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I reached under him to hold his cock and then brought my hand down hard on his ass. He yelped, he had asked for some light spanking, but that wasn’t in my plan. I continued to thrash him until his cheeks were a rosy red. I doubt if that was what he had in mind, but it was what I had envisioned.Now it was time for what we both dreamed of. I took the lube and coated my middle finger, and then just rubbed it around the outside of his sphincter. He was beside himself. He was trying to open his anus and coax penetration, I didn’t respond, happy for the moment to feel the hard muscle and enjoy his frustration of being denied. I slowly increased the pressure on the muscle, watching it dilate in uncontrolled passion. When he started to shake, I plunged my finger all the way inside him. He clamped hard on my finger and grunted, not in pain but passion. I ceased all movement and let him enjoy and adjust to being impaled for the first time. I pulled my finger out and squeezed a dollop on his. Headmaster.” “What should your punishment be?” Jo thinks about this for a moment and then, “I should have my bottom smacked 3 times. Sir.” “Take off your blazer.” Jo does and in doing so she thrusts her boobs out for my delight. Her nipples are poking through her shirt. “Now the tie.…………Good girl now the buttons on your shirt.” Without hesitation she slowly unbuttons her shirt. She pulls it out from her skirt but doesn’t open it. Her breasts naturally opens it showing the valley between; sexy! “Tell me Miss Smith….what colour are you knickers today?” Jo hesitates, “I’m….I’m not wearing them….Sir.” with Jo facing me, legs apart, I indicate that she should lift the hem of her skirt. Tantalisingly slowly her skirt is raised. Her pussy eventually comes into view. Her pussy-lips are already swollen with her arousal. As too is my dick. Her skirt lifts a little more to reveal and ‘virginal’ bald pussy. No crime is being committed here as this roleplay young girl is my GF. We are both in our.
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