Sibling Truth or Dare Club

This is part 2 of a multi-part series. I highly suggest going back and reading part 1 first before reading part 2 as it will make a lot more sense.

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I started to get a little nervous after Caleigh had announced that we, my brother and I, were going to be directing our own live-action porn movie. It was one thing to watch a movie with sex scenes in it, even nudity; it was something else entirely to direct a live-action sex scene in partnership with my brother.

What was going through his mind right now? I looked over and saw him deep in thought. Clearly contemplating all the crazy things he was going to ask them to do. Was he thinking about me at all? Did he feel a little awkward sitting next to his own sister? Where was all of this headed?

"Ok, ask away," Caleigh interrupted my thoughts. "Ange, it's your turn; you can ask first."

Fuck it. It's been fun so far; let's see what happens next.

"Hmmm, let's keep it pretty basic to start. I dare each of you to slowly strip all of the other person's clothes off."

And that was it; we had started. Fuck Caleigh has nice tits. And I was going to get to see Kyle's dick in the flesh for the first time. Ooo he has a nice body too. I think I'm going to enjoy this.

"Ok, naked as the day we were born!" announced Caleigh. "What's next, Jeremy?"

"Let's see how skilled and adept you are at handling swords. I dare you to swallow his sword to the hilt."

"Challenge accepted." Caleigh stated with confidence. I had a feeling this wasn't going to be her first time with Kyle's dick in her throat.

And I was right. Wow, that was easy. She took him all the way in her first try. Kyle was clearly enjoying himself.

"I have an idea; let's make this a little more spicey!" Announced Caleigh.

She proceeded to lay down on the bed and hang her head over the edge. Kyle had apparently done this before and walked around to that side of the bed and carefully fed his pretty substantial cock back down her throat. He started pumping back and forth, working up quite the rhythm. But she wasn't struggling at all. I could see the muscles all along her rib cage rippling up and down, not because she was struggling with the task at hand. But because her body was enjoying every second of this. She had stuffed her hand in between her legs and was rubbing her clit furiously. She might actually cum before Kyle does.

"Kyle, my next dare is for you to pull out and cum all over Caleigh's perfect tits. Whenever you're ready to, that is, no rush on our end." I could really get used to this director's role. "But then I want you to clean up your own mess when you're done."

Either Kyle was already really close or my dare pushed him over the edge. Either way, a few seconds after issuing my dare, Kyle pulled out and covered Caleigh's tits entirely in cum. He then jumped around so he was straddling her stomach and started lapping at her tits, licking his own cum from Caleigh's perfect ghost nipples.

After a few minutes of diligently cleaning up after himself, Kyle had successfully completed his dare.

Caleigh sat up and got back into her chair in front of the computer. "You guys are pretty good at this. What's next?"

It was Jeremy's turn to direct.

"I think fair is only fair. Kyle, why don't you lie down on the bed, and Caleigh, straddle his face, and let's see how well he can return the favour."

Caleigh was grinning pretty widely as she stood up and made her way over to the bed where Kyle was already waiting for her. Caleigh was quite tall and lean, and I couldn't help but admire her legs as she carefully placed them on either side of Kyle's head and began lowering herself down onto his face. I couldn't decide in this moment if I was more jealous of Caleigh, who doesn't love a little oral sex, or Kyle; I have to admit I would let those stunning legs and beautiful pussy smother me any day of the week.

The camera wasn't exactly zoomed in on the action, but I could tell that Kyle was focusing in on Caleigh's clit. She was writhing on top of him, holding both of her tits in her hands with her head thrown back in ecstasy. It didn't take him long to make her cum, and cum she did. After her orgasm slowly started to fade, Caleigh flopped over and laid on the bed, needing a minute to collect herself.

Kyle, with his face glistening with Caleigh's juices, walked back over to the computer and stated, "That was fun. What's next?"

It was my turn. Hmm. This had followed a pretty standard pattern so far; not that I was really complaining; this was quite the show. But how could I mix things up? As I was contemplating my next move, I saw a little movement out of the corner of my eye. Jeremy was adjusting his shorts. I couldn't blame him. My nipples were rock hard, and my underwear was soaked at this point. I wish I could masturbate right now. Fuck, that would be great. But probably a little awkward to do sitting next to your brother. Not that this entire thing wasn't already a little awkward sitting next to a member of your immediate family.

Hmm, let's step things up a notch. "Caleigh? How are you doing over there? Ready for some more fun?"

"Oh yeah, it'll take more than one orgasm, admittedly a pretty good one, to knock me out. What'cha got?"

"You seemed pretty keen on seeing how many fingers I could fit inside myself. I bet you don't need to find out how many you can fit. I dare you to fist yourself while the three of us watch. And I better only see wrist sticking out of that beautiful pussy of yours."

"You little minx. I'll remember this. But ok, challenge accepted."

"Holy fuck, Ange, that's pretty intense. You're a lot kinkier than I thought!" Jeremy whispered to me.

I smiled back at him and said, "You don't know the half of it."

I don't think he even realized that he did it, but as I said, he reached down and squeezed his dick. It was quick, and he quickly moved his hands away from his crotch, but I saw my own brother, while sitting a foot away from me, grab himself and give a pretty substantial squeeze.

Looking back at the screen Kyle had taken the webcam off of the top of their monitor and was using it as a handheld video camera. Caleigh was lying on her back, propped up on a few pillows. Her legs were spread, knees raised, and she started running her fingers through her lips, spreading her juices around. Kyle handed her the camera for a second and went to retrieve something out of frame. He came back a second later with a bottle of lube. Makes sense. He took the camera back and handed the bottle to Caleigh, who opened it and spread it liberally all over the front and back of her right hand. She looked right into the camera and held up a single finger. Then she inserted that finger easily into herself and pumped it in and out a few times. Then she held her hand up again, but this time she was holding up two fingers. She proceeded to pump those fingers in and out with ease.

Then came three fingers. She was smiling from ear to ear now as she slowly worked her fingers into herself. It only took a slight adjustment, and all three fingers were easily inside. Her head flung back and her eyes closed as she kept working her fingers back and forth. Then she removed her hand and held up four fingers. I started to wonder if she might have a tougher time with four. But she worked all four fingers into herself, and all that was remaining was her thumb. She worked her four fingers back and forth, rotating her hand around and twisting it, making room for what was to come. Now she held up her whole hand, fingers spread wide apart. She grabbed the bottle of lube and put a little bit of extra liquid on the back of her hand and spread it all around. Then she slipped the tips of her four fingers back into her vaginal opening. She started to push, and as her hand slid into herself, she tucked her thumb in alongside her other fingers.

I couldn't believe what I was watching. She was doing this easily. She met a little bit of resistance as her hand widened at the knuckles, but after a second or two of persuasion, it almost seemed like her hand was sucked inside of herself; she screamed out the most beautiful, erotic scream I've ever heard at that moment. And she just held her fist, her entire fist, right up to the wrist, inside of herself for at least 30 seconds. Eyes closed. Her tits were rising and falling as she breathed heavily. Then she opened her eyes and looked directly at me. As much as someone can look directly at you through a camera, maybe she was looking at Jeremy, but it felt like she was looking at me. And with a look of pure determination, she started working her hand in and out. Then she started the same twisting motion she had used earlier. But this time her whole fist stretched her lips back and forth, and she pleasured herself with her whole hand. It was honestly one of the sexiest things I've ever seen!!

"Um, Ange? You alright there?" Jeremy suddenly asked.

I looked over at him, confused by his question. He gestured with a nod of his head towards my lap. And I looked down to see that my own hand was firmly planted between my legs.

"Shut up and watch the show." I said back to him, not with any anger, but with a playfulness that I would have never imagined just a few weeks ago before all this began.

Back on the screen, Caleigh was really working her hand in and out of herself now. Building up quite the pace. Her normally pale chest was bright red; beads of sweat had formed over her entire body. She suddenly slammed her eyes shut; every beautiful muscle in her body tensed up as a huge orgasm rushed over her body. Her hand had stopped moving, but it was still buried up to her wrist. Her body began to droop down as she sunk further into the pillows that had been placed around her. Juices started flowing around her hand, and finally she slowly and very carefully pulled her hand out of what you could tell was a very sensitive pussy.

We all sat in a stunned silence for a minute or two. Letting Caleigh catch her breath. Then, I think, in an effort to break the tension in the room, Jeremy started a fucking slow clap. What a nerd. But it was pretty funny. I joined in. And soon my brother and Kyle were all cheering and applauding Caleigh's amazing performance.

Both Caleigh and Kyle made their way back over to their desk, Kyle placing the webcam back on the monitor, and they both sat down in their computer chairs.

"I know we said we'd let you direct doing whatever you wanted, and we still will, but I hope you can understand that I think I need a little break for a few minutes. We still owe you big time, but why don't we call it a night and pick this game back up another time? Same rules." Caleigh said, still covered in sweat.

"Yes, of course," I said. "No problem at all. Sounds like a plan. I just have to say that was the sexiest thing I have ever seen. Thank you for that."

"Someday soon I'm going to want to see you doing the same thing," Caleigh said.

"I'm not sure I can, but I'd love to try," I replied.

"Ok, that was a blast, thanks guys," Kyle said. "We have a homework dare for the two of you, if you're up to it."

"Absolutely!" Jeremy responded without even looking at me for approval. But to be fair, I would have said yes.

"Ok, it's an easy one. There's one final movie called Truth or Dare 3. It's pretty intense. The dare isn't just to watch it. The dare is you have to watch the ENTIRE movie, from start to finish, without stopping it, and... you have to be sitting on the couch right next to each other. That's the dare. Enjoy."

And they logged off before we could even respond.

"Wow. I wonder what could possibly be in a non-porn movie that's more intense than watching someone fist themselves to a huge orgasm. But fuck it, we've come this far; we might as well watch it," I said as I made eye contact with my brother.

"Ya, there's no way we're not watching it. But I don't mean to be rude or anything Ange. But I'm going to need a little alone time right now, if you know what I mean."

Did my brother just tell me he needs to go jerk off? Well, I guess I can't blame him. I need to do the same thing.

"Ya, we can watch it this weekend. I think mom and dad are going out of town again, so we'll have the house to ourselves."

"Perfect. Ok, thanks for pulling me into this wild and crazy world of yours," my brother said as he leaned over and gave me a hug. Something he's never done before.

Then he did something that left me stunned. As he pulled away from the hug, he gave me a simple kiss on the cheek and then stood up and walked up stairs to his room and closed the door. So many thoughts were going through my mind at that moment. Did my brother just kiss me? I can't believe he caught me touching myself! Is he really going to jerk off right this very second?

As much as I couldn't believe what had just transpired. There was something more urgent and pressing. My vagina was on fire and needed immediate attention. I didn't even bother going up to my room; I wasn't thinking clearly; anyone could have just walked into the house and seen me there on the couch. But I didn't care. I unbuttoned my shorts, ripped my shirt off, unclasped my bra, letting my big tits hang free (which felt really nice), and I jammed my hand into my underwear, attacking my clit right away. It only took a few seconds, and I was already on my way to my first orgasm. It ripped through me and was probably the most intense feeling I've ever had. As I slowly started to come down from that, I realized I was still super horny. Just rubbing my clit wasn't going to be enough. So I stood up and pulled down my shorts and underwear; I was completely naked in the middle of our living room. I paused for a second, looking up the stairs towards my brother's bedroom. I was pretty sure his door was still shut, but he could leave his room at any moment. Fuck it. I'm too horny to care.

I flopped back down onto the couch and immediately plunged three fingers into myself. Images of Caleigh fisting herself over and over again flooded into my mind, and I added a fourth finger inside myself. It was a tight fit, but I rammed all four fingers in, and this time there was no doubt that I had all four inside myself. It was such an intense feeling. I started twisting them around, thrusting them in and out. I could feel my orgasm rising. And just as I was about to come, as I was imagining the look on Caleigh's face, and then another face popped into my head. Jeremy's. I could see him lying in his bed naked, holding his massive cock in his hand, and I instantly started cumming. I'm pretty sure I was a little louder than I wanted to be, but I'm not sure anyone heard me. A river of cum rushed around my fingers, and I thrust my fingers into myself one final time and collapsed backwards into the corner of the couch, exhausted.

Holy shit, did I just orgasm while thinking about my brother naked holding his dick? What's wrong with me? Maybe I need to take a break for a little bit.

I quickly pulled my shorts back on; there wasn't much point in wearing the underwear as they were completely soaked. I tossed on my t-shirt, grabbed my bra, and headed for my bedroom. I needed to sleep. There was plenty of time tomorrow to psychoanalyze what had just happened. But for now I needed sleep.