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For her senior prom, we went with another couple we had been friends with for a while, we went in together and rented a hotel room for the night.My girlfriend and Holli stayed at her parents the night before so they could get up and have their hair and makeup done together and be ready to go when we got there to pick them up. Holli was a little taller than my girlfriend and weighed about one-hundred-and-twenty-five pounds or so. She also had sandy blonde hair and tanned skin. Her ass was nice but nothing like my girlfriend. When we arrived to pick the girls up they were ready and waiting. They looked amazing. We left and headed to the dance which was at our school that year.I'm not sure how long we stayed but it was long enough for us to dance a little, have our pictures taken and then we left for dinner. After dinner, we headed back to the hotel where we would be for the rest of the night. The girls didn't know it, but we had enough alcohol to last the entire evening. The room. So I was only in my jockey at that time. Then he started to press my plump white man boobs and biting my areola. I was on cloud 9 and started moaning loudly. Then he removed my jockey too and made me total nude. He removed all his clothes too. Then he reached for a drawer by the bedside and took out some Vaseline. He applied some to his middle finger and started inserting it in my anus. I was started enjoying it as his middle finger was probing inside my anus. Then he told me to get ready for the real action. I was ready on my all fours and he slowly started penetrating from the back. But it was paining hell while just tip of his cock entered in my anus. He waited for some time as tears rolled down my cheeks. Then he started pushing further and next 3- 4 inches of his cock entered inside my anus. By this time pain subsided a bit and I was filling full inside my anus and a shiver ran down my body. Then he slowly started fucking me. But my knees get weaker and I fell.
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