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Well...when would you like to do this?"We tried to plan for a few months, but then my girlfriend at the time found out that my friend and I had been hanging out behind her back, and the shit hit the fan. My friend said we would not be able to do this, and we stopped talking about it. Now in 2014, My friend and I were having one of our typical sex conversations, and she was telling me how she was a dominatrix for a little while. I asked her if she ever fucked anyone with a strap-on. She said she fucked her boss for a few minutes. I asked her to tell me about it. She said it basically did not last long and he was super tight. She fucked him with a 6" strap-on doggystyle, and he shot his cum all over the floor. I asked her to describe what it was like, as I wanted to feel like it was me. Instead of doing this, she simply told me "Well...We can set something up B. I know you wanted this for a while" I was giddy like a k** at X-mas. We made our arrangements over the course of a few months:. He was moderately tall and fairly handsome with piercing, deep-set brown eyes and very few lines on his rugged face. He looked about fifteen years younger than his actual age of fifty-five.Jock needed to unwind. He decided to walk over to his favorite watering hole near the pier before heading back to his apartment.Ship’s Rudder was packed. It was Friday night, and a crowd was to be expected, but Jock had never seen it like this. As he waded through the crowd of mostly sailors and longshoremen, his mind was a million miles away. Staring at the floor, he didn’t see the woman standing in front of him and practically knocked her off her feet when he bumped into her.She glared at him. “Why don’t you watch where you’re going?”Jock wasn’t fazed by the woman’s attitude – the wharf was a rough and tumble place, and so was Ship’s Rudder. He was used to that kind of abruptness, as were most of the patrons of the bar. “I’m sorry,” he replied. “It’s crowded in here. I had a rough day.
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