I put the handful of silky delights back down in the dresser and turned to face him and was at a total loss for words. Richard said that this could be really embarrassing if this ever got out in the family that I was a faggot sissy boy who stole and wore his sister’s panties. He asked me if I was a sissy cock sucker and I couldn’t find the words to respond and what was only a couple minutes seemed like hours After a long moment of silence Richard said that we needed to talk and that I should come into his bedroom to do so and I figured I wasn’t in much of a position to argue with him so I was right behind him as we entered his room. Richard closed the door behind me and locked it and pointed to his bed for me to sit and he sat opposite me in a chair and again I was not saying anything I was waiting for him to see where this was leading to. Again he asked me if I was a sissy or gay all sorts of nasty things he suggested that maybe I liked dressing like a girl and that maybe we should. Can you cum in my ass without the condom? I swear I have no diseases or anything. I just want to feel your hot cum shooting deep into my ass.” he finished.Typically, this would not be something I would entertain, but something in his voice led me to make the assumption that what he said was true. Additionally, since this was his “first-time,” I wanted to make it special as there is no telling if he would go on to further explorations, not unlike this one. “Normally, I would say no, but for you, I think I can make an exception. Would you like a new position?” I asked.“Can we do it with me on my back so I can jerk off better and we can try to cum at the same time?” he asked.“Sure thing. I just want you to know that I am on the verge of busting a nut and without the added desensitizing of the condom, I don’t know how long I’ll last. But I’ll go slow until you’re ready.” I added. Off came the condom and I applied lube directly to my throbbing cock. He also used a bit more to his asshole.
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