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But she had not considered him to beanything that would be more than that and if he had started to think thatit was, then there would be complications that she was not sure aboutfrom now on."No," he said. "It's not dating. A date would at least involve flowers." So what is it then?" she asked him."Let me ask you a question," he said. "If you were still a man or hadshifted into another man and you became friends with a woman and havebeen doing what we have been doing. How would you feel?"Jenny leaned back into the faux leather of the chair. "I'd probablyinsist on paying most of the time too," she admitted looking down and abit away."That's just it," Derek said. "If I didn't do this or at least try to, itwould just feel wrong to me. Like I'm taking advantage of you." Look Jenny I like you," he continued. "You're my friend and I wouldreally just feel better doing this. So can I just go and pay the checkand we just drop this?" Derek," she said thinking about how she wanted to say this.. I attached the ankle restraints and he was now completely naked in a spread eagle position across the bed. He looked so vulnerable but was still somehow completely calm. I guess he really did trust me. Or maybe he still thought I was too boring to do anything really wild. I was about to change that thought. I grabbed his cock and began stroking him excruciatingly slowly. He let out a moan as I stroked. The Viagra really did its job, as he was harder than I had ever felt. After about a minute, I stopped playing with his dick and grabbed the lube. Time to make things interesting! I squeezed a big glob on the tip of my finger and before it had time to drip off, I swiftly applied it to his asshole. He tensed up when he felt it make contact. “What the fuck?!” He yelped. I ignored him and his panic and began working the lube into his ass. Slowly, he relaxed and I slipped my middle finger inside him. “Babe, that feels amazing! What made you want to try…” He trailed off as I pushed a.
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