By the end of the staircase, she seems more comfortable with her present predicament. After putting on their coats and grabbing the cookies, Aislin and Calnes go out to the sleigh. He helps her into the carriage, smiling as he watches her move in slow motion. She turns, twists and then lowers herself onto the seat. Immediately, she shifts onto one hip in an effort to avoid putting direct pressure on the plug.“How are you doing there?” Calnes asks in quite a jolly mood. It’s actually little things like this that gets him jolly to fill the role he has been forced into.Aislin squirms and groans just a little bit before replying with, “I’m hanging in there. Let’s go. The quicker we get there, the quicker we’ll get home and back to business.” If there is one bright side, the party isn’t anything formal. Nothing is really formal here. Aislin balances on one ass cheek. Clearly sitting with the butt plug is harder than standing.The ride to the banquet hall is short, only a few minutes. The. Had I known the difficulties and discomfort that were ahead it probably would have withered instantly. Again, home early, rush thru dinner, rush thru shower, skip the newspaper and the TV, and off to bed. Jamie seemed to like the attention, but I could also sense trepidation. By the time we were in the bed I definitely had what is known as a raging hard-on. It even hurt a little it was so engorged. Jamie took one look at it and said, as if speaking to my penis, "Well big boy, you look anxious, but I think you are getting a little ahead of yourself." With that she began to examine the strap-on, adjust it, fondle it, even occasionally fondling my erection. She said I had done a good job getting one my size, and even maybe a tad smaller, but she agreed to continue with the deal much to my relief. I assumed "the position" and as she fully lubed the dildo and my ass, I felt ready. As she started to enter, it was difficult. It was tight, and mildly painful. As the head popped in it was.
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