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I had thought I would need to hold the tip ,which was now fully exposed and dripping with pre-cum, to get into him before we started but I was so rigid I didn’t think this was necessary. I gripped Don’s shoulders, waited a moment and thrust as hard as I could into him. He nearly leapt off the bed as I buried myself inside him.’Steady’ I said ‘ the pain will pass in a moment .I promise I wont move.’Ok’ he said quietly.I remained stationary with my cock deep inside him and my,nicely shaved, balls resting on his backside although they had tucked themselves tightly into my groin. I could feel his sphincter clamped like a vice around the base of my cock.Itwas like wearing a human cock ring! ‘Im going to pull back a little’I warned him. He tensed a little as I tried to pull my cock back. I felt the sphincter resist but I maintained the pressure and I felt its resistance diminish so I could withdraw an inch or two.Don grunted as I did so. ‘Don’t worry it will get easier’ . I reached over for. I loved it, so much so that I masturbated to it every day for the next few months. One day I found him masturbating in my room to my underwear. I was very wet as I watched him, I massaged myself as he did. I imagined he was licking my pussy as he stroked himself. As I came so did he, he came in my underwear, and I came in my pants. When I got home from work that day I took some naked pictures of myself and placed them under the bed. Before work the next day I masturbated to him in my underwear, I placed the underwear on top of the pictures. I set my web cam to record my room while I was gone so I could see him. As I had suspected he sniffed and licked my underwear as he masturbated to my pictures. Later I decided to use a dildo to make it a bit more fun. I stuck it inside me dreaming it was him. And I placed it with the pictures and the underwear I wore while masturbating. Once again I set my web cam to record him masturbating, he licked and sniffed my dildo and underwear as he.
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