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A Sissys new start

We were sitting in the next bar at the back and i watched the bar-boy work his way round the tables. He was slightly older than me but not by much and looked equally skinny. He wore shinny tight cycling shorts and a cropped vest top, at every table he cleared he got a pat on the backside or even a little squeeze, sometimes more of a grope. He seemed to take it all in his stride though and was getting the odd bill, tipped into his shorts.
Eventually he made it to our table. I could not stop staring at him. I had thought he looked like he was sweating from the work, but realised close up he had a subtle coat of oil on his legs and torso. He was also wearing a little makeup.
I was so turned on. "I'll do it", I told Carl, but I'll need some help.

The next morning Carl took me to see Paulie, who turned out to be the bar-boy from the previous night. "Paulie, this is Dani, the guy i told you about" Carl shouted through the crack in the door, "can you get him ready for tonight?". "Sure" came the groggy response from behind the door and it opened a fraction. "I'll leave you girls to it then" winked Carl and he sloped off. Nervously I crept into the apartment. Paulie was standing in the hall wearing a cropped t-shirt and thong. Turning and showing his peachy ass he beckoned me in and indicated a chair.

"So you are the virgin from out in the sticks huh?"
"Errr yes i guess" i answered blushing. "Theres no easy way to ask this, so I'll just ask ok? Top, bottom or vers?" said Paulie. "What? Oh err, bottom i think."
"Good, you better strip off for me, i need to see what I'm working with".
Two hours later, Paulie had waxed, shaved and preened me all over. It felt wonderful. I was examining my ass in a full length mirror when i registered Paulie was grinning at me. "You'll rake it in Dani, you look great". I grinned back, burst into tears and hugged him feeling like myself for the first time.

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