Physically similar to Geena Davis or Kristen Johnston, but with a slightly bigger bust, a mature woman in her 40’s. Taller than me, and younger than me, her prices were a bit out of my league. I don’t usually see escorts that expensive, but the curiosity got the best of me. I set up an appointment with her for the following day. She was staying at one of the more upscale hotels in town. I parked and took the elevator up, and knocked on the door nervously. She opened up and standing there was a beautiful, statuesque woman dressed in a power suit and heels with a slight, tasteful amount of cleavage showing. It was obvious she catered to the upscale, businessmen types. I was not one of those! I felt out of my league, this woman was gorgeous and it was intimidating. She had a large master suite room and we sat down on the couch and started chatting for a bit. I was immediately put at ease, she was completely down to earth and easy going. It was such a relief. We took care of the money. In a half-whisper she tells me to keep going. I slide another inch in. Her hands are grabbing the sheets so hard I can see her knuckles turning white. She blurts out, "More!" I'm half way in, and she brings her head back and squints her eyes like she's in pain, but then gives out a long, warm moan. I slide an inch more, then another inch, and not seeing or hearing her stop me, I slide it all the way in-or so I thought as before I have the whole thing in, I feel the head of my cock hit the back of her cunt. Her eyes, open wide and she stares at me panting, and screams, "fuck me!! pound that fucking pussy!" I give it a few good hard strokes and start working up the speed, feeling my cock hit the back of her pussy each time. It doesn't hurt my cock to do so, so I start pounding away, building up to a furious speed. Half-screaming, she says, "oh my god, I'm cumming already!!" Her mouth is hanging open, and her eyes roll back. She looks like she's having an out of body experience. After.
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