Continuing Theo's Education

By Pink Panther

This story includes instances of underage boys having sex, both with each other and with adult males. If this is not what you want to read, please leave this page now.

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Chapter Twenty-One

Brandon

"Is it okay if I ask you something?" I say, feeling a little nervous.

"Of course!" Mike responds, smiling. "

"Did you go to boarding school?"

"Yes. I started at boarding school when I was eight. Two years later, Tim Shackleton, one of our best rugby players, asked me if I'd like to be his younger friend. He wasn't just good at rugby; he was studying for the Public Schools' Scholarship exam, so that he could go to one of the best schools in the country. He was also very nice-looking. The school encouraged us to look up to boys like him. Well, I loved rugby and was determined to play for the school team when I was old enough, so I regarded him asking me as a huge honour; I didn't even need to think about it."

"So, you had to have sex with him?"

"Yes, but I never saw it as a problem! In any case, that was only part of it. Every time the rugby team played a home match, I'd be on the touchline shouting him on. More than that, I needed to be there for him when he got stressed about all the work he needed to do. Well, it worked! The rugby team had a really good season and he got his scholarship. I felt proud to have played a part in it. I learned a lot from it too. Two years later, when I was made rugby captain and it was my turn to go in for the PSS exam, I knew what to expect."

"Did you have a younger friend?"

"Of course! Jake was an absolute rock for me! I wouldn't have been able to do it without him."

"Going back to Tim; did he take your cherry?"

"Not straight away; he spent a few weeks getting me ready, but then he did. Like I said, it wasn't a problem. I knew it was coming."

"So, when you talked about knowing what it's like to be on the receiving end, you'd been through that too?"

"Absolutely!"

"Wow!" I sort of understand now."

"You're back at school this week then?" Mike asks.

"Yes, we go back on Tuesday."

We start chatting about the challenges I'll be facing. It's just like Theo said it'd be. He doesn't tell me what to do. Instead, as we talk, he offers ideas and suggestions, like organising my homework, how to deal with my football mates when they start blagging about having sex, and how what really matters to them is the way I perform on the pitch.

By the time we've finished, I know exactly what I need to do, and better still, I feel confident that I can actually do it. So why does Dad never talk to me like this?

0 o 0 o 0 o 0

Mike

Brandon and I have reached the end of a very productive chat. Now that he's cleared the crap out of his head, it turns out that he's brighter than I'd given him credit for, and eager to run with several of the ideas I put out there.

"I guess you'll want to fuck me now," he says, grinning.

"Is that what you want?" I counter, "When I talked to you last week, I set out a number of things that I expected you to do. Allowing me to have sex with you on an ongoing basis was not one of them, and I'm not in the business of moving the goalposts after the game's started!"

"I just thought, . . . you know!"

"I wouldn't have made a stipulation like that. If I had, you'd have started to think that the only reason I was helping you was to get into your pants, and that's not the case. I'm doing it because not only will it be good for you, it will benefit Theo. And that's all it's about. Now, if you're asking if I'd like to have sex with you, of course I would! You're a very good-looking boy at exactly the age I like best. But it's totally your choice. I'll carry on helping you whether we have sex or not."

"Oh, right!" he responds, looking surprised to find the ball firmly back in his court.

"So what's it to be?" I ask, the bulge in his shorts indicating what his answer is likely to be. "Do you want me to fuck you?"

He sucks in air.

"Yeah," he admits, squirming a little. "For the past few days, I haven't been able to stop thinking about it!"

"I know this is a big step," I say gently, "but there's no need to be embarrassed. Just relax! Now I think it's time we got these clothes off, don't you?"

Over the next couple of minutes, we carefully undress each other. Despite being nearly fourteen, Brandon is still delightfully smooth, the neat little crop of pubes above his penis being the only body-hair I can find.

"It's big, isn't it?" Brandon comments, running his fingers along my shaft.

At 17cm (6.7") long and just a little less in circumference, it's a respectable size, but certainly not exceptional.

"It's a good average," I respond, smiling. "Anything bigger would make fucking boys like you too difficult, and I wouldn't want that!"

"Cool!" he says, still fondling it.

"I'm sorry I had to be so rough with you last week," I continue, "But I needed to grab your attention, and I was only going to get one shot at it. And once I'd done that, I needed to convince you, right then and there, that things had to change and there could be no turning back."

"I think you could say that was mission accomplished," he says. "After you showed me that video, I thought you'd just tell me to get dressed and kick me out. Instead, you started talking to me. After what had happened, I couldn't believe how calm you were. So, when you said you'd help me, I just knew. My life was going to crap. If I didn't take this chance, I might not get another one."

"Obviously, I'm pleased that you saw it that way."

"It took some real balls to do what you did," he continues, eyeing me intently. "I'm not going to screw around with someone who does that sort of stuff! It's like with the teachers at school. You soon learn which ones you can mess with and which ones you can't."

"I'll take that as a compliment," I say, drawing him towards me.

Over the next few minutes, we engage in some exquisite foreplay. He's such a natural, how he convinced himself that he wasn't gay is a total mystery. Finally, I get him onto all-fours, his knees wide apart, and thrust my tongue into his boy-hole.

"Oooh!" he gasps. "You're licking my bum!"

"And you like it, don't you?"

"Oh, fuck! Yeah!"

After a minute or so, I pull away, my tongue aching. After applying plenty of Astroglide, I start to fuck him with my index finger. As all I'm getting back are moans of pleasure, I add a second one. He winces momentarily before quickly settling down again.

With things going even better than I'd expected, as I push my fingers in and out, I slowly corkscrew them around, gently opening him up. There's no protest. He's ready for the main event!

Allowing my fingers to slip out, I grab the pillows. Having placed them in front of him, one on top of the other, I cover them with a towel that I'd left on the bedside cabinet.

"Will you fuck me the way I fucked Theo this morning?" he asks.

"We can certainly start off that way," I assure him. "After that, we'll see how things go."

To be honest, once he's fully impaled, I'm going to get him lying face-down, with the pillows under his boy-parts and his legs apart, just as I did with Carsten while we were in France, and more recently with Jandro since we came home. He may be a little reluctant at first, but once I start to fuck him, he's going to love it!

After coating my dick with Astroglide, I shuffle in close, guiding it onto Brandon's starfish.

"Relax and push out like you're having a crap," I tell him.

Like the obedient bottom-boy he's rapidly becoming, he does exactly as I said. With one well-directed thrust, I penetrate him.

"Ohhhh!" he gasps.

"Okay!" I say soothingly. "You've done the hard part! Now just relax! I'm going to stay where I am until you're used to me being there."

It takes at least half a minute, but eventually the pressure on my cock begins to ease.

"Good boy!" I purr. "That's excellent! I'm going to give you a bit more now!"

I push steadily forwards, my cock slowly advancing along the boy's tight, velvety tunnel. As he's by far the least experienced boy I've been with recently, the sensations are extraordinary. I thrust over his prostate.

"Oh, fuck!" he squeals, his penis jumping around with a life of its own.

Seconds later, he's taken my whole length, my pubis pressed tight against his bottom. Taking a deep breath, I savour the tight little sheath that's gripping my cock. It's time to do it.

"Lie down for me," I say quietly. "There's a good boy!"

"But I thought . . ." he responds.

"I said we'd see," I counter, firmly cutting him off, though not raising my voice by even a decibel. "And we will. I'll support myself on my forearms so I won't have all my weight on you. You'll be fine! Now just do it. You're going to enjoy this, I promise!"

Jerking my hips, I nudge him forwards and downwards. Realising that he has no other choice, he sinks slowly down onto the pillows, exactly where I want him.

0 o 0 o 0 o 0

Brandon

I'm not sure about this. I thought he was going to fuck me the same way I fucked Theo this morning. Instead, he's getting right down on top of me. But with him being so much bigger and heavier than me, there's nothing I can do about it. I'll just have to hope for the best.

As he lowers himself into position, I realise that I'm actually more comfortable than I expected, first because of having the two pillows under me, and second because by resting his forearms on the mattress, he's not putting that much weight on me. This could be okay!

After a couple of seconds, he starts to fuck me, pulling well back before thrusting in again. He's a little lower now, his heart pounding against my back and his musky breath swirling around my face. Within a few seconds, he's like totally going for it.

With his cock driving repeatedly over my sex-gland and my prick rubbing backwards and forwards against the rough towel, the whole experience is intoxicating! I can't believe how exciting it is!

"This is what you want, isn't it?" Mike whispers.

"Oh, yes!" I gasp, barely able to speak.

As two minutes stretch towards three, the tingling sensations become almost unbearable.

"Oh, fuck!" I squeal. "I'm going to cum!"

"Yes!" he rasps. "Do it! Cum for me!"

A moment later, my balls churn into action. As my cum squirts onto the towel, my bum-hole clamps tight around Mike's invading cock.

"Oh yes!" he growls triumphantly. "Now I'm going to fill your boy-hole!"

For what feels like ages, his warm, creamy spunk spurts up my bum like it's never going to stop. Then quite suddenly, it's over. Fuck! Just like last week, he's cum loads! After a few seconds, he gently pulls out.

"You enjoyed that, didn't you?" he says quietly.

"Yeah!" I agree. "It was amazing!"

"Wonderful!" he purrs. "I love making a boy cum while I'm fucking him! That totally does it for me!"

"Why's that?"

"First, because it tells me that he's enjoyed it as much as I have. After all, you can't fake an orgasm. And second, because his anal contractions always set me off, like yours just did. For me, it doesn't get better than that!"

0 o 0 o 0 o 0

Mike

After a nice relaxing cuddle, I send Brandon to have a bath. A few minutes later, Theo appears.

"Hi, Daddy!" he says, grinning. "Did you and Brandon have a nice time?"

"You could say that."

"Did you fuck him? Only I walked past when I went for a pee, and it sounded like that was what you were doing."

"Yes," I admit. "He wanted me to." I take a deep breath. "I think I just became the daddy he's never had."