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“I don’t think I am a very good manager, Abby. In fact, I am sure I am not. I am great at working a company, organizing it, improving it, putting the right resources where they are needed. The people aspects …” he shrugged, “not so much. I have found great people to help me with that but … you are right. Of course you are. So, how should I do that?”For the next hour, we talked. Maybe part of my talking was the bourbon. But he was easy for me to talk to. He was real. He had opened himself to me and I doubted that had happened often before. People with insecurities don’t reveal them easily. Something happened during the night that the youngest office member and the CEO of the entire corporation connected.“You make it sound so simple.”I shook my head. “No, its not. Personalities are so different.”We paused. Nothing was said for minutes. Then, “You said I was right about not approaching …” He was glancing at my breasts. I knew what he was seeing because I could feel what was happening.. .." was all she could get out."I want to make you feel so good, baby," I reassured her.I reached between her legs all the way under her ass and then slowly traced her ass crack with his finger all the way to her clit. I pulled her thighs open wider and did it again. Katie sighed and moaned at the contact I was giving her.I traced her ass crack one more time but stopped with my finger on her pussy and began a light massage."Do you want me to finger fuck you, baby?" I-yes.... it feels so good when you touch me."I pushed my finger into Katie's cunt and she arched off the bed. I then pushed a second finger into her saturated pussy and she began to shiver a little."Oh, CJ, I'm going to cum!"I increased the pace of my fingers inside her until she exploded on them, gasping and moaning as she came all over them."I think you're definitely ready to be fucked," I said softly once she had finished her second orgasm."Do you think your cock will fit inside me? It's so big...."I rolled onto my knees.
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