Filling My Brother - First Times Part 2/2

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#6 of Filling My Brother

The second half of the brothers' first times together. This takes place about a year after the first half, and covers the first time they did THAT.

An extra special big thanks to IB: XavierTheOtter for proofreading and editing this chapter. He did a great job, and this chapter was much improved after he took a look at it.


Filling My Brother The First Time

Part 2/2

By WaffleSquadron

School was out for the day and I was horny. Not that it took a lot to get me hard at thirteen. Just the vibrations from the school bus meant I needed to carry a book in front of my pants walking home from the bus stop. I tried to make the trip as quickly as possible, not just to avoid embarrassment, but because I had some much needed sexual relief waiting there. My younger brother and I had been fooling around for over a year; since the night I showed him how to masturbate.

I ran up the stairs, and had to steady my hand just to get the key in the lock, before finally getting home to our nearly empty apartment. Both my parents worked, which meant we had a little over an hour after school together totally unsupervised. We'd discovered some great ways to pass the time.

I didn't see anyone immediately inside, and called out "Hey I'm home! Cody where are you?"

No response. I dropped my bag and went on the hunt.

"Cooooody come out and plaaaaay"

Still nothing. I craned my neck to check the living room, but it was empty. I walked down the hall, peeking in the empty bathroom as I passed. The only logical place he could be was our bedroom. By this point I was expecting an ambush, and tried to open the door silently, ready for anything. What I found was probably the only thing I unprepared for.

Cody was sitting, hunched over the desk between our beds, his eyes glued to the family tablet computer. He was naked, with his legs open wide; obviously stroking himself. I could just make out a few slick sounds as the ten year old boy rubbed his pussy to whatever was on that screen.

I had to hold my paw over my mouth, to keep from bursting out in laughter and ruining the surprise. Now that I knew what Cody was doing, there was no way I was going to let this go without messing with him.

I got down low, and moved forward as quietly as possible. I was hardly an expert in the art of stealth, but luckily he was very distracted at the time. I spent a full minute sneaking patiently, until I was right behind his chair. The smell of pussy was unmistakable now, and I took a moment to savor it before moving in for the kill. I positioned my head right up next to his, and then spoke directly into his ear.

"Hey, whatcha looking at?"

Cody's arms flailed out, and nearly smacked me in the face. His legs kicked wildly, and pushed him away from the desk so fast he almost fell out of the chair. He ducked his head down, and smacked his hands down trying to flip over the tablet's screen, but it was too late. I had seen everything. The boy spun around in his chair, clutching his chest and looking like he just saw a ghost. When he finally focused enough to realize I was responsible, he looked furious.

"KYLE! What the fuck!? You scared the shit out of me! What is your problem?" he said angrily.

"Wow that's not very polite language for a ten year old," I said. Cody just scowled, ready to unleash another tirade when I continued, "Especially a ten year old that I just caught looking at porn."

The anger on his face died immediately, and was replaced by an embarrassment as he glanced away.

"Uh, well... you see..." he fumbled.

"And you like such weird stuff too. Who reads porn? That's like smelling music, it doesn't make any sense."

Cody actually got defensive at that and shot back, "Hey shut up! It's really sexy, you just don't have any imagination!"

Realizing what he said the preteen grimaced, even more embarrassed than before.

"Oh come on, you know I'm just teasing you. I like looking at porn too, there's nothing wrong with it. Just remember that stuff isn't real life; there's no such thing as sexy vampires or whatever you were reading."

Cody still looked annoyed, but he couldn't help it and giggled a little at that.

I continued, "And since you're already in the mood, do you want to do something together?"

He looked excited when I said that and asked, "Can I play with you?"

I would be quite happy with that much, but I knew this was a bit of a game. There were rules to follow, and I knew just how to play.

"Hmm, I dunno... You gotta let me do something fun if you want to play with my dick," I said.

Cody rolled his eyes, and said, "Fine, just don't ask for anything weird. No more playing with my butthole."

That was one time and he still never let me forget. I didn't even think it was that strange. I decided not to argue, and just dropped my pants in front of the boy. I was horny and needed to get things started. I went to pull off my shirt, and while my hands were still over my head, Cody was already pulling at my boxers. By the time I got the shirt off those same shorts were in a pile around my feet. I kicked off my shoes, and stood naked in front of my ten year old brother.

I was about to say something, when Cody's paws grabbed onto my sheath and began to free my penis. I was still semi-hard from the ride home, so it only took a few seconds before my whole throbbing pink dick was on display. He began to stroke me eagerly, rubbing all along my shaft and teasing the pointed tip. I was leaking precum, and he used that to make things feel even better than before, slipping and sliding up and down my hard cock.

I wanted more; I needed more. "Cody, suck me."

He wrinkled his nose at that and said, "No, come on, just let me play with it."

"You said we could do more. Just suck me a little, I won't squirt in your mouth."

"That's too much, you gotta do something for me too."

He was a shrewd negotiator, I had to give him that. I was quite literally in the palm of his hand.

"I'll lick you too, whatever, just please suck it."

Cody didn't say anymore, he just opened his mouth, and slowly leaned over towards my dick. His tongue reached out, and made contact with the underside of my shaft. Then his lips slid down over the tip, and gave a powerful little suck. He bobbed up and down on my cock, his eyes closed in concentration the whole time. He didn't go down too far, not even halfway, but it still felt amazing. After what felt like no time at all, he pulled back with a little smack of his lips, and looked right at my face.

"Your turn."

I grumbled a bit, mostly for show though. I did miss the feel of his mouth, but secretly I loved getting to lick him. It was an opportunity to get close to his pussy, and I wasn't going to waste that. He was sitting on the desk chair, and scooted forward until he was sitting right on the edge with his legs wide open. I knelt down, put my muzzle right up to his pussy, and took a long sniff.

"Oh come on, I said don't be weird," Cody protested.

I just ignored him, put my fingers against his puffy spade and started to rub it. I parted those swollen lips and saw he was wet already. I spread a little bit of that wetness around with my finger before leaning in all the way, and giving him a long swipe with my tongue. I actually liked his taste. It wasn't very strong, but it just tasted like Cody, I guess. It was hard to explain, so I usually didn't.

Cody just melted back into the chair, and gave a quiet groan. That was all the encouragement I needed, and simply went to town on him. I pulled his pussy open even further, licking harder and swirling my tongue all around his canine box. I paid some attention to his clit, before moving down and pushing my tongue against the opening of his vagina. The boy's hands went to the back of my head, and I knew he liked it. Then as a coup-de-grace I took the tip of my tongue and pushed it together, then speared it up into his pussy as far as it would go.

Cody's reaction was immediate yelling, "Ohh fuck that feels good! Ohh keep going!"

I licked into him like that a couple more times, then suddenly pulled my face away entirely. We had been teasing each other all afternoon, so it was only fair. It took a second or two for Cody to realize what happened, but when he did he looked desperate.

"Kyle, I was so close! Please do that more!" he begged.

"It's my turn now, and I want us to do the rub thing," I said.

The rub thing was just outercourse, but we didn't really know the name of it back then. I loved getting to push my dick up against his pussy, but we didn't do it too often. I figured now he was desperate enough to let me try.

"Ugh come on, it's so messy. You always squirt your stuff all over me," Cody complained.

"So take a shower. I'll lick you all the way if we can rub," I countered.

The temptation was too much, and Cody relented with, "Fine."

I was all smiles and said, "Ok cool go lay on the bed, we can't do it on the chair."

The boy complied, got up, and flopped down onto his bed. I was super excited, but still took the time to pull him into the perfect position. I put the preteen boy sideways on the mattress so his butt was right on the edge. Then I got between his open legs, and leaned over far enough so our parts were touching. A few minor adjustments later, and my hard cock was pushed right up against his pussy.

I pulled my hips back a little before pushing forward, sliding my cock along the squishy lips of his spade. I leaned over further, using my body weight to keep a nice pressure against the underside of my dick. Cody was especially wet; probably a combination of him masturbating beforehand and my tongue. I was sliding along the wonderful little channel made by his pussy easier than ever before.

It felt better than ever before too. Humping against Cody I could almost imagine I was having sex for real. Slowly, I got lost in the pleasure as I started pulling back a little further with each stroke, and pushing forward even harder. Suddenly everything felt so much better around the tip of my penis. It felt like I was being enveloped inside the most wonderful place on earth. Without thinking I pushed myself as deep into that wonderful place as I could go. The feeling only became more intense; so warm, and wet, and inviting. I couldn't imagine anything better.

Then a sudden realization hit me. Nothing had ever felt this good before, which meant I must have done something new. I opened my eyes and saw Cody's face, his eyes wide open from shock. His mouth was gaping in surprise, and I expected him to scream at any moment, but the only thing that came out was a low groan. I still hadn't quite figured out what happened until I looked down to where we were touching, and saw that my penis was buried all the way up to the knot in Cody's pussy.

We were having sex.

The realization hit me like a brick. My brain was just a jumble of information, fighting to be understood. We were having sex for real. I wasn't a virgin anymore. I lost my virginity. I lost my virginity to a boy. I was having sex with my little brother. Oh shit Cody!

"Cody! I-I didn't mean to! Are you ok? I'm sorry, I'll take it out!" I sputtered, not even sure what I was saying.

I went to pull my hips back, when a pair of small hands shot out and grabbed onto my butt, preventing me from moving away.

"No! No... Don't take it out. It doesn't hurt, I just feel... full," Cody said.

I stayed still for what felt like forever, trying to adjust to the new reality we both found ourselves in. It was only a minute later when Cody spoke again.

"Ok, you can move now. Just go slow," he said quietly.

I had not expected this. I thought he would be furious or at least annoyed, but it sounded like he wanted to have sex. I was the one who was conflicted. Despite all the playing around we had done for the past year, I had never intended on having sex with Cody. He was a boy, and I wasn't going to have sex with a boy. Except here I was: having sex with a boy. Whatever trepidation I might have had about that fact was purely hypothetical at that point because I was doing it.

So I kept doing it. I pulled back a little and pushed forward into my brother's pussy. Now that I fully understood what was happening, it was like magic. Any amount of masturbation, or fooling around, that we might have done before had not prepared me for just how amazing sex actually was. My dick was sliding into the softest, warmest, tightest hole imaginable. Cody started to moan softly into my ear, and knowing that felt good to him as well melted whatever hesitation I still had.

We were just two young boys discovering the pleasures our bodies could give. We humped and strained against each other as we lost our virginities together. Our technique was non-existent, and we could not keep a rhythm to save our lives, but it was our first time and I wouldn't have changed a thing about it. I wasn't sure how much longer I could last, the whole experience was unbelievably hot, but it was actually Cody who finished first.

I watched as the passion in his body reached a crescendo. The preteen boy let out one last sexy moan before his back arched up against me, and a look of surprise appeared on his face. Then for the first time ever I felt that perfect boy pussy begin to convulse and grab around my cock. It was so much more than I could handle, and I followed Cody to the most intense orgasm of my thirteen year old life. I slammed my hips forward, mashing my swollen knot against his soft spade and exploded into my little brother. The throbs of my climax kept going, and I felt every last shot of cum as it rocketed deep into him.

I was still seeing stars even as the ecstasy of orgasm faded away. I had no words for what I had just experienced. It was a teenage dream come true, if a little different than I had imagined. I looked down to Cody, and he was breathing hard with a huge smile on his face. I wouldn't have thought in a million years he would want to do this, but there was no denying it now. I just had to wonder if we would ever do it again. That question didn't have to wait long.

"Wow... so that was sex... that was fun," Cody said.

He had quite a talent for understatement.

"Umm yeah it was... Are you ok? I'm sorry if I was a little rough at the end," I said.

"Hmm? Oh, yeah, I'm fine. That felt really great. Can I be on top next time?" He asked casually.

"N-next time?" I asked, not believing my ears.

"Yeah next time we have sex. I want to be on top," he said.

"Yeah? I mean yes. Yes you can," replied.

Cody looked at me, and I could see a little shyness creeping into his expression. Nonetheless, he said quietly, "Umm Kyle, thanks for doing that with me. I really wanted to try having sex, and I'm glad it was with you."

"I'm really glad it was with you too," I said back.

There was a slight blush in his ears, but I didn't want to tease him about it. It was true that I never intended to do this with him; but now that I had, I really was happy I did. There was no telling where this would lead us, but we were going to find out together.