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Unexpected First Anal (M2M)

Date: 8/3/2017, Categories: Anal, First Time, Gay Male, Author: billhenry44, Rating: 100, Source: xHamster

still scared of this thickness stretching my ass. Cory applied a little more lube to my ass and then pulled out his finger. Cory told me to reach back and spread my cheeks and as I did I knew there was no turning back. He positioned his big headed dick at my tight opening, gently rubbing my outer anus. It felt really good and I relaxed a bit succumbing to the idea I was going to the idea that I was going get fucked for my first time. Cory started to push his dick in until it met the resistance of my inner ring of muscles. He paused and moved back out then slowly pushed into the head back in, but did not stop . The pressure on my anus ws intense and then I felt my ass give way and his thick dick head popped into my ass!. Immediately, I grabbed the sheets, and screamed “Damn”. Cory immediately pushed my hips down with this hands trapping me as I tried to pull away. I struggled but he continued to penetrate me deeper with each small stoke. “Fuck, Fuck, Fuck” I kept saying. He kept me trapped and proceeded to fuck me very slowly with long deep strokes. My asshole felt stretched to the limit as he kept fucking me. Cory told me that my ass was fucking tight and it was making his dick feel really good. I thought that is nice because my ass fucking in pain. Cory told me to stop resisting and relax. I kept grabbing the sheets, but did try to relax a little. He started to ease up on the pressure on my back and his idck started to slide more easily in and out of my rear. He kept ... saying “damn this feels great” as he fucked my tight hole. The pain subsided just a touch and my cursing turned to just grunts as he picked up the pace a bit. I could really fell him deep inside of me and as he was now going balls deep on every stroke. After about 5 minutes or so, he slowly pulled out. He had me turn over, and positioned me on my back with my butt raised in the air on top of the pillows. He squirted a bit more lube on his dick and got ready to mount me again. He put my legs up over his shoulders and positioned his hard cock at my sore rosebud. Cory told me to look at him and I opened my eyes and looked into his. He looked at me very intently as he pushed back into me. I again grunted and cursed, but this time the pain was a bit more tolerable but the fuck was every bit as intense. Within two strokes he was back at fucking me slowly but deeply. In this position his dick inside of me felt good although my anus still hurt from being stretched. He had me start to stroke myself. The feeling of my hand on my dick and his cock inside of me was incredibly intense. I guess this is what is meant by “hurt so good.” My painfully stretched ass and the pleasurable sensations from deep within where combining to really bring me close to cumming. Sensing my arousal, he told me to stop jerking for a while – that he did not want me to cum just yet. Cory then started to fuck me really hard. Yes, the pleasure turned back to a bit of discomfort from the hard fucking, but I was somehow ...