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When I was in college, I had a slight crush on a guy at work. I was a receptionist at a doctor’s office and he worked between all three locations so he came and went. He was older than me, maybe early thirties, but probably still in his late twenties. He was tall and bulky, not fat at all but thick and muscular. He had dark hair and a handsome face but it was eyes that got me. He actually only had one eye, the other was glass, but I was never bothered by that, his eyes were just so warm. I. This was one of the rare occasions when pain did not turn into pleasure and I cried the entire time she fucked my ass hard with that large dildo. I thought it went on forever, but really it was probably only about 10 minutes when she broke the silence and said “Brandy, cum”. It took a few seconds because I was in so much pain but my training was so ingrained that despite the agony I felt myself cum with my ass clenching on the dildo as I cried out loudly with a painful orgasm. Sasha waited. When we entered her room she laid on the bed and switched on the TV and she asked me to sit on the bed near her. When she laid on the bed, I could see her skirt went up a little bit above her knee and I used to watch that whenever I get chance. After few mins she asked me that she want a help from me. I asked her what’s that?She asked me whether I can apply medicine at her back? Who would want to miss such a chance, and I got very excited after hearing that. But I didn’t show any reaction and. Call me dumb, but the new sensation confused me. It had never occurred to me that he would cum in my mouth. I just assumed he would give me some warning and finish some other way. His cock struck the back of my throat, coating it in his juice. I gagged and coughed all over him. Not the fairy tale ending I guess I was expecting, but it was over. His load went all over his cock which was still spurting but with less energy and output. I could only hope that he would be satisfied with my effort..
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University Student

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