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I rubbed my hands up and down my dick. Then squeezed some on Derek's butthole. He flinched, but unlike Amanda he stayed quiet. He was being stoic.I stroked my dick and contemplated what I was about to do. I realized I better get it over quick or I would chicken out.I got on my knees behind Derek and walked into position. I wanted to ask him if he had had anything in there before, but knowing Amanda she'd probably strapped on a dildo and fucked him with it.I put one hand on his hip and the other on my dick and pushed it at his anus. When my dick head was against it I put my hand on his other hip and pushed gently.I was afraid to push too hard because he was a virgin. At least, he was a virgin to having a dick in there. Then I felt his hand on my shaft, guiding me into him, just like a girl would do.My dick head went in and he sighed. It was half moan, half sigh. I put a little more lube over my shaft and pushed. It went in a little easier than with Amanda. Probably because Derek. Still, I was flattered to be chosen and would do the best I could. Plenty of lubricant, patience and gentleness and she would crown me King of the Cherry Pickers, I hoped.We quickly made ourselves presentable and were seated comfortably in the lounge when Ruth arrived home with her friend, dark-haired, attractive, with smallish boobs that matched her slim build."Hi kids, did you have a good time? This is my friend Sue, we've known each other since school. Got married and divorced about the same time. She's lucky, no kids." She laughed and hugged Zelda to show she was teasing.Sue didn't stay. "I live in the same block. Just had to come and meet you after the big build-up from Ruth," she said with a dazzling smile. "Might see you all over the long weekend, " she added as she let herself out.Zelda made coffee for Ruth and me and then excused herself, saying she had to get up early for her trip to Pretoria for her dad's birthday.We sipped our coffee in companionable silence until Ruth.
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