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No lie, Lynn seemed to be just a straight-up bitch. While on the plane to Philadelphia, she bored me with work schedules and stuff, until eventually I just tuned her out entirely. Even inside of the airport, she seemingly would not shut the fuck up about anything. My thinking at the time was “Great, I’m stuck with a boring-ass bitch that rarely has fun.” We get to our hotel late in the evening (around 8:30 PM) and go to the hotel bar for dinner. We agree to briefly discuss work until we meet first thing the next morning to go to our work site. There were other travelers in their business clothes eying Lynn from across the bar, as well as myself. For her age, Lynn passes for someone who is more on the MILF-side of anything, being slender with C-cups, shoulder-length red hair, glasses that covered light blue eyes, and an average looking ass on her 46-year old divorced mother of two k**s. I thought to myself “If only you weren’t such a hard ass, Lynn” while thoughts of me kissing her. As I was digesting that information she added that she liked older men. What did she mean by that, I wondered. Was it a come-on, a green light, an invitation to move our relationship beyond pupil and instructor. I wasn't sure. "Not as old me!" I joked in reply. "You're not old," she said, encouraging me to continue speculating on her possible meanings. I do not consider myself old but, however, I am nearly twice her age and changed the subject, asking her to pull into the side of the road as I wanted her to do some reversing. I briefed her on the subject, telling her that, when going backwards, we should look out of the rear window. She should turn her body to the left, her shoulder pressed into the back of the seat and look over her left shoulder. "Is that so I can see out of the back window?" she asked. "No," I replied, "It's so I can see your tits more clearly!" To my complete astonishment she raised her t-shirt, exposing her breasts, covered by a tiny black, lace bra. "Like.
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