I sat as I had been instructed at the small table by the door, not knowing what would happen next, waiting patiently and nervously whilst Caroline adjusted herself on the bar stool so I could see the tight leather skirt as it wrapped tightly around her bottom. A business man came into the bar and stood at the bar and ordered himself a drink. I could see him quite clearly eyeing Caroline and ridiculously I felt quite jealous, wanting to go over and tell him she was mine and to leave her alone. Naturally I didn’t and as he engaged her in conversation and she smiled and laughed I knew this was all part of my punishment. I sipped my G & T and tried to ignore what was going on at the bar.

Finally Caroline slipped down from her stool her skirt riding up and just for a second her stocking tops just became visible. I couldn’t hear what she said to him, but he nodded and with a huge smile on his face tipped his glass to her as she walked toward me. As she passed me she crooked her finger an indication I should follow her, so I stood and walked behind her out to the hotel reception area. Her back toward me she pointed at a spot on the floor and it was obvious I was to stop and wait there. She walked across to the cloakroom and handed in a pink ticket, the girl smiled, took it and disappeared inside, soon returning with a long leather coat.

I was transfixed as I watched Caroline slide into her coat, I don’t know why, but this was such a sexy sight, especially as she pulled it around her tightly, pulling the collar up and tying the belt around her slim waist. Finally and it was enough to almost have me cumming in my trousers, she pulled a pair of gloves out of the pockets and started to pull them on. Taking her time the leather seemingly caressing her fingers as she slowly pulled them on, adjusting them here, then there, pulling and twisting until she was satisfied they were just right. From my position I could not tell if they were lined or not, all I could see was they were soft black leather and I could almost feel them as I imagined her caressing my face wearing them.

I was soon snapped out of my imaginings as she stepped forward, her heels clicking on the marble floor, and I obediently followed her out into the street. She stopped and appeared to be waiting, not once having looked at me, just knowing I would be there quietly waiting.

A black Range Rover with tinted windows pulled up at the kerb and Caroline stepped forward and opened the rear passenger door and with very little movement directed me to enter. I did as bid and as soon as I was in the door was shut firmly behind me and the front door opened and she jumped in the front. I could see the driver was blonde and I could see she too was wearing leather gloves, red driving gloves her hands on the wheel as the two girls nodded to each other.
Within a second the car was being revved and we were pulling out into the traffic, Caroline turned round to face me and finally I could get a good look at her. She was truly beautiful and everything I could have ever wanted in a woman from her looks and I guessed probably everything I ever wanted in all ways, but how could a simple guy like me ever enjoy a woman like this. Her eyes met mine for what seemed like an age and butterflies started to take off deep in my tummy, but the moment was soon gone as she handed me a hood. “Put this on.”

I took the hood and obediently pulled it over my head, “Now sit on the floor behind my seat.”

I did as I was told and tried to make myself as comfortable as possible. The car radio was put on and the music was very middle of the road, and I could catches of conversation between the girls. I don’t know what I expected them to talk about, but it was just like any chat you might over hear between two normal girls in a bar. Nothing about torture, or imprisoning, or beatings so I was a little confused, however I had been told before this whole thing began to do as I was told and I would be fulfilled.

I couldn’t see my watch, but I guessed the journey probably took 2 hours, a lot of fast motorway and finishing with a lot of twisting lanes. By now I was dying to relieve my bladder, but didn’t dare say anything, but if I didn’t get the chance soon I would have an accident which would probably impose a punishment I didn’t want to think about. It was then the Range Rover came to a halt and the engine was switched off.

Both girls got out shutting the doors behind them, and as they moved I could hear gravel under their feet. I sensed my door being opened and sure enough I felt my arm being held as I was roughly pulled out of the rear footwell. I stumbled and fell, just managing to get my hands in front of me as I crashed into the gravel my knees hitting first, followed by my palms. I yelped with the pain and laid there for a second or two, the hood stopping me from getting my bearings. The hood was pulled from my head to reveal it was dark and as I suspected I was face down on a gravel drive way.
“Oh do stand up.”
It was the blonde driver who spoke, I slowly stood shaking myself as I did so. I looked around, but Caroline was nowhere to be seen, what I did see was a huge Victorian house, the type you see in TV Victorian drama’s with horse and carriages pulling up at the front door.

“Erm I need to relieve my bladder.” My voice was tiny, even tinier than I expected.
Now I could see her she was totally gorgeous too, tight blue jeans combined with knee high high heeled boots, and a white blouse tucked into the jeans a very thick black leather belt showing off her slim waist.

She smiled, “Well you’re lucky Caroline has gone inside,” she pointed to the left, “that tree over there and be quick.”

As is always the case when in a hurry once you begin you know it’s not going to be quick and going to go on for ages. This was one of those cases and the stream just kept coming and coming and coming.
“My god man what have you been drinking?”
I knew her question was rhetorical so did not answer, just concentrated on finishing sometime this side of midnight.

Finally I adjusted my trousers and pulled up the zip of my fly and returned to the driveway.

Laughing the blonde took my arm. “Crikey man I thought that was never going to end!”

I heard a twang to her accent and decided she was probably Australian, or from New Zealand, however I wasn’t about to ask.

She led me past the large main door and further around the house to a set of stone steps that led up to a small very old wooden door. She knocked and the door opened, she went inside first and I followed. The door had been opened by yet another beautiful woman. This was another brunette taller than Caroline and her hair was more brown than black, but stunningly beautiful. I had seen three ladies and all were stunningly beautiful I couldn’t believe it, or the fact that I was lucky enough to be here and able to admire them.

I didn’t get too much of a chance to admire her as she shoved me in the back to follow the blonde driver who was making her way up a staircase that was obviously a back passage servants’ way. Two flights later she showed me into a large room that was devoid of any furniture. Wooden floorboards plastered walls and nothing else. The moonlight was coming in through the small window giving some light at least allowing me to see where I was going. The blonde leant back against the door jam her boots crossed at the ankles her arms crossed on her chest. “OK hunni take your clothes off.”

I wasn’t surprised I had expected this and slowly undressed to my pants and socks.
“All of it sweetie, all of it.”

I did as I was told and stood naked and vulnerable before this blonde my hands covering my now tiny prick as I was starting to get a little scared, as I had no idea what was coming next.

She smiled and turned, “Follow me cowboy,” the laugh in her voice making me even more nervous.

It was a long walk and as we progressed so the decorations within the house improved and I guessed we were moving from servants’ quarters to main house. We walked out onto a landing which put us at the top of a huge staircase so I knew we were certainly in the main part of the house. Oil paintings adorned the walls, lush carpet on the floor and gold leaf on the ornately plastered walls put us firmly in the main rich part of the house. We stopped at large double doors at the top of the stairs and the blonde knocked on the door. She waited her ear to the door and when there was a response she opened the door and gestured me to enter.

I walked into the room and when I could see the scene before me I gasped with shock. Caroline stood in the centre of the room wearing a black basque that pulled her waist in so tight her wonderful soft breasts bubbling up over the top. The finest black sheer stockings perfectly worn on the steel suspenders from the basque, black high heeled shoes, and to complete the picture the longest softest black leather opera gloves I had ever seen. They almost came to her shoulders. Now that would have been enough for any man, but that was just the start.

Standing to her left was the brown haired girl that opened the door downstairs. She was wearing a red satin basque which again pulled her waist in tight, the same black stockings perfectly worn, but she had thigh high boots and her gloves just as long just as soft and just as leather, but the same red as the basque.

Finally to Caroline’s right stood another picture of beauty. However this was something different again, as this blonde was totally naked except for a pair of knee boots and long elbow length dark blue leather gloves. She stood legs apart so obviously proud to be naked, hands on hips and this wonderful view of long lips with a slight glisten on them peeping out of her pussy.

Caroline broke the spell when she finally spoke, “Put your hands behind your back.”
I did as I was told without thinking and of course this left me open to ridicule and I waited for the remarks and insults, but they didn’t come.

The brown haired girl walked forward and stood before me looking me up and down and taking a great deal of interest in my small scared prick. She lifted her head and looked straight into my eyes, “I’m going to milk you dry.” And with that leant forward pressed her mouth to mine and pushed her wet and warm tongue into my mouth which I willingly accepted. As her tongue explored my mouth her gloved hands started to explore my body and now there were stirrings from my prick which slowly began to wake. When she felt it press against her inner thigh she pulled back and struck me hard across the face. I was shocked and yelped and couldn’t understand why we had gone from being locked in wet warm mouth embrace to me being slapped.

Caroline was smiling, “There are rules, but if we told you what they are this would not be nearly as much fun. So it is for you to discover the rules as you go along and the more you get right the more pleasure you will have. The more you get wrong and the more pain. Do you understand?”

I nodded that I did, but who could be sure of anything surrounded by these beautiful leather gloved ladies.

The naked blonde stepped forward and taking me by my cock led me across the room to stand before Caroline. Caroline put a finger and thumb on both of my nipples and started to squeeze. Squeeze and twist. Twist and squeeze, the more it went on the more painful it became, but at the same time the blonde was standing on my right side with my balls gently held in her palm as she gently rolled them in her gloved hand. On the other side stood the brown haired girl who had one gloved hand gripping my now growing cock gently sliding up and down my hardening shaft and the other exploring my arse regions. My hands behind my back I slid a hand onto the brown haired girls bottom and she wiggled with encouragement. So seeing this was allowed I slid my other hand onto the blondes perfect bottom sliding my finger into the crack of her arse searching when suddenly without warning I was yanked backward, and taken so completely by surprise I was soon on my back and felt a cloth covering my nose and mouth, I looked up and saw the Australian girls face smiling down at me as I started to lose consciousness and drift away.

When I awoke I was unable to move, my wrists shackled to an upright frame as were my ankles, it was like a door frame in the middle of a room. This room was not plush like the other, but it did have furniture and it slowly dawned on me that rows of chairs were laid out facing the frame I was in?

It was then the door opened and Caroline walked in. “Now the fun starts, I’ve told them what a nice guy you are and how you will be one of the best ever, so don’t let me down.”

I started to stammer a reply, but she put her gloved hand firmly over my mouth.
“No need to reply I know you will be spectacular.” With that she patted my bottom and walked back to the door. Mystified I just stood there waiting not knowing what my fate was to be and knowing there was little I could do about it anyway.

Then the door opened again and a line of women started walking into the room. Loads of them, old ladies in their 60’s, maybe older, younger girls probably just out of high school and every age in between. I didn’t count, but I guessed there must be at least 30 of them. Giggling and chatting they took their seats, shuffling and moving around, looking, or worse pointing at me. By now my prick was almost inside my body and probably so small no one would ever find it again.

The two girls from before entered the room, they were wearing the same clothes as before except the blonde was now wearing a thong, and came and stood beside me facing the audience.

Caroline walked to the front of the room. “Ladies as you are aware we were due to have 2 males today, but sadly the other couldn’t be with us so our victim here will have to be twice as good as normal.” There was a small ripple of whispering around the ladies. Caroline continued, “I have no doubt at all that he will give us everything we require and the fun we seek. So let’s begin, to start Lucy will use her talents to ensure we have a cock that is worth working with.” Caroline turned toward the door and Lucy entered, and Lucy was the Australian girl and was wearing nothing at all, and probably had the best body I have ever seen. God she was stunning before, but now naked she drove me wild just looking at her. She walked to the corner and from behind a screen pulled out a small table on wheels which she wheeled across the room to me.

She removed shaving soap and a brush from the table and began to lather the brush using a small bowl of water. Next she began to lather my balls and upper thighs and was soon using the razor to remove the pubic hair. She was gentle and it was the most pleasant experience as slowly I watched my hairy cock and balls being shaved. Finally with a flourish she lifted my cock with one hand and using the razor cleaned the last bit. She turned to the audience and received a rapturous applause. This was all becoming quite surreal. Next she took a pair of wrist length leather gloves from the table and pulled them on making sure they fitted properly, held them up for me to see and then dropping to her knees took my balls in both her gloved hands, holding tightly she sucked my cock into her mouth. Her head didn’t move at all, her body didn’t move, but inside her mouth the most amazing things were going on. It was like a light vibration, as her tongue and mouth did things I had no idea what, but were giving me sensations I had never experienced before.

While this was going on I could feel things happening behind me and then I felt something sticky being pushed between the cheeks of my arse. It was quite hot, but soon started to cool and I had no idea what it was. Then with the most incredible ripping sound and the most awful pain it was ripped from my arse and the penny dropped my arsehole had been waxed. I screamed and thrust which of course pushed my now hardening cock further into Lucy’s mouth. She in turn squeezed my balls so hard I screamed again and then in almost no time another ripping sound as another lump of hair and roots was ripped out of my body. I hung there for a few seconds as Lucy had my balls held tightly in her hands and my cock in her mouth all the way to my balls.

Then the sensations in my cock took over and I felt as if I was going to cum and then it subsided and then it happened again. Each time I was sure I was going to cum my body twisted on the frame and there was an appreciative ripple of applause around the room. Finally though she stopped and I was able to relax, but I couldn’t believe the size of my cock it was bigger than I had ever seen it before.

Next the brown haired girl came and stood next to me while the blonde put her hand through from behind squeezing and gently tickling my balls the brown haired girl slowly started to work my cock up and down. A little fast and then a little a slow, fast and slow keeping a rhythm that my hips were happy to join in with. I could feel myself starting to cum but so did she as she worked my cock like an expert now slowing down again and building the tension in my cock to a point of pain. With the blonde now squeezing my balls so expertly the glove on my cock finally pulled back to the bottom of the shaft, a leather gloved finger slipped into my arse and my cum exploded in a huge high arc like I had never before seen. It was amazing and I couldn’t believe it. There was a huge cheer from the room as I hung limply on my frame as I watched the gloved hand milking every last drop of cum out of my still rock hard cock. Seeing my cum dribbling over the fingers of the black glove made me feel so bloody horny and that I could probably go again.

I didn’t get the chance think about that, Caroline had invited the audience up and one woman about 40 had pushed everyone else aside dropped straight onto her knees and started to suck me, licking the cum off me and relishing the taste. In fact I was surrounded by women touching and probing every part of my body. I looked up and Caroline was on the other side of the room me smiling at me. I had 1 woman practising her prostrate massage techniques on me while another 3 sucked, licked and jerked my cock. It was all getting painful now and I looked pleadingly at Caroline. She came over and whispered in my ear, “You only have 3 more hours of this, come on its every mans dream isn’t it?” Then she placed her leather palm on my cheek, “When they have all gone it will be just you and me and I promise I will make all the hurt go away and make you feel better. You will have a whole day with me and my gloves before you have to perform again for our ladies.” “Again?” I was incredulous. “Oh yes you are our sport now until we tire of you.” And with that she left the room and me to the ladies.