The time we set arrived and she was knocking at the door to my apartment. I took a couple of deep breaths and walked over to open it.
Standing in the doorway was the impeccably dressed, beautiful woman, even more beautiful than I ever knew. She was dressed in a white long, overcoat with a white fur collar. White shoes and a white fur hat accentuated her height – about 5' 11' and well-built – obvious even under the overcoat.
“Hello, Maddie,” I said expectantly. “You look simply beautiful.” Truly, I didn't know what else to say in my mostly tongue-tied condition.
“Hello, Jack,” came her response. “Are you going to invite me in?”
“Of course,” I responded quickly. She walked through the door, opening her overcoat, and, I had guessed, a mid-knee white dress underneath.
I closed the door as she entered, and we started walking the short distance to my living room.
“Care for something to drink?” I asked as she sat on the couch and crossed her legs. You could hear the rustle of the nylon rubbing as she did so.
“Love to have some wine,” Maddie answered. “Something white and dray, if you have it.” She knew I did, of course, since she always asked for white wine each time she visited.
I went over to the small bar at the side of the living room, near the corner of the kitchen, and retrieved a bottle of white wine from the chiller underneath. I opened and removed the cork, reached for two wine glasses overhead and poured a bit into one of the glasses, then returned to her at the couch.
“I think you will like this one,” I said, handing her the glass to taste.
“We'll see,” came the response. She sipped a bit, and said, “Very dry. Nice. That will do well.” I went back to the bar, took the bottle and the other glass, and returned, filling her glass a bit more, then pouring mine. Then, I sat next to her on the couch. The smell of her perfume quickly affected me. We drank our wine for a few moments, then she looked over at me.
“Well, my little boy Jack,” she asked, “Have you been a good boy since my last visit?” I blushed a bit and delayed an answer.
“Come now, Jack, ” she added, “There must be something you need to tell me. ”If I have to wait much longer, i will have to assume you are hiding something from me. Come on, what is it?"
Without much thinking, I blurted out I had been masturbating anticipating her visit.
“So, did that make you feel better?” She asked.
“Well, er, no,” I responded. “I knew immediately you would not like that.”
“Very true, little boy,” she said, “Very true. So, what do we do for a little boy who plays with himself?"
“I…, ah,…” came the reply
“Well, then, come over here little boy and we will see what we need to do.”
Jack moved over toward her and, as he did, she grabbed his belt and started to unfasten it, along with the clasp on his pants. They fell to the floor. She beckoned for him to lie over her lap, which he did quickly. As he bent over, she also removed his shorts, leaving his ass bare.
“Good boys do not play with themselves, do they Jack?” she asked.
“No,” I answered meekly.
“What happens when they do, then?" asked Maddie
“Th.they get spanked,” came my answer.
“Anything else?” She asked.
“I don't know,” I answered quietly.
“Yes you do,” she responded, as she slapped his ass once, then a couple of times more. Not hard, just enough to get his attention.
“Well,” I cried, “They get big enemas to make them stop.”
“Yes, little boy,” said Maddie, continuing to spank his bottom. “They get spankings and enemas because playing with oneself is not acceptable behavior.”
Now, the spanking began to hurt as she slapped him even harder. Jack cried out, but it made no difference. She slapped me at least 50 times
My ass hurt and, at the same time, tingled. Finally, she stopped.
“You stay right here,” ordered Maddie, as she rose from the couch and headed for the bathroom. She knew I had already brought out my enema bag, along with some soap and lubricant. “Don't you move an inch, or I will tear up your ass again,” she added.