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His mask disappeared for a moment, however, and was replaced with the sweet, caring face she adored, as he checked her over to make sure she was okay. “Didn’t hurt your head did you, kitten? You’re alright. Up we get”. He quickly whisked her from the building, making sure to apologize on her behalf to the hosts and bid them farewell. They strode in silence towards the car, her head still spinning both from the alcohol and the fall. Despite the sullen look on his face, he still held her close when he felt her shiver, his arm pulling her against his chest. They reached the car, and he led her to the passenger side. Stepping in alongside her, he buckled her seatbelt, turned to her, and exhaled slowly. “One thing. I only asked for one thing tonight”, he breathed in a dejected tone. He let the silence hang in the air for a few minutes, until she finally worked up the nerve to protest. “But I -” “I don’t want to hear it. You promised me you wouldn’t drink too much. You promised me you. I want to watch as your cock enters her ass for the first time." I start pressing my cock into Tricia's asshole. She winces from the pain but I continue. I can feel the tip of my cock's head start to enter her hole. I look down but Principal Collins head is the way. I press my cock further in. It feels like half the head is in now. Principal Collins spits onto my cock head. I press my cock still further in. The head is fully in Tricia's asshole. Principal Collins looks up and tells me “What a wonderful sight. The first time a young man's cock enters an asshole." He moves his head away and I look down. "Spit on your cock if you need more lubrication." he tells me. I slowly slide my cock all the way into Tricia's ass. I feel my balls touch the bottom of her pussy. "Brad, stay like that. I want to check that you are all the way in." Principal Collins tells me. First he presses down on Tricia's cheeks to get a better view. Next he moves behind me, leans over, puts his hand between my.
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