Sweet November Ch. 10

Literotic asexstories – Sweet November Ch. 10 by azrael13,azrael13
Friday, November 15th

I woke at five as usual. Normally I would be excited that it was Friday and that the week was nearing an end, but the way things had been going lately, I was having more eventful weekends than weekdays. Nevertheless, I got myself off of the floor and prepared for another day at the office.

As I showered and shaved I became even more aware of the aches I felt in my ass. Yesterday’s ordeal must have been harder than I realized and masked by the on-looking crowd. Once I finished shaving and showering I took some Tylenol and finished getting ready before preparing Jess’s breakfast and heading off to work. Jess allowed me to return to wearing panties instead of the chastity device, but I was warned not to pleasure myself without permission. I nodded my understanding as I headed out the door.

I did not have much to do once I got the office, although, I did have to explain where I disappeared to after lunch. Thankfully my fellow employees bought it when I told them I had a few properties to check in on for some out-of-town clients. Then I got back to tidying up the deal I finished yesterday.

Once I got everything turned in, I returned to my office to check my calendar and make sure I had everything done up to this point. I was surprised to find I was scheduled to be on vacation all next week, so I set out to find out what the office manager knew about this.

When I got to her office, she was a bit confused to find out that I did not know what was going on. She told me that Jess had called her while I was out a while back and set it up. Then she apologized because she thought maybe it was supposed to be a surprise and I was not supposed to know.

I told her not to worry about it, and that I would not let the ‘cat out of the bag’. As I walked back to my office, I could not help but wonder what Jess was up to. I must have been border-line useless for the rest of the day, since I could not keep my mind on my work. I was dying to know what she had up her sleeve. Finally I was able to concentrate enough to get what needed to be done, done, to ensure all was well while I was out. Then, before I knew it, it was time to head home.

I packed up my briefcase and headed towards my car. When I got there Jess was sitting in the driver’s seat. “Get in,” she demanded as she gestured towards the empty passenger seat. I quickly tossed my briefcase in the back and complied.

As she pulled out of the parking lot Jess explained that a friend had dropped her off to pick up my car and that I would not be needing it this weekend. Then she proceeded to one of our favorite restaurants where we ate and chatted for about an hour-and-a-half. The mystery of the weekend still loomed over me, but I knew better than to ask any questions without permission.

Finally Jess paid the bill, and we left. She drove us to a nearby hotel and led me up to a room she had already checked into. I was a bit shocked to find the suite she had gotten was so lavish. It even had a hot tub right there in the room. She just stood near the door watching me while I took it all in.

“Strip,” she commanded. Apparently she decided I had looked around enough and it was time to get down to business.

Once I was completely naked, she pulled a plastic bag from the closet and placed all my clothes inside. Then she opened the door to the hallway and left.

I waited a few minutes to see if she would return, but she did not. Then I began to search the room for any signs of clothes. I checked the closet and every drawer, but they were all empty. The only things I found were towels and one white cotton robe.

Suddenly the phone rang. I rushed to answer it. Sure enough, Jess was at the other end. She told me that the room was all mine for the evening and that I would receive no visitors. I was allowed to do whatever I wanted except pleasure myself. I could even order room service, but I would have to answer the door in the robe. The last thing she told me was that someone would come to pick me up at seven o’clock in the morning and I had better be ready to go. Before I had a chance to say anything, she hung up.

Wonder raced through my mind once again. I had no clue what she had planned. Based on her other surprises, I would not dare fathom a guess. Finally I decided to take advantage of the hot tub. I hoped it would help ease some of the soreness in my muscles, and it did.

After spending some time in the hot tub, I decided to get some sleep. I thought about getting a quick snack from room service, but decided not to, since I had nothing to tip. Besides, knowing Jess, I probably was going to need the extra sleep anyway. I set the alarm for six and easily drifted off to sleep under the covers of the soft, king-size bed.

Saturday, November 16th

I slept like a rock on the amazingly comfortable bed until the alarm went off promptly at six. I hit the snooze a time or two before I finally pulled myself out of bed and got in the shower. As I cleaned up, I realized that I only had shampoo, soap, a brush, a toothbrush, and tooth paste. I had no way to shave and nothing to hold my hair in place. I hoped this was planned and acceptable and did the best I could with what I had.

Then the phone rang. It was Jess again. “It is now 6:45,” she said. “Someone will be arriving in about fifteen minutes to take you to your destination. Do exactly as they say, and you will have a wonderful time. I will see you this afternoon.” Then she hung up. Once again, she allowed me no chance to speak.

I returned to the bathroom to finish getting ready. I did the best I could fixing my hair and preparing for the unknown. Before I knew it, there was a knock at the door. I answered it wearing the only clothes I had available to me, the robe.

“Good morning,” the woman at the door greeted. “Are you ready to go?”

I was only slightly surprised to see the Asian girl from the previous weekend standing at my door. However, instead of the schoolgirl outfit I had seen her in before, she was wearing a sexy black chauffeur get-up, complete with hat and heels.

“In this?” I questioned, referring to the robe I wore.

“It’s that or nothing,” she responded and waited for my reply.

I shrugged my shoulders then tied the waist belt tight around me as I pulled the door shut and followed my chauffeur. We walked briskly down the hall towards the elevator which led us to the lobby. I was having a bit of a tough time keeping up with her and an even harder time keeping my robe closed. We got a couple of strange looks from the visitors in the hotel lobby as we headed out to the car. One man even gave me a thumbs-up sign as we walked past.

Finally we got outside, and she opened the back door to the Town Car for me to get in. Then she jumped in the driver’s seat and took me to my destination. She said nothing as she drove. Curiosity once again ruled my imagination.

About twenty minutes later, we pulled up in front of a two-story house, white with blue shutters, which looked as though it was built in the early 1900’s. It was beautiful and obviously well maintained. My driver got out of the car and came around to my side to open the door.

“Go on in. They are expecting you,” she said, as she closed the door behind me and returned to her side to drive us away.

I looked around at the neighborhood quickly before I walked up the many steps to the front door and rang the doorbell. When no one answered the door right away, I got a little anxious. I hoped no one would see me standing on the front porch in just a robe.

The minutes, that seemed to pass by while I stood in just my robe out in the November breeze, were in fact only seconds when someone opened the door and let me in. The woman who opened the door was only mildly surprised by my outfit. She looked to be about forty years old by the style of her short curly hair and subtle laugh lines on her face. She was an attractive woman with beautiful blue eyes and a pretty smile. She had a medium build that was a little tough to make out as it was hidden beneath a white smock much like the ones I was accustomed to seeing on the women at make-up and perfume counters at upper-end department stores. She may have been wearing shorts or a skirt, but it was tough to tell by the length of the smock. Nonetheless, her legs looked tan and beautiful even though she wore comfy white tennis shoes in lieu of heels.

“Julie is waiting for you,” she said, pointing to door at the top of the stairs. “Let me take your robe.”

Figuring I did not really have a choice, I removed my robe, handed it to her, and headed up the stairs.

“Nice ass,” she called, as I climbed the stairs completely naked.

“Thanks,” I called back. I reached the top and knocked on the door.

The door soon opened and Julie stood before me. She looked me up and down as we stood there until a little smile came to her lips. Julie looked much like the woman at the door. I found out later that her name was Jenny and that they were sisters. She too, must have been close to forty. Her eyes were the same beautiful blue as her sister’s, but her hair was long and straight. She wore it back in a ponytail held with a white rubber band that matched her smock. Again, I wondered what she was wearing underneath as no sign of shorts or skirt could be seen. Her shapely legs were the only thing extending from the bottom of her uniform down to her naked feet.

“It’s nice to finally get to work on something as beautiful as you.” Julie said, as she reached out and ran her open hand over my shoulders and chest. “Usually I just get hairy, overweight businessmen.” Then she proceeded to walk around me caressing my back and buttocks before standing in front of me once again. She eyed my now-growing member with approval, and then gave it a quick squeeze with her thumb and forefinger, before turning back around and stepping all the way in to the room from which she came.

“Go ahead and lie down on the table,” she instructed, as she motioned towards a long cushiony table in the middle of the room. Then she went to the sink and applied some oil to her hands.

I lay face-down on the table as I waited for her to approach. I could not help but think this was too good to be true. Just then she poured a small puddle of warm liquid on my back and proceeded to give me a deep-tissue massage. For the next forty minutes she massaged me from head to toe. The sensation was amazing, but I still could not help but wonder what was going on.

“Roll over for me, please,” she said, as she added more oil to her hands in preparation to massage the front of my body.

I was so relaxed that I did not even think to try and hide the erection I had gotten from all of her touching. She seemed to be pleased that I had not, but instead of grabbing it, like I could tell she wanted, she began to massage my feet instead. Once again she worked her way up and down my body sending incredible waves of pleasure throughout.

After another half-hour had passed, she finally reached my groin. She massaged the edges surrounding my balls and cock, causing my erection to grow without hitting the most sensitive spots. Then she cupped and fondled my balls with one hand as she massaged my anus with the other. Pre-come began to soak the tip of my cock as she rolled my balls back and forth in her hands and gently rubbed my hole. By now I was beginning to moan softly and held back the temptation to beg for release hoping she would give it anyway. Finally the moment arrived.

With my eyes clinched tight from shear enjoyment, I felt her hand grab my throbbing member and slowly stroke it from top to bottom. She truly was a master of her trade, as she continued to fondle my balls while she slowly picked up the pace. My orgasm seemed to build as every second passed but it never quite arrived. The pleasure I felt was intoxicating as I now found it next to impossible to stay quiet or remain still while she stroked my cock methodically. The moves she did on my balls seemed to hold my climax in limbo creating an incredible sensation within me. I wanted so badly to come, but at the same time, I did not want it to end.

“Come now,” I finally heard her whisper, as she released my balls, squeezed my cock tighter and then picked up the pace. Without another second passing, I felt my entire body spasm in one of the most intense, body-consuming orgasms of my life. As I shot my load, I felt the flood of warmth and coolness alternate through my body in indescribable fashion. The orgasm itself had not lasted as long as many I had, but the build up and explosion was like none before.

As my mind came back to me and the room stopped spinning, Julie took a warm washcloth and wiped me clean. “When you are ready, we will go to the next room,” she said, and then threw the towel in a hamper and returned to the sink once again.

I sat up on the edge of the table to indicate my readiness. She glanced down at my now-soft member and then winked before leading me to the next room. Once inside, Julie inspected my body for any stray hairs and removed them. Then I was told to lie comfortably in a big old-fashioned bathtub. After that, she put a cool, jelly filled mask over my face, placed a small pillow behind my head, and told me to relax. After the experience I just had, that was not going to be a problem.

The next thing I knew, she began to fill the bath with a warm mud-like substance. Apparently, it was supposed to help me relax even more as well as help my skin. I was not going to argue. I was just enjoying the ride. Once my body was covered up to my shoulders she reminded me once again to relax and said she would be back in about an hour.

Shortly after she left the room I must have drifted off to sleep. The next thing I remember was Julie removing my mask and standing next to me. She asked how I enjoyed it and then took my hand to help me out of the tub. Once I got out, she pointed me to a shower in the corner to rinse off. I turned the hot water on in the shower and quickly rinsed myself off. As soon as I got done, Julie was standing there waiting for me with a fluffy white towel to dry me off.

She took her time patting me dry and then led me to the next room. I was handed the white terry cloth robe I had worn from the hotel and told to have a seat while Julie left me alone again. The chair I sat down in was a swiveling barber’s chair covered in white vinyl. The room I had been led to looked like a small salon. It had a sink and cabinets like some of the salons I had taken my wife to, but just the one barber’s chair.

In just a matter of a minute or two, Julie returned carrying a bowl of Chicken Alfredo and a glass of water. She handed the bowl and a fork to me and then placed the glass on the nearby countertop. “Enjoy!” she chimed, and then pulled a small stool in front of me and grabbed my right foot. She poured a little bit of lotion on my foot and toes and then massaged it in. Then she proceeded to the left foot. From there she went on to give me a complete pedicure, except for nail polish, while I ate my lunch. Once I finished my lunch she moved up to give similar treatment to my hands and finger nails.

I had never had a manicure or pedicure before, but this was definitely something I could see myself doing again. My hands and feet had never looked or felt this good before.

After a total of an hour had passed, she stood up and spun my chair around and leaned it back towards the sink and told me she was going to wash and style it for me. The shampoo and conditioner she used seemed to have some sort of menthol in it and caused my whole head to tingle while she rinsed it. Initially it felt weird, but once I got used to it, it was nice.

Finally she dried my hair and trimmed a little around the edges and on my neck. Then she applied some gel and styled my hair as well or better than if I had done it myself. As she spun the chair around to face the mirror, so that I could admire her work, I saw that my chauffeur had returned.

“Are you done with him, yet?” she asked pleasantly, but directly.

“Just about,” Julie answered. “I just need to get him dressed and take care of a couple little details.”

“That’s fine,” she responded back, “I am a bit early anyways. I’ll just wait downstairs in the lobby.”

Then Julie led me to yet another room. It was about the size of the last room but it contained only a white leather loveseat and several full-length mirrors. On the love seat was a medium-sized cardboard box with my name on it, but it still appeared to be sealed. Julie picked up the box and ripped the tape off effortlessly.

“Throw your robe on the couch and stand right there,” she directed, as she sat down on the love seat to inspect the contents of the box. “Perfect. It looks like everything is here.”

The first thing she pulled out was a small bottle of baby oil. She poured a generous amount onto her hands and then began to rub it all over my body. “This will bring out the definition in your muscles,” she said. “The women are going to love you. A lot of times there are disgustingly buff men there that look like they never leave the gym. Other times there are disgustingly hairy and fat men who look like they never leave the couch, but you are neither. You obviously take great care of yourself, but you don’t look like you’re on steroids,” she continued, rubbing the oil from the tops of my shoulders to the base of my feet without missing a single nook or cranny.

“I know I probably should not ask, but what are you talking about?” I blurted, as my curiosity got the best of me.

“Oh, she hasn’t told you. Well, I can’t spoil the surprise then.” Julie said with a smile, as she reached back into the box once again.

This time she pulled out two ankle cuffs, two wrist cuffs, and a collar. They were like nothing I had seen before. They were made from leather but covered in stainless steel. That way they were comfortable against my skin, but flashy to all who beheld them.

Julie quickly attached the two ankle cuffs and matching wrist cuffs. Then she told me to get down on my knees. Once I was in position, she snapped the collar around my neck and reached back into the box once more. The next thing she retrieved was a black, braided-leather leash which she quickly clipped to the d-ring on the front of my collar. Then she pulled firmly up on it gesturing me to my feet once more.

Again she returned to the box. This time she pulled out a small container of ointment which she lathered all over her hands before standing in front of me.

“Put your hands on your head.” She directed while she continued to coat her hands with the ointment.

As soon as I did this reached out and began to fondle my balls. She applied the cool substance all over them for a good thirty seconds. It felt cold but good. When she was done she wiped her hands on her smock and went back to the box one final time.

“The ointment,” she said, “will keep your balls all neat and tidy by keeping them cool. Your mistress prefers them up as opposed to dangling.” Then she walked back towards me with a small black velvet bag, which was a bit larger than your average coin purse, and a silver sequined thong. She handed me the bag, but told me not to open it. I was to simply hand it to my mistress. Then she bent over slightly and held the thongs out for me to put my feet through.

“I can do that,” I responded, as I reached out to take them.

“No, I would be more than happy to,” Julie followed, as she pulled them away from me and then held them out once more.

I could not help but be a little flattered by this older woman’s charms as I stepped into the thong and she pulled it up into place. She even went so far as to pull on the waistband a bit and handle my package a time or two before swatting my ass and letting me know she was done.

I looked into one of the full-length mirrors at her completed work and saw how it all came together. My glistening body, perfect hair, shining bondage and thong, topped off by a fancy leash and collar could only mean one thing. I was about to be paraded around even more than I had before. A cold shiver shook my body as I took it all in.

“You’d better get going.” Julie said, as she pushed me out the door and then led me down the stairs by my leash, which she then handed to my sexy Asian driver waiting by the door.

I was quickly led out the door and back into the cold November air without even bothering to see if anyone was watching. Down the cold cement steps we trod to the waiting Town Car. She opened the back passenger side door, and I jumped in. There, sitting in the back seat waiting for me, was my sexy wife.

Jess was dressed to the nines in an incredibly powerful and intoxicating dominatrix outfit that made me want to serve her every whim until the hands of time stood still. She wore a black vinyl hat with a stainless band encircling it that looked similar to that of police officer or taxi driver, with her mid-length brunette hair running down to her shoulders. Her beautiful blue eyes were inviting with her heavy mascara and deep-red painted lips. She wore a black and silver leather corset that barely covered her pink nipples and accentuated her luscious tits and beautiful neck and shoulders. It was tied tight in the back in a criss-cross pattern that stopped just inches above the dimples above her ass.

The silver sequined thong she wore matched mine exactly, except for the bulge that was growing in the front of mine. The corset had straps on each side that attached to black fishnet stockings that wrapped her shapely legs. Her outfit was completed with black patent leather high heeled ankle boots, matching gloves that reached past her elbows, and a riding crop with a stainless steel handle.

I handed her the black velvet bag and begged to serve her while I took in the beauty before me. Every second that passed while I waited for her response seemed like an eternity.

She pressed her leather clad finger to her cheek indicating that I might kiss her. Once I had, she motioned for our chauffeur to go and I sat back in my seat.

Not a word was said to me as we drove, but Jess and the driver spoke freely. It was almost as though I was not there. I did not mind. I was too busy enjoying the scenery of my sexy wife sitting cross-legged in the seat beside me.

Finally, the car began to slow as we approached what looked to be a warehouse in the middle of the country. I figured this must have been the place I was taken to a couple nights before. There was a line of cars, at least ten deep, ahead of us. As we got closer I saw each one stop at the door and drop one or two people off. If it was just one, it was a woman dressed not too differently than my wife. (I did see two women in evening gowns.) If it was two people getting out of the car, it was a dominatrix leading a man dressed similarly to me. There seemed to be more women by themselves than those with men, but that was based only on the few cars I could see.

Finally we stopped at the entrance and I opened the door and took Jess’s hand to help her out. Then she took the leash and led me inside. Once inside I realized that this was, in fact, the same place as before, but now it was decorated like some ritzy party.

Jess pulled on my leash and led me to a table marked ‘registration’. We stood in line behind two other couples, while other women continued to shuffle in behind us, until soon we reached the front.

“Name?” the woman at the table asked.

I began to speak but a quick jerk on the leash stopped me short. “Mistress Jessica and slave,” Jess said, as she glared at me.

The woman shuffled through a dozen or so papers until she found the one she was looking for. “Follow me,” she said, as she pulled back a curtain and stepped into another room.

Over the next few minutes she took down a little information about me. First she weighed and measured me. “6’2″ and 190 lbs” she said, as she wrote on her clipboard. “Strawberry blond hair and hazel eyes,” she said, as she wrote again. “When was your last ejaculation?” she asked matter-of-factly.

“Nine this morning,” Jess answered for me, as if she had anticipated the question.

“Very good,” the woman responded, as she noted on her sheet and then reached out and pulled my thong down to the floor as if it was no big deal. Then she grabbed a tape measure from a nearby table and held it up to my dick, made soft again by the cold.

“I can write this number down, or you can help me out,” the woman said curtly.

I looked up at Jess and she nodded discreetly back. Then I took my soft member in my hand and began to pump it slowly.

“I haven’t got all day,” the woman sighed, and I picked up the pace as it started to rise.

After a couple minutes of stroking, I was fully erect and the woman slapped my hand away. First she wrapped the tape measure around the middle of the shaft and measured the girth. Then she measured the length.

“Nine-and-a-quarter inches long, four-and-a-half inches around,” she said. “It isn’t the best I’ve ever seen, but it’s not bad,” she quipped, as she went back to writing on her clipboard. Then, she placed an armband on my left arm with the number eight on it and quickly left the room.

I reached down to pull up my thong, but Jess stopped me short. “You won’t need that for a while,” she said, gesturing for me to hand it to her.

Then she reached into her velvet bag and pulled out a stainless steel cock ring. She grabbed my cock and balls and snapped it into place, ensuring that my erection was here to stay. Then she grabbed my leash once again and led me back through the curtains, past the registration table and into the main room where I had been put on display earlier in the week.

This time it looked much different. It was decorated like an elegant ball with a stage, front and center. There was a bar at one end where all the bartenders were muscular men wearing only white vinyl shorts and a smile.

Around the edge of the room were various booths set up much like a carnival. Unfortunately, they were mostly covered, so the games could not be seen.

As I looked around there had to be at least a hundred women walking around dressed in varied sorts of dominatrix gear. It was truly a sight to behold. They were tall, short, fat, skinny, black, white, and so on. It was a cornucopia of women. Beyond that, some were dressed much like Jess, while others did not bother to wear panties and some did not bother with a top. About half wore small masks to conceal their identity, but the rest did not bother. It was quite possibly the sexiest thing I had ever seen.

Then there were the men. While there were over a hundred women, there were less than fifteen men walking around. That does not count the bartenders and wait staff carrying around wine and champagne. Most of the men were wearing next to nothing except for cuffs and collars. They, too, came in various shapes in sizes, but due to the limited number it was not nearly as extreme.

Suddenly, I heard the sound of someone tapping on a microphone. We all turned our attention towards the stage where Helen now stood in her favorite dominatrix attire. She announced that it was now time to officially start the party and that the competition would begin in five minutes at the booth mark “Outlast”.

I did not know what was going on, but I knew by the way Jess was pulling on the leash that I was going to be involved. When we got to the booth it had been uncovered. I saw eight brightly painted seven-foot-tall sheets of wood with shackles on each corner. Jess led me over to one of the tables and fastened the shackles to my wrists and ankles. Then she pulled each one until I was locked in place with my arms and legs spread wide. After that she pulled off my cock ring and placed her hand under my chin to make sure that she had my attention.

“Don’t you dare come before the others,” she commanded, and then stepped behind the banister where all of the other women had congregated. I had no clue what she meant, but I soon found out.

I looked to both sides of me and saw the rest of the panels had men strapped to them as well. Then I watched as eight women came from behind us carrying long hoses with clear plastic tubes on the end. They were dressed in red vinyl body suits and they all looked like they had just jumped out of a Robert Palmer video. They all had short black hair, bright red lips and pale skin. And they were, in fact, ‘Simply Irresistible’.

One of the women stood in front of me and grabbed my cock and slid the tube up the length of my shaft. Then she twisted a green band near the top and a green band near the bottom. Immediately I felt the tube lock comfortably onto my member. She gave a quick jerk on it to assure that it was tightly in place. Then she disappeared behind the wall with the other seven women.

Once again, I looked to my sides and discovered the other men in the same position as I. Then Helen stood before us.

“The object of this game,” she said, “is to ‘outlast’ the others. Eight of you will go now and seven of you will go when this is finished. The slave that lasts the longest without coming will get fifteen points; the next will get fourteen, and so on.” She stopped just a moment to read our expressions and then pointed to someone to start the machine.

Without hesitation, the machine began to stroke and suck our cocks. I could not believe the sensation I was experiencing as the tube crawled up and down my erection and air filled the plastic bags inside giving me indescribable feelings. I looked out into the crowd of women watching them as they taunted and cheered. Many of the women were pinching their nipples and touching themselves in an effort to make us come even faster. Finally I made eye contact with Jess as she mouthed the words “don’t come” to me while she stared me down. That was enough motivation to get me through a couple more minutes.

Finally, I heard the crowd cheer a couple times, signaling that some had shot their wad. Then Helen announced that we were no longer allowed to close our eyes or we would be disqualified. This forced us to look out into the crowd at the women teasing us with their bodies.

Within seconds I heard the crowd cheer again as two more gave up their load. By my calculation that left only three more. I concentrated on my wife as she glared at me. That allowed me to hold out while two more gave way.

It was down to me and one other, when a woman saw where my attention directed and stepped in front of Jess and began to lick her lips while she played with herself. Jess tried to push her away until she realized the woman was the other slave’s mistress and decided to go to work on him instead.

My concentration had been broken, but I was still determined to win. I do not know what Jess did, but I know the other guy did not last much longer and I was the only one remaining. I determined to hold out a few moments longer since I knew there was still another round to go, but finally the constant pumping of the machine got the best of me and I blew my load into the hose as the crowd erupted.

My body went limp against the board as my climax subsided and then Jess climbed over the banister to release me. She got my shackles off with ease, but the tube would not release until I had gone completely soft. When I finally did, she wiped the excess come from my cock and helped me slid my thong back on.

A few minutes later we watched as the final seven took on the machine. Only one lasted as long as I and he only beat me by a mere two seconds. Of course once he beat my time, he had no reason to hold out any longer.

The next couple of booths were pretty basic—athleticism-related competitions that soon separated the leaders from the rest of the pack. After doing some weight lifting, pull-ups, a foot race, and an arm wrestling competition I found my self in a dead heat with the one who had beat my time in ‘Outlast’. We were well ahead of the others, but neither of us could manage to put any distance between the other with each passing event.

He was not quite as tall as I was, as he stood right at six feet tall, but he was a bit bigger in the upper body. He was African American with his head shaved bald and a rather imposing look about him, except when his dominatrix was around. His cock was at least ten inches long and just as thick as mine and it got plenty of looks from the many women walking around.

He was ahead of me by two points as we headed into the next competition. The real trick to this whole ordeal was that none of the slaves had any idea how many events there were or what the next one would be. This forced us to put everything we had into every contest. The women were loving every minute of it.

Just as I was finishing the sports drink Jess had given me, Helen took her spot on the stage once again. I had assumed it would be to announce the next event, but it was in fact to give the point standings to the crowd and, as she put it, thin the heard. She went on to say that were only two events left. This meant that eleven of the fifteen slaves were so far behind in points that they were mathematically eliminated and needed to “meet their doom”.

I watched, along with the crowd, as the dommes took their eliminated slaves up to a large round platform in the center of the room. Meanwhile, Helen’s assistants in the red body suits returned. There were eleven of them this time, and they were each carrying a wooden stock. Once they carried them onto the platform, they dropped the vertical bar in place and locked it in. After that each dominatrix pushed their respective slave’s head and hands into the stocks and locked them shut. Each of the eliminated slaves was now bent over at the waist to the point that their head and hands were now only three-and-a-half feet from the platform and their bottoms jutted out behind them. Then all the dommes left the platform.

I thought this was their punishment for losing, but it was just the beginning. I watched as the ladies in red grabbed their shorts, panties, or whatever they wore, and pulled them down to their ankles. Then they took 2′ long spreader bars and locked them between their ankles so that their genitals were completely exposed. After that they stroked the losers’ cocks until they were fully erect and then left the platform.

Once again I thought that was it, but it did not end there. I watched as Helen made the owners of each slave come up one at a time and jerk the slaves off. This was very embarrassing for a dominatrix to have to do in front of her peers, but seemed to be rewarding to the slaves. That is where they kicked it up a notch.

Once all eleven of the slaves had shot their load, the eleven ladies in red returned with eleven different paddles. They each found a spot behind a slave and waited for the signal. When they were all in place they counted together ass they struck the slave’s ass in front of them five times. Then they rotated around the circle to the next slave and then started again. This was to continue until each slave had received five swats from eleven different devices. The room echoed with the sounds of slapping and smacking along with the moans and hollers of the receivers until they were done.

Then the ladies put down their paddles and stroke the slaves’ cocks again. Once more they came to life. Once more Helen made the owners masturbate their slaves to climax. This time it did not look like the slaves enjoyed it at all. They had already come a few minutes earlier as well as at the machine, and if they were like me, earlier that morning. Nevertheless they were being milked for their last drop. This time it took much longer for them all to come, but they all finally did it.

It did not stop there. Now I watched in disbelief as the ladies in red each pulled out a vibrator and began to lube it up. Then they turned them on and aggressively worked them into the slaves’ assholes and then attached a strap around the slave’s waist to hold it in place.

The look on the slaves’ faces was hard to watch as they were obviously humiliated and hurting. But to my surprise, every one of the slaves’ cocks rose once more. None were as hard as they had been before, but they were erect none-the-less.

Then the ladies in red stroked their cocks one last time. I could hardly watch as they worked their hands up and down the tired shafts of those slaves. With every pull and tug they looked like they were in more and more agony. After a half-hour had passed, Helen felt confident that they had been milked dry and told them to stop.

The slaves were released from their bondage and led out of the room. Some of them could barely walk, but they all eventually disappeared from sight along with their mistresses.

Finally Helen went on to announce the next competition. It was going to be a taste test. We were going to be forced to identify five women, each by the taste of their pussy. There would be points given for speed and accuracy.

I did not quite understand how this was going to happen until I got to the booth. The booth was split up into four sections, one section for each of us. In each section were five chairs spread out. Behind the chairs stood five women with no clothes on below the waist and they had all shaved so that I could only identify them by taste alone. I got really excited when I saw who the women were. They were all women whose pussies Jess had made me eat in the last couple weeks. Amber and Kate were the Diva’s Jess worked with. Stephanie was the woman I licked during the demonstration a couple days ago. Emily was the girl from the library and Vicky was the lesbian from the bowling alley. I thought I had this in the bag until I heard Helen speak.

“As you can see, these are all women you have tasted before.” She said. “You will now be blindfolded and your hands will be tied behind your back. Once you are ready the women before you will take their assigned seats and spread their legs for you. When I sound the horn you will all begin at the same time. You mistress will lead you to the first woman and you may take as long as you like to determine who you are licking, but you only get one guess. In addition, let me remind you that this is a timed event. Speed and accuracy is what determines how the points will be handed out.”

As Jess put my blindfold on and cuffed my hands behind me, I heard the women shuffle to their seats. Then someone came by and inspected my cuffs and blindfold to make sure I could not cheat. A couple minutes later a horn sounded and Jess pulled me over to the first chair.

I made two quick licks on her outer fold before plunging my tongue deep inside to find her clit. Once I found it her juices began to flow and she began to squirm. Without even getting a good taste I knew it was Amber and I shouted her name and Jess led me over to the next chair.

Again I lapped at her outer lips before diving into her pussy and searching for her clit. Once I found it I began to suck and the juices began to flow. She tasted salty sweet like caramel corn from the fair. “Emily”, I shouted and, once again, I was directed to the next chair.

I started the same way again on the next until I found her waiting clit. She was already a little wet, apparently from watching, which made me think it might be Kate. I was not sure so I kept sucking and soon remembered the sweet taste of Stephanie from the demonstration. I called out her name and then moved onto the next chair.

Her pussy seemed pretty tight as I licked and the smell of perfume threw off my taste a bit. I continued to lick for a little while longer until I figured out it was Ginny’s perfume I smelled. “This must be Vicky.” I called as I headed to the last chair.

“DONE!” I heard shouted from the section next to mine where I knew my nemesis was stationed. I was disappointed, but knew I had to finish.

I started to yell ‘Kate’, since I knew she was the only one left but I wanted to be sure before I did in case I had gotten one wrong earlier. I had already lost based on time, so I did not want to miss any points because of accuracy.

I kneeled in front of the chair and licked firmly at the entrance of her pussy as I penetrated her with my tongue. After locating her clit and getting her juices flowing, I was a little confused. The taste was very familiar, but it was not Kate. It was Jess. I called out Jess in a questioning tone and signaled that I was done.

A judge standing nearby pulled off my blindfold to reveal that my suspicions were correct. Kate had been leading me around during the event, not Jess. The same thing had happened at all four sections, but none of the others got it right. They all guessed their final woman’s name without really tasting her. Jess could not have been more proud.

When they tallied up the final points, even though the others beat me on time, I beat them all on accuracy. That put me in a tie for the lead with the slave I had battled from the start. It also eliminated the other two from the final round, but they were not put through the same ringer as the others. Instead they were made to kiss the feet of Helen and the two remaining slave owners. This was also humiliating to their owners.

“It is now time for the final contest.” Helen announced. “Tug-of-War”

My nemesis and I were led naked to the round platform in the center of the room where the other slaves had ‘met their doom’. The platform was now empty except for two chairs on opposite ends of the circle. My opponent and I were told to get down on all fours facing away from each other. Then two ladies in red came up behind us and strapped a leather belt around our waist and a leather band at the base of our cock and balls. The band around our genitals had a D-ring on it which the attached a chain to. The other end of the chain was attached to a D-ring on the belt of our opponent. We were now positioned in such a way that if one of us crawled forward we would pull on the package of the other, but the belt kept us from doing any real damage as they were also linked to the band around our genitals. However it would be painful.

Once the crowd was assembled around us Helen spoke once again. “The first slave to pull the opposing slave across the line in the center of the circle will get to fuck the prize in the chair in front of you. (As you can see there is nothing in the chair yet, because your mistress will get to determine your prize.) The loser will be forced to watch the winner take his prize as well as be forced to clean the cum from her pussy afterwards. Do you understand?”

We both nodded our understanding and then she addressed our owners. “Now you must put your prize in the seat.”

My opponent’s owner quickly jumped on stage, pulled her panties to the floor and looked back over her shoulder to her slave and winked. Next she bent over and put her hand on the chair and swayed her delicious ass to motivate him. As she sat down in the seat and spread her legs she told him that when he won he could fuck her pussy and her ass, and then I would have to lick them both clean. He really got excited about that and got ready to crawl towards her.

Jess took an entirely different route. Instead of jumping up on stage, she sent Kate up there instead. She knew that there was something about Kate that drove me wild and that was all the motivation I needed.

Kate took her time getting to her seat throwing her white leather top and bikini into the crowd as she walked. Now she stood before me in just her white high heels and her mocha tan as she squeezed her fabulous tits in her hands and then took a seat.

I now had all the motivation I needed. At the same time it appeared that he did too. I was going to have to be smart about this. I needed a strategy or my dick was not going to be much use to me whether I won or not.

Helen began to signal the start, “On your mark…”

We both rose to position like we were preparing to sprint.

“…Get set.”

“He is bigger and stronger than me, but there has got to be a way to beat him.” I thought.

“Go!” She shouted.

He began to lunge forward the second she shouted, but at that very moment it came to me, and I sat down on the chain. As he dove forward his package met too much resistance as the entire weight of my body held my end of the chain firmly in place. His eyes got as big as saucers as the sharp pain shot through his genital and into the rest of his body and he rolled over and grabbed his balls in pain.

I took my cue and crawled forward as the entire crowd watched in shock. He was helpless to do anything as I pulled him across the center line while he was crippled with pain.

Helen announced my victory and the crowd roared as one of the ladies in red released my chains, belt, and band. Then she went over to assist my nemesis who was still rolled in a ball, clutching himself.

I wasted no time getting to Kate. I pulled her from her chair and pushed her to the floor. Then I dove in to her pussy while the crowd cheered on. I licked and sucked her like a starving animal until I hat brought her to her first orgasm. Then I rolled her over on her stomach and pulled her up to her knees while I took her from behind. Her pussy felt so incredible as I pounded away at her with reckless abandon. I wanted it to last longer, but I was so turned on that I could not slow down.

I grabbed her wonderful tits as I thrust in and out of her. Occasionally I would pinch a nipple while I licked and sucked on her neck and ear lobes. All at once I felt the pressure build as she pushed hard back against her. My cock exploded in glorious orgasm which in turn brought her climax on. I collapsed on top of her in exhaustion as the crowd clapped approval to out finale.

Moments later I saw my opponent crawling over to lick her pussy clean as he was supposed to do. I stopped him short and shook his hand congratulating him on a game well-played. Helen acknowledged my gesture and allowed him to leave without any further consequence. Then she marveled at my nobleness, which I accepted, but knew deep inside that I just did not want his lips on her pussy.

Once again, I collapsed on the platform in complete exhaustion. Jess brought me another sports drink and then told me she loved me and kissed my cheek.

I told her I loved her too and then kissed hers. After a few swigs of my drink I realized the place was clearing out. Jess helped me up and we headed towards the door. We walked to the exit where our chauffeur opened the door for us both and then drove us away.

Several minutes later I was surprised to see her pull up in front of the hotel I had stayed at the night before. I shot Jess a puzzled look as the Asian princess came around to open my door.

“You deserve a good night’s rest,” Jess said. “And you won’t get one sleeping on my floor. There should already be some food waiting for you. I will pick you up at eight o’clock in the morning. Your clothes should be in the closest.” Then she leaned over and kissed my cheek one more time and handed me my robe.

I quickly put it on and headed inside. Wanting to be seen as little as possible, I wasted no time at the elevator and headed straight for the stairs. This backfired a little because I was left standing in the hall while I waited for my chauffeur to open my door since they still would not give me a key. Finally she caught up and let me in.

I quickly went in and shut the door. Then I started the hot tub and took a few bites of the bacon cheeseburger Jess had ordered for me. “Boy, she knows me well,” I thought, as I bit into the juicy burger. It really hit the spot.

I was crawling into the tub as I finished off the fries when I noticed the time on the clock. It was not even nine o’clock yet, but my body felt like it was close to midnight. I really was going to get a good night’s sleep since she was not going to be there until eight.

I slid down further in the tub to relax for an hour while I caught up on a little sports news. Then I retreated to the comfy king-size bed and drifted immediately off to sleep.