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”I selected the first cane that I would use on her. It was a light, whippy cane with a crooked handle and although capable of inflicting a mighty sting it would provide a relatively tolerable start to her caning. “Six strokes with this cane Debbie,” I informed her as I squared the cane to the centre of her gloriously reddened bottom. “Are you ready?”Debbie tucked her hair behind her ears and then reached forward to clutch the far edge of the desk before responding, “Okay Sir, I’m ready.” There was an air of trepidation in her voice, perhaps only to be expected from someone about to receive eighteen strokes of the cane on their bare bottom. I allowed myself a moment to savour the scene, the beautiful reddened buttocks, the sight of her vagina and its surrounding enchanted forest of pubic hair peering so provocatively between the tops of her shapely thighs. Yes, her bottom was indeed a perfect target for the cane!I tested the flexible rattan through the air, it’s delicious swish as I. I rubbed the head of my dick against her very wet opening. This is the first time I realized that I'd have to go really easy as she was not a virgin she really hadn't been penetrate before. I told her to brace for my entry and if at all it hurts to say something and I can slow down. My head pressed in and her eyes literally rolled back. I asked if she's ready and she moaned yes, it feels great. I pressed on and she winced and said she's alright keep going. I pulled back and decided to stroke only the first couple of inches in and out until she was comfortable. She came without warning and this time actually screamed. It was a quick and powerful orgasm and soon she was asking for more dick. I slowly slid in and out fed her cunt more and more until I was half or more in. She said OK for now and I stroked her with this much for now. Now I said it's time to try more positions and I pulled out. She pouted but said OK, what's next. I laid back and told her she should climb on top. I told.
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