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My dick is a little longer than average at about seven and a half inches, but it is rather thick at about six and a quarter inches around. I wasn't sure it would fit in Jane's ass without causing her discomfort, but eventually, I could get about half way in and fuck her ass for a short time before I would cum. The first time that happened, we were staying over at the home of some friends after a party. We had a mattress on the floor to sleep on, and we had had a few drinks. As we were lying naked on the mattress, I began to rub my dick in her ass crack and then tried entering her asshole. Because she had had a few drinks and was very relaxed, It didn't take too long for me to be about half way in and gently stroking in and out. When I was ready I came in her ass. When we awoke the next morning and were still lying in bed, I started thinking about what had happened the night before and I got really horny, so I entered her ass to about half depth again and fucked her until I deposited. "Now he started to use more force with his swings. Again, nothing unusual, he always strikes me harder during deterrent spankings about half way through. "Seventeen, sir! Eighteen, sir! Nineteen, sir! Twenty, sir!"I was kicking each time the paddle feel down on my red ass. I was growing very nervous for the punishment spankings I was going to get, since I usually never felt this bad when I got my deterrent spankings.He began to slow down as he finished the last six licks. I was silently sobbing. "Twenty-one, sir! Twenty-two, sir! Twenty-three, sir. Twenty-four, sir. Twenty-five, sir. Twenty-six, sir."He finally stopped. I slowing raised to my feet as he handed me my paddle to put back on the wall. "Thank you for spanking me, sir," I said repeating the ritual after every deterrent spanking. "I promise that I will be better." Put your paddle back, Kevin," he ordered me. "Luke, get yours and get over my lap. Kevin, get back over there and face the wall."With my sobbing died down I went.
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