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She groaned and looked at me, clutching close with a nervous whisper. ‘Is it gonna fit?’ I told her yes, that it was, but unsure myself of how far it could actually get inside her. Very slowly my tip and a little bit more slipped and squished as it bobbed into her inexperienced crotch. I watched her face, having had sex many times but never with a virgin, and found it to be a fascinating combination of pleasure and pain, both intensifying at the same time. It made me wonder if all women were a little masochistic, if only in their first few times. Soon though, I was able to force myself deeper, nearly all the way in, and when I did she gripped the sheets. It was intense for her, and her eyes watered a little from it, but she also seemed very turned on. ‘I’ve tried two fingers before,’ she told me between breaths. ‘But this is… way bigger!’ I didn’t slow down at all, despite her obvious reluctance, and the wincing on her face actually started to turn me on even more. ‘Please, slow. Not that he cracked jokes or anything like that, I guess it was just the way he phrased things, innuendoes he put on things I said – I liked him. I had nothing to lose, so I said ‘yes’. He mentioned the name of the hotel he was staying at and asked if the cocktail bar there was convenient, or would I prefer to meet somewhere else, my choice. I said that where he was would be fine, after all, if he did seem O.K. it would be easier to just get in a lift and go up to his room than to muck around with getting a cab back from somewhere else. He went on to say that if we got on over a drink we could have a meal in the restaurant there, or his room, again my choice. He was so believable, sounded so charming! When I met him I was even more convinced I had made the right choice. Well dressed, a nicely cut three-piece suit, highly polished shoes – I always notice a man’s shoes, they tell you a lot about the way he takes care of himself – clean shaven, dark, wavy hair with touches of grey at.
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