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I grinned broadly; the simple pleasures in life.Less than thirty minutes later, we docked at Key West. The girls jumped out and went for ice cream. I filled the tanks and paid, then waited, and waited, and waited.I was of half a mind to leave them stranded here. Knowing Rory, she’d just go shopping and take a taxi home. Not much fazed her.Sitting on the aft bench seat, I thought about her. Rory was a constant source of surprise. I knew she could be grumpy. I knew she could be feisty. And I knew she could even be shy at times. I’d experienced all those traits as she’d grown up.What I’d never expected - who would? - was her attitude towards sex. Emotionally mature, she understood as well as I did that what we were doing was illegal in the strict sense of the law. She understood the risks, too, and showed it by being very, very careful when we were out together, making sure no overt act could be noticed.But.Rory was the most uninhibited girl I’d ever known, bar none. Experiencing her. It kept coming on and for a minute I though it would tear my asshole when it suddenly popped in. I let out the breath I was holding and waited for more. The machines settings had it thrust a little forward then back out until just the head was in then a little farther forward. It continued this until I was taking the entire 8 inches of cock. She seemed satisfied with everything and said, “OK I will leave you two alone. Goodnight.” She turned out the light and closed the door once again.The machine continued its slow assault of my ass. I could feel every ridge on the cock as it came out and went back in. The big head was rubbing against a spot inside me that was making me feel like I had to pee, but different. I knew she said something about my prostrate gland. I could feel the pressure start to build under that spot and I knew what it was. I was going to cum soon. Back and forth the cock went, somehow sensing that I was getting close. It was actually picking up speed. I felt like I.
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