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”I didn’t want to accidentally cross any lines, tell her to think about me jerking off while she played with herself, but I was hoping that by describing my actions in detail, she’d make that leap herself. Combined with the sexual dreams she’d been having about me, it would be the next logical step... I hoped.As I continued describing my own jerking off process, I checked in with her every few minutes, hoping to have a tiny bit more detail slip.“You can hear the soft sound of my balls slapping against my thighs, as my hand jerks up and down my rock-hard cock. What do you do?”“I continue to masturbate.”No dice. Glancing at the clock, I knew I didn’t have too much more time; I’d have to wake her up soon, I’d already gone way over the 30-minute limit. But this had been a huge step forward, and I wanted to see how far I could milk it.“You hear my orgasm approaching. You can tell that I’m about to cum, that the head of my cock is going to spew cum all over my stomach. You can feel the. It was clear that this wasn't the actual engagement but a kind of briefing session. I suddenly felt rather important, having to be given instructions for my new role, almost like an actress being told about the film she was being offered to star in. And again, that made a lot of sense, because I would almost certainly be acting a part when it came to the job itself.I met Ian at his office and was immediately impressed by how welcome he made me feel. He ushered me into a quiet room with glass walls on two sides and we faced each other across the board-room table; there was definitely not going to be any hanky-panky here.“I'm pleased to meet you, Evelyn,” he said once we were comfortable. “I hear from Rosie that you're new. I regularly use Marchmont Ladies and have nothing but praise for the girls who've helped me out at different functions and events over the past three or four years. My business is really starting to thrive now, in no small part because of the good work you.
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