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Everytime I would gag he would hold me there until I relaxed, then he would start face fucking me again. There was slobber everywhere. Stepping behind me he used his tongue and then his fingers to get my asshole to relax. When he felt I was ready he placed the head of his cock at my hole and with slight pressure he started to push inside. The burn and the pain were almost unbearable, but he took his time and kept talking to me about how it would soon turn to pleasure. He was right. I was soon enjoying the feeling of that huge cock in my ass and surprised myself by pushing back to get more and more of it. He was soon pounding my ass very hard. I reached down to stroke my own cock, but he told me not to touch it, because what was coming would be the best orgasm I had ever had. He turned me over and started to fuck me while looking me in the eyes. He was telling me how tight my ass was and that he would be filling it with his hot load very soon. Reaching behind my head, he supported. Well, I might if I had the awareness to recognize them when they come instead of letting them pass Jack Sparrow style and waving at them while they smirk back at me, knowing I might (or might not) realize—sometimes years later—what perfectly good opportunities I keep missing.One of those missed opportunities slipped right through my fingers so quickly you might think I had forgotten to wash off the lube I use for masturbating. I was still living with my two fantastic roommates in our three-bedroom apartment in the middle of the picturesque ‘Gundeli’ district in Basel, which I used to call my humble home base.I remember that shameful Saturday afternoon like the still-painfully haunting memory it is, cursing myself for it every time my laughable excuse for a brain decides that it’s time for my daily dose of self-indulgent reminiscence in the sheer innumerable chances I keep passing on.She—for the sake of simplicity, let’s just refer to the lady in question by the female pronouns—was a.
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