’ She then threw her arms around me. ‘At least kiss me good-bye.’ I demurred. ‘Coleen, it might not be appropriate if we—’ ‘Don’t you find me pretty?’ she said in mild outrage. ‘Don’t deny it. I’ve seen the way you look at me.’ ‘Yes, but—’ ‘No buts. Just kiss me, damn it. Don’t be a prude.’ So I did, which didn’t make bidding her farewell any easier. She tasted really good, like fresh honey, not to mention that her feminine charms aroused me in a matter of seconds. It’s all I could do to pull away and wish her well. Before driving off, I watched as she slung her backpack over her shoulder and headed east toward the boardwalk. Parting from her was indeed a kind of sweet sorrow. But ‘hanging out together’ as she suggested seemed all wrong, though I couldn’t deny my urges—sexual, of course, but also a paternal urge to protect her, to keep her on the straight and narrow. Coleen had been just one offender out of a caseload of over one-hundred and the hundreds, if not thousands more I’d. I was nervous but the discomfort in my dick let me know the six minutes left wouldn’t matter and the money would be mine. I did as he said and bent over. A small part of me was thrilled to be so exposed like the people I had fucked so many times. I felt a cold liquid spread around my cheeks and up my asshole. He had brought a lube, why should I be surprised? He was here for a reason.I felt pain as something warm entered my asshole. It was pain at first but it started to feel surprisingly good and my cock started to get hard again. He moved faster and faster and my body started to warm but I knew I would win the bet until he pulled out. I figured he had gotten off and I had won but that’s when he let me know that had been only his finger. Still with only minutes left, the eighty bucks was surely mine, or so I thought until he pressed his dick against my ass. Immediately it felt good and as he pushed deep into me it was as if a dam burst. This was obviously not his finger but it slid in.
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