jerry then handed Kevin the KY, instructing him to apply it liberally to his condom-ensheathed cock and explained that it was important to use a water-based lubricant with a condom.

"There are lots of positions," Jerry explained, "but I'd like you on your back, two pillows under your hips, and with me between your legs. That way, I get to see you. Apart from just wanting to feast my eyes on your beautiful body, I want to see how you react -- what you like and what might be causing pain."

Kevin dutifully and eagerly positioned himself, hips elevated, legs apart, and exposing his hairless, virgin hole. The sight made Jerry impatient to sink his shaft deep into Kevin but he knew that he would have to proceed slowly and gently. He applied some KY to Kevin's hole and rubbed it gently, which caused Kevin to moan in delight at the new sensations. "Try to relax down here," Jerry coached. "I have to open you up a little with my finger." Slowly, to the accompaniment of Kevin's mewing and purring, Jerry slipped the tip of his finger into the gradually more yielding hole. Still working slowly, he pushed his finger into the second knuckle and then further still until he found what he sought -- the knob of Kevin's prostrate. Kevin yelped at the strong feelings that permeated his groin.

"What did you do?" Kevin exclaimed.

"Sorry, I should have warned you," Jerry replied and then explained what had happened. Returning to his task, Jerry slipped his finger in and out several times while moving it from side to side. When he thought Kevin was ready, he slipped in a second finger. Kevin winced and Jerry immediately asked if he was all right.

"Yes. Don't stop. It feels good."

Several minutes later, Jerry had managed to insert three fingers. He occasionally paused to ask Kevin whether it hurt and if he wanted to continue. Each time, the answer was 'no, it doesn't hurt...much' and 'yes, keep going.' In spite of his ongoing concern for Kevin and the prolonged period of preparation, Jerry was only getting more and more aroused at the thought of sinking his cock into Kevin's waiting hole. Finally, as Jerry's patience was wearing thin, Kevin seemed ready.

Withdrawing his fingers, he put the tip of his cock on what was now a gaping hole. Extracting another promise from Kevin to tell him of any pain, he pushed his cock into Kevin's ass, pausing when his cockhead was fully encircled by the accepting orifice. Not since his college days had Jerry experienced the extreme pleasure of a tight asshole gripping his cock. It was far more enjoyable than a pussy -- because it was tighter but also because it belonged to a man. Fucking a man was not repugnant but was pleasurable. Fucking a young man, a minor but still a mature young man, didn't seem to matter to Jerry. Even the fact that he was fucking his own grandson seemed irrelevant. The passion, the lust, the carnal pleasure dominated his thoughts. Even if he had stopped to consider the situation, he would have readily rationalized what he was doing with the excuse of helping a boy and merely giving the boy what he had asked for.

Kevin, meanwhile, was equally overcome with sexual delight. The sensations emanating from his ass were totally new to him and had put him close to a state of ecstasy. Yes, he had felt some pain at first but it was easily tolerable and a small price to pay for the intense satisfaction he now enjoyed. His delight only heightened as Jerry slowly pushed his cock deeper and deeper until it was buried to the hilt. Kevin, through the daze of his delight, vaguely sensed Jerry's pubic hair tickling him just under his balls. He would not have made the comparison but it was like garnish on a delicious meal. It is the meal that one enjoys but subtle seasoning enhances the taste.

The pain was gone, supplanted by a feeling of fullness, a feeling of wholeness, a feeling of having reached the pinnacle gay sexual pleasure. Unaware of anything but the sensations that now radiated throughout his body, unaware that he was moaning and thrashing, unaware of his grandfather's equal pleasure, Kevin was in an erotic high.

Gradually picking up the pace, Jerry thrust his cock in and out until he could hold back no longer and froze, buried deep inside Kevin, and experienced an orgasm the likes of which he couldn't remember having. He collapsed on top of Kevin and, still overcome by the intensity of the orgasm, began to kiss him forcefully, almost violently. Then, as his heart slowed to a normal rhythm and his mind cleared, Jerry rolled off Kevin to lay on his back beside him.

"I'm sorry, Kevin. Really sorry."

"Why?" the boy replied. "It was wonderful."

"I lost control of myself. I started out okay trying to be gentle and thinking about you but after I knew you were all right, I lost it. I was thinking only of my own pleasure. My dick took over. I'm sorry."

Kevin kissed Jerry, mostly to reassure him that he had done nothing wrong, and then said, "I'm happy that you lost control."

"Huh?"

"It means you enjoyed it as much as I did. If you want to know the truth, I lost control, too. All I could think about ... no, I wasn't thinking ... all I could feel was the awesome sensations. In a funny way, it was as good as an orgasm -- different, of course, but just as good."

Jerry smiled because he had given pleasure to Kevin and then, thinking out loud, he said, "It was a long time ago ... a very long time ago ... but I still remember how I felt the first time I was fucked. I'm glad you liked it."

"And did you like it?"

"Then or now?" Jerry asked, not sure of Kevin's meaning.

"Both, I guess."

Jerry stared at the ceiling as he recalled his first fuck and compared it to fucking Kevin. "Yes. When I was fucked the first time, it was special. It was the final bonding between my room mate and me. So it had emotional as well as physical satisfaction. I didn't know at the time that the bond wouldn't last very long ... just until graduation ... but it was very special." Propping himself up on an elbow to look into Kevin's eyes, he continued, "Just now was special, too. It's a kind of bonding between us. But we both know that it's a temporary bond, don't we." He said that more of a statement than a question just to remind Kevin once more that their sex would end when the vacation was over.

"There you go again with condition three. I still don't like it. Can't we...."

Jerry interrupted him. "No! We cannot renegotiate it." Although he said that more to remind himself than Kevin, Kevin pouted so Jerry softened and said, "What we can do is to thoroughly enjoy the time we have together. And that means you have a job to do."

"I do?" Kevin asked, confused.

"Yes. I've shown you how to prepare to fuck somebody. It's exam time!"

Kevin grinned and immediately grabbed the pillows to put under Jerry's hips. He got the KY and a condom and handed them to Jerry who noticed that Kevin's cock had deflated somewhat. "Let me waken this sleeping giant first," he said as he bent over to take the boy's cock into his mouth.

It didn't take the teenage cock long to restore itself to a firm and ready posture. Jerry then put a condom on it while deriving great satisfaction from stroking it much more than was necessary to test its fit. He stroked it even more as he applied the KY and Kevin had to say, "Stop. If you keep doing that, I'll shoot."

Kevin was, as always, a good student. He lubricated Jerry's hole just as Jerry had lubricated his -- in a way that sent shivers of pleasure through Jerry's body. One finger in. Massage. Two fingers in. Massage some more. Three fingers in. It didn't take all that long but seemed like a long time to Kevin who was impatient to begin the real task. When he thought Jerry was adequately prepared, he guided his cock toward its target.

Somewhat nervous about doing something wrong but mostly because of anticipating what it might feel like, he slowly slipped his rigid bone into the dark passage of Jerry's anus. Sliding it in slowly and remembering to check Jerry's face for any signs of discomfort, he felt for the first time what it was like to have his cock compressed by a warm, moist ring of muscle. It was marvelous.

Both Jerry and Kevin then let themselves soar on the winds of sensual pleasure as Kevin pistoned in and out of Jerry. All too soon, Kevin reached his peak and couldn't hold back. A massive orgasm racked his body and he fell down into Jerry's waiting arms. He laid there blissfully as he cock softened and popped out of Jerry's ass.

When Kevin had fully recuperated, Jerry said, "A PLUS!"

Kevin laughed and said, "Can I talk you into an A minus or even a B and then take the test over again?"

"No more testing," Jerry laughed. "But you can do it again if you like it as much as I do. Now, let's shower, get dressed, and go have some breakfast."

To be continued...

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Posted: 10/05/07