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He stood there looking at the four welts that had raised on my bottom and knew full well that they had to have stung, he had a few girls over the year... like this one who did not view a caning as punishment, always cooperative and willing to take more, and as he looked upon my soon to be chastised bottom he could feel his cock stiffening and becoming uncomfortable. Now then Miss Jennifer, I think we need to demonstrate how a proper caning should be, don’t you agree. I was nervous and excited. After all, I was the guy whose shoulder she cried on the night they broke up. But I never raised the issue, in part because I felt the time was wrong, but mostly because I feared losing her. One of my roommates Bobby wasn’t that shy. He was a popular guy, with long dark hair, a good sense of humor and bunch of friends. Jane went out with him and they quickly hooked up. Once again Jane was sleeping with the guy down the hall only this time I could hear them through my wall. Listening to Jane’s. More

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