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I remember having a crush on an English teacher of mine back in high school. Many a time during his lessons I’d daydream about him keeping me behind for detention and punishing me with a thick cock. This was finally my opportunity to make this fantasy come to life, and I decided to meet this older gentleman. He gave me his phone number and told me to meet him that coming Friday night. I willingly obliged.Friday came along and I was getting ready to meet Chris. Throughout most of the day my 6 inch cock was erect, throbbing and precumming in my tight boxers. I kept imagining what it was like to finally be fucked, and the thought excited me so much my heart was beating hard. I had to resist the urge to masturbate, as I wanted to save my cum for Chris. At 8 o’ clock I left my house, hopped on a bus to meet Chris. By this point my heart was beating like mad. Did I really want to do this? Could I do this? When the bus finally stopped my legs seemed to walk on their own. “Of course you can. When I awoke I was relieved that the torture had stopped and my nipples were still there. My legs had been raised lifting my lower body off the cross. My relief was to be short lived. I watched as he rolled some sort of machine between my legs. He went back to the bench and returned with a huge plastic penis. He attached the penis to the machine. He then positioned the machine so that the penis was touching my arsehole. I tried to wriggle out of the way but it was useless."Please leave me alone." I begged "I can't fit that inside me. I can't take any more." Oh you can take lots more. We're only getting started. This is only a baby. Your going to be surprised by the size of what is going to fit inside you." he laughed.He came over with a remote control. He pressed a button and the machine started up. The penis pressed against my arsehole."Stoppp. Please stop. Ahhhhhh...." The penis had pushed inside me. My arse was stretched like never before. It continued to press further inside me..
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