Sibling Truth or Dare Club Pt. 05

It had been a few days since our little video reveal to Caleigh and Kyle with Jeremy's dick lodged in my throat. Followed by my little brother's entire hand making its way inside of me. And immediately following our little bit of fun, and even after our mutual shower, things seemed pretty good between my brother and me.

But the next day and for the past few days, something just felt off. I think Jeremy was avoiding me. We've both been super busy with our own lives the last couple of days, but there's a tension in the air that I just can't put my finger on. I need to talk to him about this. Make sure everything is okay.

"Hey Jer." I sent him a text.

"Hey Ange, what's up?"

"Not a lot, just thought I'd check in and see how you were doing?"

"Fine, I guess."

"You guess? That doesn't sound very fine. What's up?"

"Are we...how do I put this?" The three little dots appeared, then disappeared, then came back. He was writing something but seemed hesitant to hit send.

"It's ok, Jeremy; whatever you need to say, just say it." I sent him, hoping to reassure him that it was ok to talk to me about whatever he needed to talk about.

"Um...I guess, is this wrong? Should we be doing what we're doing? What if someone found out?"

"I don't want anyone to find out about this either. Except Caleigh and Kyle, of course. But there's lots of things in life that I don't want the whole world to know about. That doesn't mean they are wrong. Have you been having fun playing these games lately?" I asked him. Trying to reassure him it was all ok.

"Of course. It's been some of the most fun times I've ever had. I just don't want to do anything that would end up getting you in trouble. Or hurting you in anyway. I really care about you. Especially after everything we've been through together."

"I feel the same way. Look, we can stop if you want. No harm, no foul. I'll still always be your sister. We just go back to being regular siblings. Would that help?"

There was a long pause before he finally responded.

"I'm not sure, Ange. I really don't want to stop. But I don't want to fuck up our lives. So...I don't know. Maybe. Ugh. I need to think about this a little more. I'm going away this weekend on some university visits. Maybe getting away for a few days will let me clear my head."

"Ok, if that's what you think you need."

"Wait, Ange."

"Ya."

"I just want you to know that I meant what I said the other day. I do really love you. And that's what this is really all about. I just want to make sure that I don't end up hurting you in any way."

"I love you too, Jeremy. It's ok. Have fun this weekend, and we'll talk more when you get back."

Was Jeremy right? Should we stop all of this? Was this getting out of hand? I didn't want it to stop. In fact, I wanted it to keep going. These last few weeks had been some of the best weeks of my life. But if he needed space, I'd give it to him. That didn't mean I had to stop playing.

I logged back into the Truth or Dare app and tried to see if Caleigh and Kyle were online. Shoot. No luck today. Maybe I'll try to find some new people to play with.

I spent the next few hours popping in and out of games. I played with a few people, and it was ok. But it just wasn't the same. So I logged off for the day and went about trying to distract myself with other things around the house.

* * * * *

Saturday afternoon rolled around, and I had the house to myself. Jeremy and my parents had gone into the city for the weekend, checking out schools.

I decided a little masturbation couldn't hurt. So I grabbed my favourite vibrator, stripped off all my clothes, and climbed into bed. I know we were taking a little break from things, but the whole time I was masturbating, I couldn't get Jeremy's face or his dick out of my mind. And everything was feeling great, but I just couldn't push myself over the edge. Getting a little bit frustrated, I thought back to our last time together when Jeremy fisted me to orgasm, and I thought it was worth giving that a try.

So I grabbed some lube from my bedside table and started fingering myself with two, then three, then four fingers, and that was honestly going a lot easier than the last time I tried this myself, so I tucked my thumb in and pushed. It wasn't so much that I couldn't fit my hand inside; it's that it was a bit of an awkward angle. I tried a few different positions, and eventually I was able to contort my body in such a way that it gave me pretty easy access, and my fist slipped right in. It caught me a little off guard because I wasn't really expecting it to work. But fuck did it feel good. I felt stretched to the max again. I began working my hand in and out slowly at first and eventually started picking up the pace. Just as I was feeling my orgasm coming along, I heard a chirp from my phone and totally lost all my momentum.

Frustrated, I got up to see who it was. And it was Caleigh. She had sent me an email.

"Hey Slut! Where have you guys been?"

Fuck it. Just because Jeremy didn't want to play with us at the moment doesn't mean I couldn't. So I grabbed my computer, logged in, and started a private game with Caleigh and Kyle.

I explained everything that was going on, and they totally understood. They asked if I'd be up to playing a game with them still, and I said, of course. That's why I logged on.

"I do have a little confession to make." I said.

"What's that?" Caleigh responded.

"I was just in the middle of a pretty intense masturbation session when I heard your email arrive in my inbox. I actually had just managed to fit my whole hand inside myself and was about to cum when you rudely interrupted me."

"Oh fuck, that's hot." Caleigh replied. "Ok, well, no point in getting too creative here. I dare you to resume what you were doing and give us a little show. I'd love to see that."

Jeremy's loss. He's the one missing out. I'm going to enjoy my time with my friends. I focused my camera on my bed and reapplied lube to the front and back of my hand. And then slowly started working my fist back inside myself. I was able to do it in a much simpler position this time, which worked out great for my audience. Caleigh was especially vocal in her cheering on of me.

It didn't take too long of working my hand back and forth before I threw my head back and came very, very hard. It was quite an intense feeling to feel my pussy squeezing my hand like that. Wow, did I need that? That felt amazing.

We played a few more rounds from there. I dared Caleigh to give Kyle a blowjob while also fingering his ass with two fingers. He seemed to really enjoy that. Kyle dared me to suck on my nipples again. Apparently he's a big fan of that. I dared Kyle to fuck Caleigh and cum inside her pussy, then he had to lick out as much cum as he could and share it with Caleigh.

It was pretty fun; who am I kidding, it was amazing. But I do have to admit it wasn't quite as exciting as when Jeremy was there playing with us. I missed my brother.

We were just about to say our goodbyes and log off when Caleigh said she had a homework dare for me. I accepted. The dare was to convince Jeremy to come play one final game with them. They had a secret they wanted to tell us. But they'd only tell us together. They also said they'd agree to let him veto any challenge he didn't want to happen. I said I couldn't guarantee he'd agree but that I promised to try. That was good enough for them, and we said our goodbyes and logged off.

* * * * *

Jeremy and my parents returned Sunday afternoon, and everything seemed pretty normal. No tension or anything. Jeremy had a great time and was pretty sure he had narrowed down his choice to a single school with a quality backup option. I gave him a big hug and told him I was super happy for him. My mom sort of gave me an odd look at the hug but literally shrugged her shoulders and walked away without any discussion.

I was trying to come up with the best time to talk to him about my dare. Do I wait and give him the chance to talk to me about things, or beat him to the punch and just ask him right away? I decided the latter option was the best way to go.

"Hey Jer!" I shot him a text; it was pretty late, so I didn't want our parents to hear the conversation.

"Hey Ange. What's up." He responded.

"So. I know we're taking a break from things. Or at least we were for the weekend. But I might have played a little game with Caleigh and Kyle yesterday."

"Oh."

"Are you mad?"

"Nope. You're free to spend your time however you want to."

"Ok good. But there's a bit of a catch."

"Lol. I kind of figured there would be. Let me guess. You have homework, and I'm involved somehow."

"Sort of you. They dared me to ask you to come play one more game with them. They said they have a super big secret to tell us as our reward for coming to play one last game. They also said they'd give you a special veto card for this game where you can turn down any dare you don't feel like doing."

"Ha! Trying to manipulate me into playing again, are they?"

"Pretty much. But did you expect anything less?"

"No. Not really. Actually, I kind of anticipated something like this might happen. Sure. What the fuck? Let's do it. When?"

"Jeremy?"

"Uh ya?"

"You're the best."

"Suck-up."

"Yep."

"Ok, so when is this game going to happen? I think mom and dad are going away again this weekend. I know that's a long way away, but we might have to wait until then."

I had a busy week with school and whatnot anyway, so that worked for me. We said our goodnights, and I went to sleep.

* * * * *

The week was pretty uneventful. Jeremy and I got along great; there was no tension or awkwardness at all.

I messaged Caleigh to let her know we were in and that Saturday afternoon would work best for us. That worked for them, and the date was set.

* * * * *

Saturday morning rolled around, and our parents said goodbye and left for the cottage. Jeremy and I both had showers, separately unfortunately, and I might have spent a little extra time shaving my pussy completely bald. I normally had a small landing patch but decided to go completely bald for today's game.

As I walked into the living room, Jeremy was walking in from the kitchen, and we stopped and just starred at each other for a second.

"Are you sure you're ok with this?" I asked my brother.

"Yep. Like they said. I can always veto something if I don't want to do it."

I walked up to him and gave him a big hug.

"I love you, Jeremy. As a brother, and as whatever else this is. I just wanted you to know that."

"I love you too, Ange." And he gave me a quick kiss on my forehead.

We moved over to the couch, opened the laptop, and logged in.

Caleigh and Kyle were already there waiting for us when we logged in. Lol, Caleigh didn't have a shirt on as the view of them popped up on the screen. What a slut.

"Looks like someone's ready to go." I teased.

"I was getting dressed, and I figured why bother." Caleigh responded.

I glanced over at Jeremy to see his reaction, and I could see the bulge in his shorts, which indicated that he approved of her wardrobe choice.

"Ok, so thank you for joining us for this game. We know that all of this has been messing with your heads a little bit, and we thought we might be able to help put things at ease."

"How so?" Jeremy asked.

"Well, it wouldn't be any fun if we just told you outright about it. So if it's ok with you. We'd like to offer up a dare that you have to ask us." Caleigh responded.

I was a little confused, but I trusted that they were going to make this as fun as possible.

"Ok. What's the dare?" Jeremy asked.

"Ok, we'd like you to dare us to have sex. Just plain old sex. But the catch is that we want you to dare us to talk dirty to each other while we're having sex."

"Ok. That sounds fun. Is that OK with you, Ange?" Jeremy asked.

"Sure. I don't mind a little spicy vocabulary in my online sex play." I tried to sound witty and sexy, but it came across as a little awkward. If Caleigh hadn't started moving into action right then, the others might have teased me a little bit about it.

"OK, this is going to be great." Caleigh said, now from across the room as she was climbing onto the bed. "Feel free to get as comfortable as you'd like," she added while winking at both of us.

Kyle was pulling his clothes off, and once he was fully nude and already sporting a massive erection, as usual, he too climbed onto the bed and practically tackled Caleigh and started making out with her.

"They certainly are one feisty couple." Jeremy said.

I just nodded, trying to focus on the action before us.

Kyle had worked his way down to Caleigh's massive tits. I was definitely always jealous whenever he got to play with those. He lowered himself further and planted his face squarely between Caleigh's thighs.

"Oh yes, Kyle. That's it. Suck my clit. Fuck yes. I love the feeling of your toungue inside of me."

Ok, so the dirty talk had started. Not too bad so far.

"You like that slut?" Kyle responded.

"Less talking, more eating my juicy pussy!" Caleigh responded as she pulled his head further into her crotch.

Kyle kept at it for the next few minutes, and soon Caleigh was clearly having an orgasm and screaming Kyle's name at the top of her lungs.

"Normally this is the part of the show where'd I'd give you a blowjob, my dear. But I need that big fat cock inside of my soft, warm, smooth, welcoming pussy, ASAP!!!" Caleigh said.

Kyle, not one to let Caleigh down, scooted up and lined up his cock to her opening. In one smooth motion, he was inside her, and they started fucking pretty wildly. Caleigh had really started to ratchet up the dirty language.

"Yes, fuck my pussy with your big fat cock. I'm your slut. Make me your slut. Uggghhh, your big dig feels like it's going to split me in two!!!"

Kyle just grinned wildly; I'm not sure he had much of a response. This was quickly turning into Caleigh's show. Speaking of Caleigh, she clearly wanted a turn-on top. She threw Kyle on his back and straddled one leg, then the other, over his torso, raised her body up over his cock and slammed herself back down on top of him.

"Carefully, you fucking slut, you might break something." Kyle said, clearly laughing about the situation.

Caleigh wasn't laughing though. She was a woman possessed. She started riding him with an increased fervor. "Oh my god, this feels so good. I love when you fuck me in front of our friends. I love how they can see your big fat dick sawing back and forth, stretching my pussy to the max. Oh fuck baby, I love your dick. Yes, that's it, Kyle. Fuck my pussy. Fuck your sister's pussy. Fuck it until I can't take it anymore. Fuck me harder!!!"

WAIT WHAT??? What did she just say? Did I hear that, or am I hearing things?

Kyle flipped Caleigh onto her back and started pounding her, and she loved every second of it. "Yes, Kyle, fuck your sister. Fuck your sister with your beautiful cock. Oh, I love my brother's cock so much!!!" Caleigh was screaming. "Fill your sisters cunt with your cum!!! Show them how much you love me!"

OH...MY...GOD!!! Caleigh and Kyle were brother and sister this whole time? OMG, we're watching real incest. This is incest. And just as I had that thought, Kyle erupted into Caleigh's pussy, into his own sisters pussy.

As Caleigh and Kyle collapsed into a heap on the bed, I looked over at Jeremy. His hand was inside his shorts, and he was clearly masturbating. I had been in too much shock to even think about doing something similar. My jaw was on the floor though. Wow, I did not see that coming.

"So. What did you think of our little secret and our method of revealing it?"

"I have so many questions." I said. "But what I do know is that was the sexiest thing I've ever seen." I was at a loss for words.

"Um wow." Jeremy added, clearly struggling to find the right thing to say as well. "Why didn't you tell us sooner? You knew we were siblings."

"Well, it's not something we go around telling many people." Caleigh responded, now sitting back in front of their computer. "Plus, this was a pretty fun way of revealing it, no?"

"Ya, I guess you could say that was ok." Jeremy responded in a clearly sarcastic tone.

"And actually, more importantly. We know that you two have been struggling a little bit with your own situation. Feeling guilty, feeling scared. And so we wanted to show you that you can do all the things you want to do. And that you can also keep each other safe and protected. Look, it's clear that you love each other. And that you want to keep going forward with things. So fuck it. Who cares about everyone else? Do what you have to do to keep things private, to keep your secret. But have fun." The super sluttly minx Caleigh had suddenly turned into a really sweet, kind, and caring friend. "We want to give you homework, dear. Because I bet this is a lot to process for you. We know where we want this dare to lead. But we're going to make it specifically vague because the two of you need to decide next where this all goes. So your dare is to end this game with us. And spend the rest of the afternoon together. Doing whatever you feel comes naturally. That's it. Kyle and I love each other very much. And we think you two love each other the same way. Go have fun. And we'll talk to you soon. We want a full report!!"

And with that, she disconnected from the chat and ended the game.

"Holy shit. Can you believe that? They are brother and sister. This whole time they've been brother and sister." Jeremy said, clearly still quite blown away by what we just witnessed.

"Jeremy?" I asked.

"Ya Ange."

"You know I love you, right? Like I'm in love with you."

"I know. I'm in love with you too."

And I stood up from the couch, and without saying a word, I extended my hand to my brother. He took it and stood up with me. I pulled on his hand and led him out of the living room, up the stairs, and into my room.

I threw him onto my bed, where he landed propped up on my pillows. I slowly started to remove all of my clothes. Seeing me do this, he did the same.

I climbed onto the bed and slowly crawled over to where he was lying. I asked him to fully lay down, and then I climbed on top of him. His erection was lying in between my legs.

"Jeremy, just a few weeks ago, if someone told me I would be in this exact position, I would have told them they were crazy and never wanted to talk to that person again. But now. Now everything has changed." I reached down and grabbed his erection. I lifted myself up slightly and positioned the head of his cock at the entrance to my pussy.

I paused, closed my eyes, and just sat still for a second.

Reaching down to grab my wrist, Jeremy said, "Ange? You ok?"

I opened my eyes and looked right into his soul. "Are you sure you want this? There's no going back from here."

He didn't say anything. He just looked me deep in the eyes and nodded his head yes.

I closed my eyes and let my full body weight descend. The head of his penis parted my pussy lips, and I slowly let my body drop; inch by inch, my own brother's cock was filling me up. It fit perfectly. As I reached the bottom, I paused, not because I needed to adjust to his size. He was more than qualified in the size department. But because I wanted to savour this moment. My own brother was buried completely inside of me. It felt amazing. I had my eyes closed. I placed one hand in the middle of his chest, opened my eyes, and slowly started to grind myself back and forth.

"Oh my god!!!" I moaned. "I can't believe I'm fucking my own brother. My brother's cock is inside me right now."

"Your pussy is the greatest pussy I've ever been in side of Angela. I love you so much."

I leaned down and kissed him as he said that. I was grinding all around while kissing him. He reached up and squeezed my tits. And then we rolled over so I was on my back and he was on top.