I was honest and replied that I had tried three times with no luck. Katie then asked if I ever thought being watched would help. Of course, I replied ...es.To my surprise, she offered me the chance to go for it right there, despite knowing it was totally wrong in a professional sense. She just requested that I never tell anyone, and naturally, I agreed. After confirming it was really OK, I slid my pants and briefs down to my ankles. I started to touch myself in hopes of getting aroused quickly.. “Oh fuck,” I say, and it’s a genuine reaction: I definitely should not do that. It’s a terrible idea. And my cock is throbbing at the thought of it. “I don’t know man.”“I’m clean, dude. Just slide it in once. Think how good it’ll feel.” As he’s saying this he sort of raising his hips and lowering them so that the head of my cock is brushing against his hole and sometimes pressing into it.“Okay,” I say, thinking sure, just once, just to feel how good it is, then we’ll go back to using a rubber.. More

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