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I went to his studio a few days later. He was probably in his mid 50s, handsome, hair beginning to grey. He asked me to undress and sit down, he sat across from me at an easel and asked if I would masturbate for him. So I began to play with myself as he drew me. After a while of this he finished and showed me his drawings. I was still naked, he was clothed, he asked me if I'd like to wear a girls slip that he has. He left and came back with a white cotton slip with little spaghetti straps. He help me put it on and it made me feel sexy, it wasn't very long and left the tip of my cock and my ass exposed. He drew me in for an embrace and we kissed. It was the first time I've ever kissed a man, he kissed me strongly and slipped his tongue in my mouth. Our bodies pressed together, I could feel him growing hard, my own already was hard, pressed against his jeans and leaking a glimmer of precum. My hand found his bulge as we kissed, I rubbed him through his jeans. At that. Do you think he is ready for one more fuck?" John had me remove my coat and bend over the candy counter. He then turned to the owner and told him that I was so lubed up with cum that he could just plow to his hearts content. The owner put his cock at the entrance of my very sore ass and gave a big shove until he was buried deep inside me. It was a good thing I was enlarged back there from so many cocks pushing into me before because his cock was the largest so far and every time he moved his cock forward it would life my legs off of the floor and the only thing preventing me from falling over was the candy counter. He must of been very excited from watching all that action because all it took was a few thrusts from his cock before he added another gallon of hot cum to my already filled ass. He left his cock inside me until I could feel it getting soft and slipping down my chute until I could actually hear the "plop" as it left me. I immediately fell to my knees and the owner grabbed.
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