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”She took a glob of lube and smeared it on Jim’s asshole. “Ready baby?”“Ummm… I’m scared.”“Its okay baby, just relax your ass and it won’t hurt. If you clench up it is going to hurt a lot.”Lisa positioned the head of the strap-on at the opening of Jim’s asshole and started to firmly apply pressure. Slowly the head of the strap-on started to penetrate Jim’s ass and he inhaled sharply as the head disappeared into his ass. Lisa paused for a moment so that Jim could get used to size.“Relax baby, Relax! You’re clenching up! I can feel it”“I can’t help it! It fucking hurts!” whined Jim.“I know it does, but you want to make me happy don’t you Jim?” “Yeahhhhhhhh……I do!” Jim stuttered as he tried to fight the pain in his ass.“I got the head in you Jim, you are doing great. Just eight more inches to go baby!”Lisa put her hands on Jim’s inner thighs and slowly, inch-by-inch she slid the strap-on deeper and deeper into Jim’s ass. Lisa could feel Jim’s legs quivering as she impaled him deeper and. “Vascular distribution appears normal. Circumcised.” She squeezed the head. “Urethral opening looks clear, aside from a small amount of pre-ejaculate.”It was the first time a female had ever handled my dick. Even though I was as embarrassed as humanly possible, it still felt kind of good. Now all I had to do was not jizz all over the place.“Everything looks perfect down there, Alex.” She gave my butt one of her friendly pats. “Very nice. Now let me help you back up onto the table.”I reached for my shorts, but she held me back.“You can put those on after we’re done.”As I lay back down on the crinkly paper, I thought about Nurse Cady’s legs. I got a quick look at them, and they were quite attractive. She had nylons on and they made her skin look smooth and perfect. These thoughts did little to distract me from being almost completely naked in front of a woman. At least I still had my socks on to save me from total indignity.“Let’s go through the rest of these survey questions, then.
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