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Introduction:

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My hand flew up and down my dick as I jerked off. I panted, my body sweaty, and I felt the very familiar ball of tension building in my balls. Just as I was about to cum, the door to my room opened, and my younger brother walked into my room. “Hey Cavan, I was wondering if I could borrow your-” he started, but stopped as he noticed me laying naked on my bed, my hand wrapped around my hard cock. He stared for a moment, his blue eyes wide, hand still on the doorknob. “Wh-what are you doing?” Charlie asked.

“I’m sorry, Charlie…” I whispered, appalled to have my little brother discover me jerking off. “Don’t tell Mom, please!”
“I won’t, Cavan,” he replied quietly. “Just tell me what you’re doing.”
“You mean you don’t know what masturbating is?”
“No…” His brow furrowed in confusion. “What is it?”
“It’s-” I stopped. “It’s nothing. You’ll learn when you’re older.”
“C’mon, Cavan!” he exclaimed, balling his fists at his side angrily. “Just tell me what you’re doing! I won’t tell Mom, honest!”
“Fine… But close the door.” He did so, then stood next to my bed. I felt awkward laying there, nude, with him watching, but for some reason, I didn’t want to get dressed.

“Alright, so,” I started, blushing a little. “Ummm… Masturbating is… Ummm… When a guy…” I trailed off, unable to finish.
“Why don’t you just show me?” he asked, cocking his head to the side curiously. “If you want to, that is.”
“Sure,” I blushed again. I played with myself a little until I was hard again, then tentatively jack off. Charlie watched, fascinated, as I picked up speed.
“What’s the point of this?” he asked suddenly, and I stopped and looked up at him.
“What do you mean?”
“The point of…” he stopped, blushing. “Of what you’re doing.”
“Oh… Well, you cum if you do it for long enough, and it feels amazing.”
“Cum?”
“Yeah, cum. It’s also called an orgasm.”
“What happens?” I opened my mouth to answer, but he cut me off. “You can just show me, if you want to. I wanna see it for myself.”
“Okay,” I said. This time, I started jerking off fast, closing my eyes and panting, until I felt the ball of tension again. With a moan, the ball of tension suddenly exploded, filling me with pure ecstasy as I came all over my bare chest.

“Is that supposed to happen?” Charlie asked worriedly. I opened my eyes and saw him staring at the cum all over my body.
“Yeah, that’s cum. You masturbate until it comes out, and it feels good.”
“Oh.”
“Yep.” We were silent for a little while, Charlie awkwardly shuffling from side to side, me panting lightly with cum still puddled on top of me.
“Can I try?” Charlie questioned suddenly, taking me by surprise.
“What do you mean?”
“Can I try masturbating? You can teach me!”
“Ummm… I don’t know…”

“Please?” His eyes widened, and he looked like an innocent little puppy. A flame burst to life in the pit of my stomach, and my semi-soft dick suddenly grew hard. Instantly, I felt disgusted at being aroused by my little brother, but I was so horny I didn’t even care.
“Fine,” I said. “Take your pants off and sit down on the bed.”
“My underwear too?”
“Yeah.” He sat next to me and stripped, until he was naked from the waist down. Charlie was horny, no doubt about it; a boner, smaller than mine but not as small as I would have thought, grew between his legs. He touched it and shivered slightly.
“Do I start doing what you did?” he asked. I nodded, and he took his dick in his hand, gently squeezing it and running it down his shaft. “That feels good!” he moaned lightly. “Am I doing it right?”
“Go a little faster.”

“Cavan?” he asked, still jerking off.
“Yeah?”
“Can… Can you show me how to do it? On… Me?”
“Charlie…” I started, knowing full well that if I started jerking him off, I’d probably push him into having actual sex.
“Please, Cavan?” he pleaded. “I won’t tell anybody! It’ll be our secret! I swear! I want to feel you do it!” I hesitated, unsure of what to do. Charlie looked sincere, but he was still young and didn’t know any better. Finally, I made my decision. I leaned over and took his cock in my hand, gently massaging it. He gasped, looking down, and started moaning. “Oh, Cavan, that feels amazing!” he exclaimed. I started to jack him off slowly, and he gasped and moaned every so often.

“Cavan?” he asked yet again.
“What, Charlie?”
“Can I touch yours?” I looked at him, then nodded slightly. Timidly, he reached out and put his hand around my boner, exploring it, touching my balls gently. “It’s so big!” he gasped. “And hard, too!”
“Yours will get bigger when you’re older,” I told him.
“As big as yours?”
“Maybe even bigger.”
“What do you do with it when it’s that big? Masturbate a lot?”
“Well, when you get older, you do other stuff.”
“Like what?”

“You’ll find out when you grow up a little.” Again, I was trying to dissuade him. I knew that if I told him, he’d ask me to show him, same as he’d done with masturbation.
“C’mon, please? I’m old enough, I promise!” I looked over at him, and the soft look on his face destroyed my last shred of dignity.
“Fine,” I sighed. “When you get older, you have sex with people.”
“Oh, I’ve heard about sex!” he said brightly. “Isn’t that where a guy grinds his thing on a girl to make a baby?”
“Kind of, but I don’t want to get into it.”
“What do boys do? Two boys can’t make a baby, can they?”
“Well, there are lots of things guys can do with each other instead of making babies, Charlie.”

“Like what?”
“Like… Oral.”
“What’s oral?”
“Oral is-”
“Can you show me? We’re both boys!” Charlie was grinning naively, but there was a hint of a non-innocent look in his eyes.
“Alright.” I stood up, and motioned for him to come over to me. “Get down on your knees.” Charlie did so, his blue eyes staring directly at my raging boner.
“Now what do I do?” he asked, looking up at me, eyes wide. A blush suffused his lightly freckled cheeks.

“Put it in your mouth.” He gazed at me uncertainly, but put the head of my cock in his mouth. I gasped, putting my hands in his hair and petting him gently. “Oh, Charlie, oh my God!” I whispered, stroking his feathery blonde hair. “Put it all in your mouth like a good boy.” He slowly worked his way down, until my entire dick was in his small mouth. His hands came up to gently stroke my balls. I felt his tongue lightly caress my shaft, and I moaned.

Charlie pulled back, still playing with my balls, to look up at me. “Was that right?” he asked, blushing deeply.
“That was good!” I replied, stroking his cheek. “But this time, move your mouth along it.”
“How will I know when to stop?”
“When I cum.”
“How will I know when you cum?”

“You’ll know.” He nodded, then took it back in his mouth and began blowing me. I knotted my fingers in his hair, pulling his mouth onto my dick. He moaned onto it, pushing farther until his face was against my balls, then slowly back out, repeating faster each time, until his little mouth was flying up and down my shaft. I felt myself about to cum, so I pulled out of his mouth. Charlie looked up at me with surprise and dismay.
“What happened? Did you… Ummm… Cum?”
“Not yet, little brother,” I assured him. “That was only one way guys can have sex with each other.”
“Oh! What’s another way?” His eyes brightened considerably, and he stared at me with impatient expectance.

“Well, there’s anal, but-”
“What’s that? It sounds fun!”
“Anal is where one guy puts his cock-”
“What’s a cock?” he interrupted.
“Your dick.”
“What’s that?”
“This,” I answered, reaching down and taking his little erection in my hand. He moaned lightly as I squeezed it. “This is your dick. It’s also called your cock, your rod, your meat, whatever. This is the head,” I stroked it lightly with my thumb. “This is your shaft,” I ran my index finger down it. “And these are your balls. Any more questions?”
“Yeah, what’s anal?”
“If you’d have let me finish, you’d know. Anal is when one guy puts his cock in the other guy’s ass.”
“And then what happens?”

“He pushes in and out, like oral kinda, until he cums into the other guy’s hole.”
“That sounds really fun! Can we try it, Cavan?”
“I dunno…” I trailed off. “It can hurt the first time.”
“I don’t care! I want to do it!” His eager innocence made some beast inside of me wake up, and roar and shake its mane.

“Do you really want it, Charlie?” I asked quietly.
“Yes!”
“Then beg for it.”
“What?” he asked, confused.
“Beg for it! Beg for me to fuck your little ass!”
“Does fuck mean anal?”
“No, fucking is having sex with someone. Now beg for it!”
“Umm… Please have anal with me, Cavan?”

“Not good enough!” I said, then grabbed him and pulled him onto the bed, so that I was on top of him. He blushed and grinned, pushing his waist up to mine so that our dicks were touching. “Beg for it, Charlie! Tell me how bad you want it!”
“I want it really, really bad, Cavan!”
“What do you want really bad, Charlie?”
“I-I want-” he stuttered, blushing. “I want you to… Ummm…”
“I’m not going to give it to you unless you beg, Charlie.” He laid under me, still hard but silent, blushing deeply. I began to rise off of him, reaching for my clothes with one hand, which did the trick.

“I want you to fuck my ass, Cavan!” he exclaimed suddenly.
“How bad do you want it?”
“I want it so bad that it hurts in a good way on the inside!”
“Get on your hands and knees, Charlie,” I whispered to him, and he did so, sticking his small butt up into the air. I went to my dresser and pulled out a half-empty bottle of KY lube, rubbed it all over my index finger. I went over to Charlie and gently pushed my finger into his tight hole. He gasped and shivered in pleasure. I inserted it all the way in to the knuckle, then pulled out again, repeating the process. “Does that feel good?” I asked him.

“Oh God, yes, Cavan!” he said breathlessly. “Is this anal? I thought you were supposed to use your thing-”
“Call it a dick or a cock, Charlie, it’s not a ‘thing’.”
“I… Umm… Thought you were supposed to put your cock inside of me.”
“I will, I just have to loosen you up first, or it will hurt a lot.”
“Oh,” he said quietly. “Well, loosen me up all you want, ‘cause this is the best feeling ever!”

“Just wait until I get my dick in there… It’ll feel even better.” I began to add fingers, until I was fingering him with three at a time, and he was panting like a puppy. I enjoyed every moan. He started asking me when I was going to fuck him, and I said when he was nice and loose and lubed up. Technically, I could have started fucking him after the second finger, but I took pleasure in hearing him beg for me to fuck him.

Finally, I couldn’t take it anymore. With my free hand, I lubed up my dick, then got on my knees behind him. I pulled out my finger, then quickly replaced it with my cock, ramming it all in up to my balls. He gasped loudly and leapt forward a little. “Did I hurt you?” I asked, afraid.
“No!” he exclaimed. “That was the best thing ever! Do it again!” I started thrusting into him, and every so often he’d beg me to go faster, or harder, or both, until I was literally pounding him, rocking his little body with each thrust, my balls slapping against his ass every time I humped him. It was lucky for us that our parents weren’t home, because Charlie was gasping and moaning and panting, until he was as loud as a banshee.

I started moaning too, because he was so tight and good. Charlie started rocking his ass in a counterbeat to mine, so that when I pushed forward, he pushed back against me, and vice versa. I felt the tension building up at the base of my shaft, and I leaned down over Charlie so that my face was in his soft hair, right next to his ear. “I’m going to cum, Charlie,” I whispered, putting my hands on his narrow hips.

“Cum inside me, big brother!” I started fucking him even harder, until I felt the tension explode out of my cock and into his ass, shot after shot of my thick cum into Charlie’s little hole. He moaned louder than ever.



When I finished cumming, I collapsed next to Charlie, pulling him down so that my dick was still inside him but I was cuddling him. “That felt so good, Cavan,” he panted. “I love having your cum inside me, but I love having your dick inside me even more. Can we do this more?”
“We can do it every day if you want, Charlie.”
13 comments

anonymous readerReport

2013-12-10 20:45:57
Amazing story I came so hard :)

anonymous readerReport

2013-10-04 14:23:03
that's so awesome! ;)

anonymous readerReport

2013-03-17 02:10:09
This is the most exciting and favorite story i read here.

MUDDYReport

2013-02-21 16:40:24
Great story!!!! made me cum hard!

mrdixxxxReport

2013-02-19 20:34:25
Srlvictoria -- I have no doubt that this really happened. Your talent is in your ability to share the story with those of us who had similar experiences during our adolescence. Charlie was lucky to have a wiser, more experienced older brother to teach him the basic pleasures of sexual maturity. Would love to hear more about how the relationship developed. My early masturbation, cocksucking & fucking experience was with an older cousin & his uncle.

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