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Realizing what was about to happen I start feeling an intense itch deep in my hole, my mind going insane with the need of having the itch scratched. My master puts me on the bench and walks behind me, still tugging on the leash forcing me to bend my head backwards. I can feel him place his cock on my ass cheeks, teasing my hole with his large cock. Feeling eager I push my ass towards him which only earns me a tug on the leash and a slap on my ass. Eventually I can feel him starting to enter, my hole being untouched until now stretching unwillingly until finally accepting the foreign object, waves of ecstasy spills forth as the itch is suddenly being satisfied and I can feel my hole adapting and forming itself after my masters cock. A gloved hand caresses my hips and I can feel the tug on my leash lessen. As he keeps thrusting his cock into my virgin hole, he leans forward onto my back and I can suddenly feel a mix of leather and naked skin, his breath warm, his stubble scratching the. He laughed and told me that was what guys do and he did too. Well, that was a relief because I was going to ask him how long do guys do that. He assured me guys do it for a very long time even as they get old. Well, I had trousers to buy and we picked out a pair and they had to be altered so I followed Jack back to the alteration room. He told me to slip them on and he would measure my inseam for cuffs. Back then that was normal. So, I slipped out of my jeans and stood there in my tighty whities with my perpetual booner pushing out the hole. I gasped when I realized my dick was out and Jack was on his knees right in front of me. I tried to cover up but he handed me the new trousers and told me to put them on just like he didn’t even see my 5 inch cock right in front of his face. I quickly put the pants on and Jack got out his tape mesurement and started doing the measurements. I started to relax a little as Jack just continued with normal converstion as he measured my inseam. That.
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