Anonymous4: This reminds me of my first time. He was 31 and I was 17 but he thought i was 18. We met on Craigslist. I had the same look on my face the moment he penetrated me. I had let my guard down and relaxed my anal muscle. It was excusiatingly painful and he proceeded to fuck me roughly and it hurt so bad that I almost told him to stop but i just took it and clenched the sheets with my hands. This went on for about 5 minutes and the pain never went away. He then thrusted deeper and harder and i could feel the bulbous head of his dick expand as he came inside my ass. He pulled out his softening dick, pulled up his pants and left.
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