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The first time jenny came to stay she put on the whole St Trinian’s uniform including stockings and suspenders, before bending for a slippering followed by a very hard caning. Later that evening she knelt on my bed to be fucked doggy style. Jenny and I met on several occasions and we acted out various school scenes. She really could take a very hard caning, and this would always be followed by some wet sticky love-making. The event that sticks out in my memory for sheer naughtiness happened in about 1998 or 1999. Jenny and I arranged to go to the annual Erotica exhibition in London. She travelled by train, and I drove up parking my car in a quiet road in the City. We met and went by tube to the exhibition. In those days Erotica was held over two floors in Earls Court, with the more vanilla stalls on the ground floor, and fetish related ones on the second. Naturally it was the second floor we went to. I bought yet another cane, and I think Jenny bought some school knickers, there. ”“Yeah no problem, see you in a few minutes.” I hurried to a nearby liquor store and picked up something. I was more than half tempted to grab something I knew she would hate, since she did say ‘anything’ but I thought better of it. Something felt off, so I grabbed something.Picking up the drinks took longer than I anticipated, so I was only waiting for Ray maybe five minutes. I heard keys jangle outside my apartment door and went up to open it but she beat me to it. Ray looked distraught to say the least. Somebody who didn’t know her well might not have noticed, but the slump of her shoulders, way her head hung slightly. I sighed, and brought her in for a hug, “Come here,” I said.I felt her slightly tremble against my shoulder, and a thousand thoughts raced in my head, too quickly for me to actually parse most of them for rationality or plausibility. I silenced the storm in my head, and acknowledged that the best thing in this case was to wait for her to broach the subject weighing.
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