So, my sister was having a huge slumber party for her 14th birthday, and nine of her friends were showing up to stay the night. I knew all of these girls from last year when I was still in middle school. Anyway, my mom and dad had gone to bed for the night and my sister and her friends decided to start playing truth or dare. I came down into the kitchen for a snack and saw them playing in the living room. One of the girls chose a truth, and the girls asked her why she was “So fucking stupid.” The poor girl was so worked up about it, she ran upstairs. All of the girls were laughing at her as she left. I got my snack and went up to my room and saw she was in the bathroom. I knocked and asked if she was okay, and she told me she was. So, I continued down the hall to my room and cracked the door. Since I’m the oldest, I have the second largest room in the house, which is basically just a fancy attic.
So, I was sitting there eating a cookie and playing Advanced Warfare on my playstation, and she walked into my room and shut the door. I asked her what she needed and she just told me that she didn’t want to go back down there with them. I felt bad for her, so I let her watch me play for a bit. She laid behind me on my bed and I sat in my gaming chair at the foot of the bed. I turned to ask her if she wants to try and I could see right down her tank top and I could almost make out part of her nipple. It really turned me on, and I got kinda a half boner in my pajama pants. She must have noticed I was looking because she blushed and pulled her tank top up a bit. We traded off for a few matches and I grew hornier over time. I just couldn’t stop thinking about her tits! I had never seen any in real life before. The boner in my pants was evident and she totally noticed. I could see her glancing at it every few minutes. Out of nowhere, I could hear footsteps coming down the hall. It was my sister who knocked on the door. I had her friend hide on the opposite side of my bed. I opened the door and my sister asked if I had seen her missing friend. I told her I thought she went back downstairs and had no idea where she was.
My sister went back downstairs and we were about to start playing again.Then she asked me if I liked what I saw. I didn’t know what she meant so I asked her what she was talking about. “My boobs,” she said. “Did you like them?” I stuttered and told her that I didn’t know what she was talking about. She laughed and said she saw the pants sticking up. Then she said that it was okay and asked if I wanted to see more. I couldn’t believe it. I stared at her. She pulled her tank top up and off and sat there on my bed, shirtless. She told me it was okay to touch them, if I wanted to. Her boobs were perfect. They weren’t too big and weren’t too small. I got really really hard. I reached out and grabbed her boob. She giggled and laid down on her back. I couldn’t believe it. Ahh. It’s crazy even when I’m typing it now. I leaned in and licked her nipples and she giggled. As I was doing this, she began rubbing my cock through my pants. I stopped and asked her what she was doing. She told me that she had liked me for a long time and wanted to try having sex. My heart started beating at a thousand miles per hour. I stammered… What if you get pregnant? I didn’t have a condom. I knew where my dad had some, but that’s it. She laughed and said she was put on birth control for her periods being too bad and that it was okay. I was relieved, but I couldn’t do it with my sister, parents, and eight other girls downstairs. Then I had the idea. My tree house was outside. When I was younger, my dad attached a slide to my window and connected with a tree house he built me outside. I hadn’t gone in it for a long time, but it was a great time to use it. I opened my window and told her we could go out there. I grabbed a blanket and pillow and followed her out the slide. The tree house was dark, but the old lantern I used was still there. I turned it on and there was just enough light for us to see each other. I could feel myself blushing and she was too. I went back to touching her boobs and this time, she stuck her hand into my pants and began stroking me a little. It was such a weird feeling having someone else’s hand touch my dick. She pulled my pants down and I stopped touching her boobs and we traded spots. She leaned down and kissed the head of my dick. She then put her whole mouth around it, using her tongue in a circle motion. I moaned for the first time ever. As she was giving me my blow job, her butt was in the air. I could see the curves of her butt through the spandex shorts. I began to rub between her legs, not really sure where to go. Every once in a while she’d moan at a certain spot. I stopped there and started rubbing fast. I could feel the wet through her shorts and she stopped sucking and pulled away, moaning really loud. Do you like that, I asked. She nodded and rubbed my cock at the same time. I sat up and we both sat there, making out. As we kissed, both of our hands wandered back to each other. I could feel her heart racing too. She stopped kissing me and said she was ready. I pulled my pants off all the way and she took my shirt off. Then I pulled her wet shorts off of her. I couldn’t believe how pink her pussy was. It looked so tight and it was so wet, it left a wet spot on our blanket. I rubbed it without her shorts on. The warmth surrounded my finger when I slid it in. It was like heaven. She pushed me back down on my back and hopped on top of me. She leaned in and kissed me. We made out and I could feel the tip of my cock rubbing her pussy. She leaned back, grabbed my cock and positioned it perfectly as she sat down. Every inch of me was inside of her. She just kept yelling and moaning. She got so loud at one point, I thought the neighbors would hear us, let alone my family downstairs. I didn’t last three minutes before I came. I didn’t even know it was about to happen, and I came in her by accident. I didn’t say anything though. I just kept going. She knew because she told me it felt so warm inside her and things got extra wet. We went for another seven minutes or so and she had an orgasm. I could feel her pussy lips shake on my dick. It was amazing. We had five more rounds that night. She slept with me in the tree house until early that morning when she snuck back downstairs to the party, where everyone was asleep. She told them later that she was hiding in the dining room and fell asleep in there. This was three months ago over the summer and she still comes to visit my sister all of the time. We wait until my sister falls asleep and go back into the tree house for some fun. And that’s how I lost my virginity.
- Name: Justin
- Gender: Male
- Age of Virginity Loss: 16
- Current Age: 16
- How would you categorize your story?: Loud
- Country: USA