Dared to Do It

One time, while playing truth or dare with a group of young peopleI received my first really sexual dare. Our small group consisted of 4 guys and 3 young women including one guy’s sister, Tanya, who was the oldest and her brother, Tim, who was the youngest. Two of the guys were my cousins who almost as old as me and one year younger. I was the oldest male and had matured physically much more quickly than the other guys. I had facial hair that needed daily shaving, thick pubic hair, my penis had grown to my full size. We’d been playing in the neighborhood together since we were kids and now that puberty was over, more adult interests started to arise. Some of the early truth or dare games were pretty predictable and mild. For example, we were all asked if we had kissed someone, if we had cheated on a test, if we had a crush on someone, if we were still virgins, and what kind of underwear we had on. Dares in the early going were equally simple like dancing silly on the front lawn until a car went by. That one took forever and several people walked by before the car went by so we loved that. Another silly dare was to get on all fours and act like a dog. We had fun but as time went on, the boundaries were pushed into more adult questions that matched our young adult bodies. Questions started to get interesting when one of the girls, Tanya, asked me if I had ever experienced a wet dream and if so to describe it. The girls and one of the guys all wanted to know more and tried to just ask me but then had to wait their turns when I had to choose truth or dare and then ask. Apparently the other girls had never heard of this happening and the guy was interested for whatever reason he might have been. I got sick of the questions and my face was red when the guy asked to explain what it felt like and what happened with my body. I had to answer, of course, telling the small audience about how I had a dream and was fully asleep and had a climax in my briefs, waking up to the mess and the lingering feelings of orgasm. There was total silence right after I stopped talking, like they were all wanting to hear more. I liked that but I was still embarrassed. My next turn, I chose a dare in the hope that the wet dream theme would be forgotten but that didn’t happen. Instead, the same girl who had asked me the question in the first place asked me to show them how it looked when I had the wet dream including being in bed like I was and dressed in my underwear like I was when it happened for real. At first, I refused but they told me I’d be kicked out of the group and not get to play T or D with them anymore if I didn’t go through with it. I enjoyed the intimate things we were learning together, so I gave in. I told them that I would go to my younger cousin’s bedroom and strip, then act it out for them. They waited outside until I was ready. I was erect in my whitey tighties when I slipped under the covers. This was the first time I was nearly naked and very aroused with the group, although we had occasionally done dares where we had flashed our butts very quickly or danced around while letting the others see our underwear. I called out when I was under the covers and ready. Tanya immediately said that she didn’t think this matched my story because I was under blankets and she reminded everyone that I said I was sleeping under just the sheet. So, I took the rest of the covers off which had the effect of revealing my boner under the white sheet. I acted out my wet dream experience while everyone watched and my cousins both made fun of my face and how my body was moving and the noises I made. When I opened my eyes and said I was done, the three girls were all a bit flushed and looking wide-eyed even though my cousins were making such fun. I wanted them all to leave but my tempter, Tanya, said that I had to show them how I found out I was all wet and then go show how I cleaned up. Reluctantly, I pulled the sheets off and then showed how I looked into my underwear, my penis fully swollen and tenting up, which then popped out momentarily for all to see the wet head, then I covered it again but not before a gasp came from one of the girls, then I got out of the bed and scurried to the bathroom. All of that happened in a few seconds but I was electrified by the exhibitionism. Only Tanya pushed her way in there with me and watched me wash myself as though I had really had the wet dream. When we went back to the bedroom, I dressed as she talked to me but the others had already gone back where we had been playing the game. The game ended for that day but my humiliating and invigorating dare changed things from then on. The next time we played, the questions all got more sexually-oriented. So did some of the dares. For example, Tanya was asked if she ever masturbated and she admitted it. That question then came around to everyone and most admitted that they did. One of the girls asked for a dare and was dared to flash her boobs, which she did very fast. The guy who dared her was dared back the next time to go upstairs and moon the street from the living room picture window. He did and we all watched and saw his hard penis, too. The follow up question for me on my next turn was how often I masturbated. I guess they didn’t forget what I had answered like I hoped. I was truthful by admitting it was every day at least once. One of the girls acted astonished about the at least once part. She said she didn’t know guys would be able to more than once a day. I am sure I was blushing but I was also very aroused by admitting it and getting her attention because she was the cutest. One of the guys, being a smart alek asked me the next turn if I had done it yet today. I had to answer that I had not which was probably a mistake because when I went for a dare, I was dared to do it. Oddly enough it was my younger cousin who decided to dare me to do that. I figured his dare would be safe, something typically goofy from him, like chugging a glass of milk while other people tickle you so it shoots out your nose. But this time, he went right for the really over the top dare. Again, I said no way. I thought that was way too embarrassing and had too much potential to get caught by one of our parents. I argued but eventually I gave in when the three girls all talked together where we couldn’t hear and they said they were leaving and wouldn’t ever play again. The guys put pressure on me as the party pooper and I couldn’t say no, I guess. I said that I would go into the bathroom and do it but then they asked my cousin what he meant with his dare and he said that he meant I had to do it with people watching in front of the group and he meant for me to be naked. I was given the chance to go into the bathroom and strip and I told them I was going to masturbate in there in case we heard someone coming down the stairs, whoever was watching could just leave the bathroom and shut the door so I wouldn’t get caught. This was going to be the furthest anyone had ever gone and I was so scared and turned on that I was actually shaking by the time I got naked by myself in the bathroom. I could hardly think of what to do next because I was so nervous so I just stood there naked.. I was only partly hard, but the tip of my penis was damp from the precome I had been leaking while we were doing the game. When I called out that they could open the door and come in. The first one in was Tanya. With a big smile on her face, she said something like, “Niiiice!” and then dragged the other two girls in. They got wide eyed and said nothing. It was pretty sexy until my cousins came in with the guys and started teasing me. That didn’t help me get erect but then they got quiet and Tanya, with her dominant personality, started giving directions. She first told me to get inside the shower stall and leave the door open so they could see me. Tanya asked me if I wanted some lotion or something and then told my cousin to get me something. I heard him go upstairs and he brought a bottle of baby oil down and handed it in to me. I had started getting more erect as my nervousness subsided so I poured a little of the oil on my hand and then started rubbing my penis a little. Tanya directed me to take more oil and use both hands and not be so shy. Well, somehow that was turning me on and pretty soon I was fully hard. I never really masturbated standing up very often so I asked if I could sit down. On the floor, I felt so much more comfortable. Tanya started explaining to the other girls about how my balls were pulling up so that meant I was getting more excited, how that stuff that was leaking from my penis was called precome and it could get you pregnant, and that when the penis gets really red and really hard it means he’s about to squirt. I told them I was getting close so to hand me some tissues but Tanya told me the whole point was to watch it come out. Well, a few seconds later I was cumming really hard. There must have been at least ten squirts that went on my body and on the shower. One of the girls gasped and said she never imagined it came out like that, shooting so far. All the guys walked out as I finished and so did two of the girls. Tanya stayed and reached out a hand to help me up off the cold floor of the shower. I grabbed on and she pulled me up with a big smile on her face. “You’re impressive. I never saw a guy do that before and never saw one who made as big a mess. Cool.”