Smith, or Jim as he told her, as his eyes occasionally slipped to check out her deep cleavage. The peeks were not seedy, more appreciative and Jenn wa... just fine with that, she liked men to admire her for being a woman and it was turning her on. She squirmed a little in her seat as she felt her pussy begin to dampen up (oh no not again, she thought) and she tried to ignore the feelings building in her. The meal came and went and they chatted openly and in such a relaxed way, Jenn felt that she. "Relax." I say to Walker. "Just breathe and relax. It will go in easier."Walker breathes and I feel his ass loosen a little bit. He looks back and nods, and I start sliding my cock into his ass. He winces and moans in pain, but doesn't tell me to stop. I keep inching in slowly. Once I get it in all the way, I stay there for a minute so he can get used to it."Ready?" I ask."Yes, but take it easy at first. Still not used to it." He said.I do as he asks. I slide back out slowly. Once I get most of. More

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