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I had the solution, “It’s only a short trial” I said with a smile, “Why don’t you do it in your underwear?, I assume you are wearing underwear” I said with a chuckle, he wasn’t sure, “Of course I do” he said shyly, “it’s just…” and then cut off, he looked up at me, “They are my sisters” he said embarrassed. I smiled to reassure him, if only he knew me.“That’s fine” I said, “But I must warn you I will be doing an assessment which may involve looking at you closely” I said in a very business-like manner, he nodded his acceptance and stood up.He carefully pulled of his tee shirt exposing a hairless chest, he was a thin lad. He looked across at me as he undid his belt as if waiting for approval, I nodded my head in anticipation as he unbuckled his belt, undid the button and pulled the zipper down, I nodded again.He coyly pulled them down and stepped out of them and stood there nervously, OMG! My eyes were glued at his waist, I could feel my cock growing as I saw him standing there in his. I push again and feel her tense up, making her asshole even tighter I slap her ass and tell her to relax or it will hurt more, she seems to believe me as I feel her ass cheeks relax just a little, that’s what I have been waiting for. I push hard and feeling her hole stretch and pop as her asshole gives way to the head of my dick. The cunt is crying and pleading with me to stop, I stop with just the head of my cock in her tight shit hole enjoying her pain and sobs. I watch her ass cheeks jump as her asshole opens and closes around my cock. Her shame is apparent from the crying and the way she buried her face in the couch. I slap her ass and stuff another 2 inches up her ass. “Do you like the feel of that cock in your ass slut?” I ask, taunting her causing more humiliation for the bitch. “sure you do cunt, now your going to be a ass slut every chance you get aren’t you Bitch!” She begs me to hurry screaming how bad it hurts, her tears falling like rain from her face, I just laugh and.
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