Just the instruction to pull up my panties, and get back to work, not even requesting a blowjob, like the one I’d so enjoyed giving him when the smaller butt-plug had been put into place. When I hesitated, he just looked at me with raised eyebrows and calmly said, “That’ll be all, Miss Steel.” Disappointed, I walked to the door to leave his office but he called out, almost as an after thought, “And Miss Steel, you are having dinner with me tomorrow night at the Duke. Seven o’clock. Don’t be late.” I’m jolted back to the present, hearing the driver tell me we have reached my destination. I pay him and head into the Duke, for what I believe might be a life-changing experience. A hostess shows me to a private dining room Mr. Callahan has booked. Seeing him, I halt, catching my breath. I’m suddenly nervous, not knowing how to behave, now that we’re out of the office. He’s striking in his pinstripe suit, dark hair slicked back, the distinguishing grey at his temples. His sharp grey. I loved it. His fingers began to move between the bum cheeks,and he told me that I had a pretty bum. Then I felt something coldbeing applied to my anus. Very slowly, thought it hurt a bit at first,Chuck worked his finger inside of me, then moved it in and out slowly.I knew that I was getting finger fucked, and I liked it. I tried torelax. It was uncomfortable at first, but as he was so gentle, itbecome rather pleasurable.After what seemed like a long time, I felt him inserting two fingers.He was so gentle that I hardly noticed the pain of being expanded somuch more by the second finger. He fucked me like that for a while,till he felt I would be ready for the third finger. By this time, itseemed that all the senses of my effeminated body were focused in mybum.After a few minutes, I found that I was relaxed enough that I startedto push back at his fingers, whenever I felt them start to enter me.He laughed at me when he saw that, and told me that it was just solike a woman. Then, he lay.
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