Anna wiggled a little and a long slow breath escaped her lips. I pushed on the little plug and it started to go in. When I had about an inch in I stopped pushing. Anna seemed to relax a little when I stopped pushing. "That's right Anna, just relax. It won't be so severe that way." With that I gave the plug a twist and pushed it the rest of the way into her ass. Anna sucked in her breath hard. Her ass cheeks automatically clenched together and the butt plug was in place. "Now put on those tap pants Anna," I directed. Anna picked up the pants and stepped into them and said, "Yes, Sir." She pulled them up and adjusted them so they were smooth across her ass. "Anna, now put on the slip." She walked somewhat difficultly back to the bed and took up the pink and gray lace slip and pulled it on over her head. She pulled it down as far as it would go, reaching just past her "Y". "Now, Anna, stand in the middle of the room and let me see if everything is ok," I told her. She moved to the. " Sure....I'm just glad to be out of the house. And hanging with you. DidChase call you last night?" Yes, he did, he and I are now boyfriend and girlfriend, sort of. He's areally nice boy and would have been a good boyfriend for you...excepthe's just not your type. What kind of boy do you most like? Maybe I canplay matchmaker for you?"Maybe this was my opportunity to have the Conversation. But it was bestto feel her out first. "Well, I don't know how much my parents thinkabout me going out boy hunting. They can be kind of...active in makingsure I'm the girl they want me to be. Ever notice that?" Yes, they do seem a bit strict to you, and I don't know why. Maybe youdid something stupid or they think you did. Or maybe they're just beingoverprotective. If I'm out late my parents tell me off, but they don'tmind if my brother goes out late without telling them." She looked at me."Do they have any reason to act like they do?"Well..." go easy here...easy... "I just think I'm not the girl.
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