He agreed and handed me an oil bottle from the bedside table. I poured some oil over my left hand, spread it over my asshole. Then poured a few drops on his cock. I then got back into position for his assault.I felt his cock head against my asshole, so I prepared myself mentally and puckered my asshole for his cock. He slowly slid his cock inside me. It was hurting me, but the oil helped in penetration. He held me tight at my waist and just kept pushing his cock inside.Tears rolled out of my eyes, but I loved the pain his monster was giving me. After what seemed like an eternity, his cock was finally inside me all the way. He didn’t waste a single second after his cock was inside. He started hammering me like a raging bull with all his might.He pushed his cock deep inside my rectum with his every stroke. I locked my legs tightly behind him. I closed my mouth, using my hands to stop screaming due to pain. He fucked me like this for a few minutes, and I started moaning with pleasure. A while back, he asked me (prior to his then girlfriend coming up for the first time) about condom sizes. He mentioned needing bigger condoms, and joked about having me check and see if they were fitting right. I put it out of my mind, but then I heard him having sex with her, and hearing how hard she was screaming, it made me a bit wet. A while after that, when he was no longer with her, I mentioned that his father no longer being able to make me cum. It was out of frustration, and I'm not sure if I should have. He seemed interested, and asked me a couple questions about what he does. I stopped him, but secretly wanted to tell him and see what he would say. A few days later, I got a couple dirty messages on facebook from him, and he told me that they were from someone hacking his account, but I don't believe him. The biggest thing for me was when; recently, I peeked into his room and saw him masturbating to porn with his headphones on. He had to have been around 9 inches long. I got.
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