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Claire used one hand to spread my cheeks, while she used a finger of her other hand to press against my tight hole. I sighed as my anus gave way letti...g her slippery finger slide in. Claire told me that I had a pretty little bum hole. I asked her how far she was in. She replied that she was up to the first knuckle. She asked whether I wanted her to go on. I nodded. Claire slowly pushed her finger further into my bum.My cock was starting to hurt as it was squashed at a funny angle. I asked her. For a solid second, she felt nothing, and then there was the fiery burn of pain as the skin of her left cheek slowly turned a pink shade of red. Tapping the end of the ruler against his palm, the headmaster waited for her to settle back down before raising his hand again.“Smack!”“O-…one!”This time, Sarah remembered to count, and her hips jerked forward as she felt the surface of the ruler strike right across the sensitive strip of skin on the back of her thighs. More pain flared across her. His tussels of light brown hair give him the sexiest bed head ever.He slipped his fingers into th waistband of my shorts. His hand was nice and soft. He put a finger on my clit, and lookrf at me. I bit my lip, blushing as he slide his long, soft finger into my wet ussy, still watching me. He looked happy. He licked his lip and started slowly finger fucking me. I winced as he went deep into me."Caleb, I'm ready. Fuck me."He raised an eyebrow at my choice of words and pulled his finger out. He. I don’t think I finished my beer before Jason was rubbing the front of Kip’s Turbo speedos. I love watching anyone have sex so I was happy to sit back and enjoy the show. As the good friend that I am, I pulled out the condoms and lube so they were handy when Jason and Kip needed them. It doesn’t take a genius to realize that I was 100% hard and straining the front of my red speedos.One thing led to another, Kip’s Turbo speedos were removed (the material in Turbo speedos is really high quality.
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