Henry's Punishment

I put on the black leather bra and turned to Tania, “Help me with this, luv!” She walked over, and I could feel her hands trembling when zipping me up. 

“How long have you been here?” I asked, my eyes flinging between her and Terry.

“She’s been here long enough, Evie. Would you hurry the heck on? PLEASE!” 

He pushed himself away from the closet, turned and opened it, taking out a small black bag and bringing it over to the desk with the mirror that served as a make-up corner. Opening the bag and turning it upside down, he tossed a collection of dildos and butt plugs onto the desk. I looked at Tania and saw her eyes widening slightly. Just like me, she must have noticed that they were all bigger than your general sized sex toys used for private pleasure. 

“You’ll be okay, Tania. He’ll be concentrating on Evie and the missus. You’ll just probably have to take a couple of those up your arse and wank him off or something.” 

Tania nodded, swallowing hard. Terry carefully returned all the toys into the bag.

“Almost done, then?” Terry asked me and started walking to the door. I reached into the bag and pulled out a raven black wig. “Evie, first go into the little room and talk to him. Make sure you stand behind him; he doesn’t want to see you. Understand?”

I nodded and rolled my hair into a bun, covering it with the wig. I looked at myself in the mirror. What a transformation. From a red-hair girl-next-door to a raven haired ‘mistress’, just like Henry like it. 

“I’ll tell him you’ll be ready in five, shall I?” he asked and I nodded, reaching for my make up bag. As soon as he closed the door behind him, I pulled out a tube of “Pleasure Enhancer”. It was an ointment that deadened the feeling when applied. Recommended by a friend of mine who worked the streets, I bought it just to show how much I appreciated his concern. I never needed to use it. 

I unscrewed the top and offered it to Tania. “Quick, put some of that up your arse,” I said. She shook her head not understanding for a moment. “Put it in, luv. It won’t hurt as much, just do it.” I pushed her away from me. I started applying heavy black eye liner that made my dark eyes look much lighter than they really were. I stole a glance in the mirror at Tania, who had trouble with inserting the ointment. 

“Oh, for fuck’s sake,” I said impatiently and walked over to her. “Let me help you,” I turned her around, gently pushed her forward so that she bent over, pulled her white knickers lower down the legs and squeezed a small blob onto my finger. Her skin bumped up, probably with embarassement. I stretched her butt cheeks with one hand and placed my oily finger on her arsehole. “Ready?” I asked and her head bobbed in consent. She gasped as I pushed in, and I thought of how much fun good old Henry is in for. I pushed my finger deeper into her arse, working it against the walls of her insides, trying to cover as much as I could. At the same time, I saw the little pink bud in the middle of her shaven pussy. Very cute, it made me giggle quietly. Lusting over a child practically, that was the first. I pulled my finger out and repeated the entire process one more time. 

Finally I straightened up, pulled up her knickers and slapped her playfully on her butt. “We can’t put any more in or he’ll know. You can’t tell nobody about this, understand?” Tania nodded in understanding and agreement. 

“Thank you, Evie,” she said and stood there, placing the palms of her hands over her bottom. I wiped my finger off on the little hand towel that was lying in front of the mirror.

I felt sorry for her, but work was work and I didn’t want Terry running in again, screaming his head off. I finished with eyeliner, added some cherry red lipstick and straightened up my wig. Not great, but it’ll have to do. I sat on a chair and pulled up the black 4-inch heeled leather boots that always killed my back. Almost six foot tall already, the boots made me look like a giant. 

“Come on, then,” I said, taking a hold of Tania’s hand and grabbing the goody bag that Terry left out for us. As we were walking out into the corridor, I realized what an odd pair Tania and I must have made walking hand in hand – an accidental witness might have taught we were trick and treating.

We stopped two doors further down the corridor and I squeezed her hand lightly. “Ready?” I asked and she nodded. “You’ll be alright, luv,” I said, bent down and kissed her on the mouth. Her lips were deliciously soft, she kept them closed, and I got an urge to pry them open with my tongue. Then the urge was gone; I straightened up and winked at her.

I buzzed the bell, waited a couple of seconds and entered. Waiting on an answer would be in vain, as the rooms were all soundproof. The buzzer was to tell Henry I was walking in and if he didn’t want to see me, he’d better sit on a chair facing away from the door. We stepped into the very small, almost lightless room. The only glow was coming in from the attached room that was seen through huge window that looked into the other room. It was a one-way mirror, this side a window, a mirror in the other room. I saw that only one light bulb was on in the other room and therefore, both were almost completely dark. Only the silhouettes were visible. Two chairs were positioned in front of the window, one occupied by a small, balding man, whom I have known so well. Henry. Up-and-coming artist, who struck it rich in his late 40’s. Now, he had enough money to play out all the demons from his horrific childhood. And playing them out he did. I walked over to the chair that he sat on and stood behind it. He didn’t turn around. I placed my booted leg on the other chair next to him and he looked at it, then looked away. I followed his gaze and in the other room, where a woman sat on the chair, facing the mirror. It was too dark to make out her features, but I could tell she was very small framed. 

I let my voice drop, trying to make it sound as sexy as I could. “What do you want me to do?” I asked. 

“Punish her,” he said. He was not a scared little schoolboy that he normally was with me. He sat up straight, his voice strong but soft; his shoulders pulled back, his hands resting on his thighs. “Make her sorry for what she has done.” I didn’t need to ask what she has done, chances were she shagged one of his young models. “Make her sorry for what she is not doing.” Again, I didn’t ask, she probably didn’t want to shag her husband, or suck his dick, or take him up her little arse. Maybe she just burnt his dinner. I almost chuckled, but got control of myself before it was actually out. 

“Alright,” I said.

“Make her come,” he said. “I’ll pay you good. Make her come.” 

Henry, you stupid arse, I thought, but didn’t say it. 

“Make her come and then break her down. Punish her,” he gasped and breathed heavily, “make her bleed and scream.” 

I nodded, knowing that he can see my silhouette in the window. 

“What do you…” I started asking but he interrupted: “Everything that is used on me is to be used on her. She has a general idea of what is in store for her. She’s a whore just like you,” he said and I winced. “Except, she won’t do the things whores do. You need to teach her to obey! Don’t muck about! I want her broken and bleeding.” I nodded again.

“This is Tania,” I said and gently pushed the girl forward. She walked around the chair and stood in front of him. “And here is your goody bag.” I handed the bag to him over his shoulder. He reached for it without looking and put it in his lap. 

Then, he tapped the chair next to him in an inviting motion. “Come sit down,” he said to Tania without looking at her. His eyes were glued to the little woman on the other side of the window. 

“She asked for a marriage counselor, and this is it.” and snickered. “Don’t worry, she won’t make no trouble.” he added. 

“What’s her name?” I asked and the answer came before I even finished the question. “CUNT!”

There was nothing more to say, I turned around, took a couple of steps and reached for the door. As I was opening it, I stole a glance at the odd couple that I left behind, saw that Tania was now sitting next to Henry, also staring at the woman in the other room, his hand now resting on her thigh. 

I walked to the door of the room where I would be spending the next hour. I opened the door and stepped in, flicking on the light switch. The room lit up in a softly dim light, coming from the strategically placed bulbs in all four corners of the room. The room was very Spartan. A big old steel bed against the far wall, covered only with a striped gray mattress with no sheets, that creaked at the mere site of it. A chair that the woman was sitting in, a recliner in the corner, a wooden pony in the other corner and a huge antique closet by the entrance. Everything was gray and black, making it looking very drab and depressing. The woman in the chair jumped and turned towards me as I let the door slam close. 

She was a tiny brunette with big brown eyes, looking almost plain. I took slow and deliberate steps towards her, each time pausing slightly when my heel hit the floor. The closer I got, the more I realized that she was not just a plain Jane. She must have been in her late 30’s, her face saggy with worry, but God, was she beautiful. Her brown hair fell softly to her shoulders, small heart-shaped mouth trembling slightly, face free of any make-up. She was dressed in a sleeveless red dress that was too light for the autumn chill. As I approached her, she cringed away from me. I had a right mind to turn around and walk out. There were hidden cameras in the room, as well as microphones that picked up almost every sound and I had to be very careful to do things to Henry’s satisfaction. 

I walked around the chair, and stood behind the woman, just as I had stood behind Henry a few moments before. I was hit by a clean smell of herbal soap. I put my hand on top of her head and turned it towards the mirror in front of her. She looked at me now, in the mirror, visibly trembling. I closed my eyes and ran my fingers through the soft silky hair. With both hands I pulled her hair back into a ponytail, bent over her shoulder and kissed her on the cheek. She pulled away slightly and very softly, I said “Don’t.” As if understanding the undertone, she did not cringe away from my next kiss onto her neck. I walked around the chair, one of my hands now holding the hair, bent down and grabbed the side of the chair, turning it sideways, so that Henry had a clear view of both of us. She grabbed the sides of the chair tightly when being spun around. I let go of her hair and knelt in front of her, spreading her legs and squeezing in between. I cupped her face with my hands, leaned forward as if to kiss her. My face was so close to hers that I could note a faint smell of peppermint toothpaste that she must have used before coming here. 

“Kiss me,” I whispered. She remained still and I could see her eyes welling up with tears. A few seconds passed and I waited. She didn’t kiss me, a tear slipped down her left cheek. 

I leaned back, still cupping her left cheek with my hand, withdrew the other hand and slapped the other cheek hard. Her head would have spun but for me holding it. She gasped and more tears slid down her cheeks. She grabbed my arm and I brushed it off. Again I leaned over almost touching her and said softly, but audibly: “Don’t touch me, kiss me.” This time, she closed her eyes and ever so slowly, pressed her lips against mine. I closed my eyes, too, and kissed her back. It was a lover’s kiss, soft and beautiful. I felt myself feeling a tingle rippling through my body. My lips sucked onto hers, as if I was a man kissing this beautiful woman, my tongue gently pried her lips open and slipped inside her mouth. To my surprise, her tongue brushed against mine, not by an accident, but with deliberate caressing strokes. I sucked onto her tongue, and then brushed my tongue against her small teeth, pulling it out of her mouth and licking her upper and then lower lip as if licking off the lipstick that wasn’t there. I leaned back and looked at her red-flushed face.