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How I lost my virginity

Date: 11/27/2015, Categories: True Story, Author: Unknow user, Rating: 81.8, Source: sexstories.com

My name is Troy, I was sixteen when I lost my virginity. I would spend most of my time smoking weed but I was also fairly athletic and in good shape. I had hung around my buddy Brett's house a lot through my junior year of high school and was very close to the family. His parents saw me as their second son. Around the time school had gone into our winter break Brett's grandmother had passed away. His younger sister was away visiting friends out of state and his parents needed somebody to look after the house and then Susan, his little sister. They asked me to do it and offered to pay me as well. I lived quite a ways away from them so I would basically have to move in. I spoke with my parents and I was set to take care of their home. After a few days everything was going okay when his little sister arrived back. She didn't want to attend the funeral because she personally did not feel she could handle it so I would be the one taking care of her. She had locked herself in her room almost immediately after arriving home. After a while I made some dinner and went and knocked on her door. I could hear her crying. I decided since I was basically her older brother I would have to console her. I went into her room and she was only wearing a very thin pink bra and pink panties. I felt awkward but she immediately ran to me and gave me a hug. "Troy I'm really glad to have you here." she sobbed into my stomach. "Hey now, I'll always be here for you Susan. I made some dinner, are you ... hungry?" We ate dinner and I tucked her into bed. I knew I'd have to be there for her. The next few days went along and Susan was doing better. I noticed she would always be wearing the skimpiest clothes and I felt guilty but I just had to look! One time Susan caught me taking a peep down her hanging shirt. She giggled and asked me if I liked it. I went red and wasn't able to respond. Later that night she wore basically nothing and I knew it was just to tease me. I was sitting on the couch watching TV and she walked in front of me in a baby blue thong and a bando. She bent over in front of me for the remote and I couldn't believe it. Susan was extremely matured for her age. Her breasts were DD's, tanned with tan lines and her ass was massive but she was skinny as hell. She came and sat down right next to me and snuggled into me. I didn't understand, first she was depressed because of her grandmother and now she was horny for me?! I didn't make sense but I couldn't question it. She kept nudging her breasts into me, finally I put an arm around her and she snuggled her head into my chest. Before I knew it my erection was poking her in the face. I was shocked, she sat up and giggled. "Oh Troy! You seem happy!" She said as she grabbed my cock I was in shock, I didn't know what was happening. "Troy, in five minutes I want you to meet me in my room, I need your help with something." I wasn't stupid, I knew what was about to happen but I didn't know if I should do it or not. She was ...