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Please excuse me from all these deplorable sessions"."Matt" exclaimed Sherry. "Please! Don't do this. As embarrassing it will be to go through all this in front of you, I could use a friendly face during my ordeal. In fact", she continued, turning to Principal Roberts, "I have one more condition. I need Matt to be present during all my so called punishment sessions".Roberts looked quizzically at Sherry intuiting her change of heart towards Matt. He did really like Matt and almost felt sorry for what he was going to put his sweetheart through. "Alright", he said "You have your wish. In fact I would not have it otherwise either. I need Matt as much as you do, to make sure that things don't really get out of hand."Matt nodded understanding the situation and somewhat relieved that Roberts did seem to be intent on keeping his promises."I think you can use a hug before we start" said Matt and went and hugged Sherry fondly. Some rolled their eyes and some looked as if they were sickened by. My cock was now free from their hosiery confines. He grasped it tightly in his fist & yanked my hard on with every stroke of his cock in my ass.According to his email, Hector loved fucking crossdressers. I am not sure what that makes him nor do I care about labeling him or anyone, but he is obviously turned on by femininity. However, I know he is also gay (obviously, right?) because immediately after he started stroking my cock, I could tell his sensitivity was heightening quickly. I began thinking, where is he going to cum? In my ass? On my ass? On my pantyhose? On my dress? I wasn’t sure, all I knew was I wanted to “see” it shooting out of the head of his manhood, not just feel it. About that time he pulled out, I instinctively turned around & got on my knees for the close up view. He was attempting to shove his cock back down my throat to cum in my mouth because he again grabbed my head with his hands, but remember my face is covered with nude pantyhose. Anyhow, time ran out & his.
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