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I assume that this is where I am now. You lean me over the arm of the chair, ass now in the air, and spread my leg, giving you a view of your pussy and ass. I listen for some sound as to what might happen but it is silent. The sound of leather moving over fabric grabs my attention and I realised you are removing your belt. I half hope it is only so you can then remove your pants but a small part of me likes the pain you bring me, and the pleasure you get from that pain. The pleasure of knowing you are leaving a mark on me that I will feel for hours afterwards, sometimes days if it is a punishment. The first swat is hard and fast the sound barely hitting my ears as the pain bloomed in from my ass. Over and over you wield your control over me, hit after hit until the tears are falling freely and I am whimpering in pain and yet begging you, to stop, to continue, to help me focus on something other than the pain by using a toy on my now dripping pussy, just begging for something. You. My mom laid on her stomach on the lounge chair as the boy went to work. I watched out of the corner of my eye as he started at her back and made his way down. He massaged the lotion into her well-defined back, making her pale skin glisten. He moved slowly down to her mostly visible ass with the disappearing string. The boy must have been an expert at his because he took no hesitation to really massage her ass and spread the lotion between each cheek. His dark hands were in strong contrast to her pale skin. My mother, as she had done with me, spread for the boy, and he dove up her thighs with no guilt or shame. As the beach boys and other food service staff were some of the few partially clothed hotel staff, I could see a tent forming in his shorts. I watched on as he smiled but kept an air of professionalism. This has to be the luckiest kid in the world, I thought to myself. I thought back to that age and fantasied about what it would have been like to lotion up MILFs at the local.
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