We only went in far enough that we couldn’t be heard. He waited, arms crossed, bag clutched in one hand. I looked out into the street. It seemed safe enough. I said, “Yes.” “Yes, what?” “Yes, I get spanked.” The admission was painful, but it ended one part of his harassment.
He smile turned into a smart assed grin. “Was it a one time thing?” I waited then said, “No.” He said, “So you get spanked regularly?” I looked out into the street. No one was paying any attention. “Yes.” “Do you need to be punished often.” I looked up at the barely visible sky pasted between the two buildings, “Yes.” “Yes, what?” “I need to be punished.” “I bet you don’t like you spankings.” I looked right at him, “No, I don’t.”
He took a moment, inspected me again, and said, “You must know how to keep it a secret.” I sarcastically said, “I try.” But something about him reminded me of Rodney, Thisley, Farrelli, others who have put their hand to me and those others yet unknown to me who would be putting their hand to me as well. I was getting a little nervouse, “You won’t tell anyone?” “No. But I won’t be taken for a fool. Lift up your pullover.” Wary of his motives I asked, “Why?” “Because I said so.”
“I just told you I was spanked.” “Do as I say Ms. Dupree. I can make things very difficult. I can tell people about your little secret. Hurry up now.” I lifted up my pullover and tucked it into my sash. He turned me around and gave my panty a tug down..
“Whoever has been spanking you knows what he’s doing. He’s left room for a little more. I said, “He always does. They always do.” “Really? How many people spank you, Miss Dupree?” I waited then said, “Several.” “Generally a girl has one spanker. Why so many?” I said, “It started with one and….” Left it at that.
He smoothed his hand over my bottom. “You got it very hot. Are you usually spanked hot?” “Yes.” “You probably need it hot.” “Yes.” “Good. Spread your legs.” I did what I was told. He tugged my panty down to my thighs. “Good girl. You know what to do. So you’ve been trained well.” “Yes.” He asked, “Was it hard to train you?” “Yes.” “But now you do what you’re told.” “Yes.” “Even if someone has never spanked you before?” “Yes.” What else was I to say?
He ran is fingers over my bottom again, “Does it hurt?” “Just sore, sir.” The “sir” just came out of the training. He ran his fingers up my bottom then under to rub my pussy. I let out a little moan. “So you’re a hot girl” I said nothing. “Do you like to fuck?” I said nothing. He said, “Do you fuck like a whore?” I looked at him and said, “I like to fuck, okay?”
“I understand the kind of girl you are. Being respectable is hard. You can be deviant, wild, shameful at times.” He slipped his finger into my pussy and curled his finger so that it worked my clit slowly. He was controlling me. He knew I liked to be controlled and he knew I could be controlled very easily with my pussy. With his other hand he undid my sash and pulled off my pullover and dropped it to the ground.
End of Diary of A Rich Girl – Chapter 153, by Carrie
Diary of a Rich Girl to be continued…
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