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.”