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I nodded with a blush. Anal. I been wearing a plug as advertisement and now it not happening was driving me slightly crazy. Absurdly, anal had become a goal I needed to accomplish.Ms. Benson leaned forward, then. I didn’t normally give my own body much thought. It was what I had lived with but seeing them and other women move and their bodies, especially their breasts, I was gathering a new appreciation for how others saw me and especially my breasts as they easily and freely swayed, jiggled,. We started chatting and eventually I leaned in for the first kiss. We kissed for some time and I started to work those little boobs of hers which raised her body temp and arousal. I then started squeezing her ass as she ground herself into my pelvic, rubbing against my now hard cock. I slid my hands down the back of her corduroy pants and she stopped me. I asked “What’s wrong?” and she said she was sorry but she had never had sex before. “Oh, I understand, sorry” I said. Obviously this was not. ‘Lisa? My name is Jonathan. I have been sent to pick you up, by Jeff, and take you to your destination.’ Lisa looked at him as if he had just spoken in Greek. ‘Your husband sends his love and told me to tell you that his parents have the dogs, and your bag is in my car. Your car has already been retrieved and is at home. This note is for you.’ Jonathan then handed her an envelope with her name on the outside. It sure looked like Jeff’s handwriting. She opened the note slowly, glancing around. She'd mused for a while on the best way to attempt this and decided it was best to lie on her back. The first toy picked up was the plug; it was slimmer at the tip and flared out to the width of a couple of fingers. A little lube was smeared over the plug and then on the tip of her finger which she rubbed around her tight rear hole before placing the tip of the plug there. A deep breath was drawn in, eyes closed, and a thought of now or never and she pushed, gasping a little as she felt a bit.
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