Truth Or Dare With Brother’s Friends, Part 1


Best try on Chrome browser.

It was a Saturday night and our parents were out for the evening. They had let a couple of my brother’s friends from school come over and I was supposed to make sure they didn’t get into any trouble. Being all sixteen, they were old enough not to need a babysitter so, it was more of a precaution for me to stay home.

His friends are nice boys. They are introverted and most of their interests revolved around video games. Most of them were fairly shy and didn’t say much. Whenever we talked it would usually be a couple words and that’s it. One thing I did notice was his friends would always be checking me out. It was not too obvious but, I’ve caught them glancing at opportune times, on many occasions.

Whenever all the boys came over, they would typically hide in the basement, playing games and keeping to themselves. I’d hang out in the living room or bedroom and occasionally one of the boys would come up for snacks. When they did this, I would always notice their eyes look me up and down as they walked by. If I was wearing shorts or more revealing clothes, like a skirt or cami top, it would really grab their attention. I figured they found me attractive but, it never bothered me. I actually found it to be a compliment.

This night, in particular, was no different. The boys all spent their time in the basement. A couple of them would come up randomly, for snacks or something, then go back downstairs. A couple of hours had gone by without much ruckus, so I decided to go down to see what they were up to.

When I got down there, I found them all sitting in a circle playing truth or dare. Giggling. They invited me to join; however, I initially declined thinking they would team up on me. They tried very hard to convince me; saying things like, “Come on please, it won’t be anything crazy.” I thought about it more and eventually gave in. I sat down in their circle as the game continued. We all took turns and the first few rounds were mild. I elected to go with truth, mostly. But then things picked up a little…

One boy was dared to dry hump the floor. Another boy had to act out as if he was caught jerking off. It was clear their minds were becoming occupied with sexual thoughts so, I played it safe one more time by picking truth. I wasn’t as safe as I thought. One boy asked me, “How often do you masturbate?” I initially thought to myself, wow they got right to the point, then looked over at my brother to see his reaction. (If you’ve read my story about him, you wouldn’t be surprised to hear he just sat there with a smirk on his face.)

I just sighed and answered, saying “Depends, but at least a few times each week.” You could tell by the looks on all their faces this answer excited them.

Things began piling on after that. I kept choosing truth a few more times, playing it safe. This didn’t stop the questions though. Another boy asked me, “How many times did you do it this week?”

I answered saying, “I think three times so far.”

On the next round, the third boy asked me, “What’s the most times you’ve done it in a day?”

To which I replied nervously, “Probably four or five times.” Some of their eyes opened wide hearing this. I could tell this was massively piquing their interest.

One more round of truth, I thought to myself. When it was my turn again, the first boy asked “When was the last time you masturbated?” I really started wondering why they all were so hyper-focused on this topic.

I took a few seconds to answer then replied jokingly, “Umm, today about an hour ago… I did it on the couch before coming down here.” That wasn’t actually true but, I said it just to see their reactions. My response apparently did the trick and got them all worked up. One boy got so excited he needed to adjust himself. The other tried following that question up with even more questions about the topic. At this point, I found it fun seeing how it worked up they became and was enjoying the attention.

The game continued, but this time one of the boys was dared to show his boxers. This was still fairly innocent however, you could tell it was escalating. Another boy was dared to make out with a picture of a girl from his class. Before I knew it, it was my turn again. I tried picking truth but, they said I’ve picked that too many times in a row. I needed to do a dare… I figured screw it and asked them “Okay, what do you dare me to do?”

There was a lengthy pause and then one of the boys said, with a stutter, “Um, I dare you to, um, pull your pants down for ten seconds and show us your underwear.” I looked at him with the look of surprise on my face. In reality, I should have seen it coming.

Meanwhile, the other boys praised him for his choice and cheered, “Yes! Good one!” I thought to myself, it’s really not a big deal, just do it. So, I stood up from my spot, unbuttoned my shorts, pulled them down to my knees, and showed them my pink lace panties. I was wearing a thong and the lace front was partially see-through but, not enough to really show anything. As I stood there I noticed just how enamored they were with the view. All of their eyes were opened wide and fixed on me. I counted to ten then pulled my shorts back up. While I was standing there, I noticed the same boy who adjusted himself earlier, had his hands covering his crotch. He was looking very nervous. I didn’t think much about it at the time and simply ignored it

The next round it was his turn to ask me truth or dare. I thought, with him being so nervous, and what I had just done previously, he would choose something milder. I convinced myself of that and confidently chose dare. He couldn’t even make eye contact with me, and said, “Ok then, I dare you to do the same thing, but this time, um, do the same thing. This time pull your underwear down too, for thirty seconds.”

I didn’t expect that from him and replied, “No way, not thirty seconds.” I tried to negotiate with him, saying, “Three?” He disagreed. We went back and forth trying to agree on the time. The rest of the boys chimed in trying to negotiate too. I wasn’t sure why I was going along with this but, I think it made me feel so hot knowing how bad they wanted this to happen.

I felt like our negotiation was going nowhere then a wild thought came to me.

What if I just do it? They are basically begging to see me naked. I bet they have never seen a girl naked before.

My thoughts subsided and I’m not sure what came over me but, thinking of all that sort of turned me on. At that moment, I momentarily forgot my brother was in the group but, realized I’d shown him before. I figured screw it, I’m going to show them my pussy. Without saying a word, I stood up and faced all of them. As I did, they all got quiet and stared at me, anxiously. I closed my eyes and grabbed the sides of my shorts, quickly yanking everything down to my ankles. I then stood up straight, rested my hands by my sides, and parted my legs slightly. This gave everyone an unobstructed view of my bare pussy. I heard them all gasp when they saw it. They began whispering comments like, “Wow”, “Oh my god” and “It’s even nicer than I could have ever imagined”. I let about five seconds pass then opened my eyes. I looked around and saw each of them staring at my pussy with their jaws on the floor. They were basically drooling over the view.

As I continued to watch their reactions, I noticed one of the boys fumbling around. He was making weird faces, avoiding any eye contact. Another boy, the one wearing only boxers, had a raging boner. The tip of his penis was nearly poking out of the flap. It was throbbing, which forced him to adjust himself and try to hide it. At this point, about ten more seconds had passed and I decided to pull my bottoms back up. Just as I was about to, I noticed the first boy had a wet spot all over his crotch. I realized fairly quickly he had just cum in his pants and it really surprised me. I did not know that was possible simply by looking at something, let alone me being the reason. The fact that he just nutted by looking at my pussy turned me on more than I could have ever imagined. After seeing this, I told the boys that’s all for tonight. I pulled up my shorts, smiled, and walked upstairs. They of course wanted me to stay but, I wanted to let them sweat a little bit.

As I sat back down on the couch upstairs, I couldn’t get the image out of my head of what all happened. I kept replaying it, thinking to myself, I can’t believe I just showed them my bare pussy. Not only that but, I made one of the boys cum. I was getting more turned on by the second. My panties were soaked, from all this excitement, and I really wanted to do something about it.

I began thinking it over. Should I masturbate right here? What if they come upstairs and catch me? I did already show them everything, so it couldn’t be that bad right? I ended up giving into my urges and stripped off my shorts and underwear, right there on the couch.

I lay there for a minute, contemplating whether or not to do it. Almost without deciding, my hands found their way down my stomach, over my mound and split my lips apart. I started masturbating. I flicked my clit, replaying the images of the boys just staring at my pussy, trying to keep themselves from exploding. I couldn’t stop myself now. I got more and more into fingering my pussy. My pace sped up, then I thought to myself, Fuck it, I don’t care if someone comes upstairs. If they do, they can watch. This feels too fucking good to stop.

I paused for just a second, took my shirt off and stripped completely naked. I laid back down, spread my legs wide, and really began fucking myself without a care in the world. I secretly hoped one of the boys would walk in and watch me. I was so ready to put on one hell of a show. I even fantasized about letting one of them walk up and put their dick in my mouth. I was so fucking horny and lost in pleasure. At this point, I could not contain my moans. I was rubbing my clit as hard and fast as I could. Ecstasy overcame me and I couldn’t hold it back anymore. I held my breath and dug my heels into the couch; thrusting my hips upwards. I belted out a loud scream just as I started cumming. I came so hard that I accidentally squirted a little on the cushion.

I lay there for a few seconds, allowing my orgasm to finish. My body continued to twitch. Once everything calmed down, I grabbed a nearby blanket to cover myself up. I don’t know exactly what happened next but, I must have passed out from so much pleasure. The next thing I remember was my entire lower body feeling really cold and my legs felt wet. This ended up waking me up. I thought I was still dreaming because what I saw was totally unexpected.

It was probably around 2:00 am when I opened my eyes. When I did, I saw the boy, who came in his pants earlier, kneeling on the floor next to me. He had completely pulled up the blanket that was covering me from the waist down. I was still in a daze at this point but soon realized he had been licking my legs. This was why they felt wet! When I came too, he was not only enjoying the view of my pussy, he also had his pants down, furiously jerking off overtop me. “What the fuck…” I blurted out as I froze and I decided what to do next…

Pt 2 coming soon.