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”“Going shopping huh? Going to get something pretty for yourself?” His smile was casual, but there was a twinkle in his eye. I wondered if he was picturing me trying on clothes. But that was silly, he’s always been around and always been nice to us. Maybe he hadn’t even been watching me yesterday, but if he had been... “Oh no, I couldn’t afford it. I’m just window shopping,” I leaned back propped myself up on my arms, stretched out my legs, and looked out at Mother Nature. The action also opened my body up to let his gaze go completely unnoticed by me and my oh so innocent and naive eyes.“That’s a shame. Darn shame,” he inhaled, “Well, I tell you what, I think a young lady should be able to make a little money for herself. If you’ve got it in you, we can make that happen.”“What do you mean?” I asked, genuinely puzzled. The places my mind was going did not fit anything I’d ever heard him say before.“Two years ago, your brother worked for me for a while. Earned some money, gained some. This was part of it. So I, being the person who always wants to help said, “I will massage where ever you would like.” I began with a gloved hand adding extra lubrication to massage gently up and down between her cheeks across and around her anus while still rocking her hips with my other hand. l continued with this tickling massage for several minutes. I had so much lubricant rubbing around her anus that when she lifted her hips from the table, my slippery pinkie finger entered her tight anus; tight even for a pinky finger. I moved it around gently just on the edge and up to about an inch in. Her anal sphincter had become quite relaxed from the massage and she started pumping with short strokes causing my finger to slide in and out at her pace as she started moaning. Barb said it felt good and asked me to keep doing it for a little longer. I put more lube on and used my pinkie finger and slowly and gently pushed it all the way in and out; still pumping up and down and me moving her.
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