"Relax, sweetie," I encourage.While one hand strokes her cheek, my other finds her clit, hoping its pleasure distracts from the pain. I maneuver my co...k at her entrance, pushing just inside, as I fervently strum her clit. Her reaction is instantaneous, with bucking hips and cries of pleasure. It is now that I thrust inside her, breaking her barrier.She freezes, stretching to accommodate my size, letting the pain wash over her.When I feel her legs relax, I start to move inside her - slowly. I'd been a little uncertain about the wisdom of my getting a massage from a work colleague... Especially since I tend to get a little excited while being massaged by an attractive woman (and Emily was a very attractive middle aged woman... nice figure, attractive face) and I was concerned she would be offended or embarrassed if I got too "touchy feely". But our first session had been a great success from my point of view. She hadn't minded my sliding my hand up under her skirt and, eventually. More

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