CHAPTER SEVENTEEN
For the next few days, Cole and Monica engaged in animated conversations about the local SM scene and about their upcoming date with Jennifer. Monica commented on how scene people treated each other versus the way they dealt with outsiders. Among themselves, the scene folks easily discussed the most intimate and secretive things. When around someone whose preferences are not known or who is known to be sexually conservative, they maintain a strict silence about their kinky activities. This could lead to a feeling of having a dual personality, but for most people, it was the best alternative.
In her small apartment on the 14th floor of a fashionable downtown residence building, Jennifer thought hard about what she wanted to get from her adventure with Cole and Monica. She knew that she trusted Monica completely and the thought of submitting to her sexy girlfriend was very exciting. She had been envious of Monica since they first met, initially because of Monica's curvy body and later because of her relationship with Cole. There was also an element of competition. She wanted to show that she could be as submissive as the women whose stories she had read on the internet and in the numerous erotic books that waited under her bed like old playmates.
She knew that her friends would never hurt her. The most daunting prospect was the thought of being naked in front of them and being forced to engage in what would surely be shameful sexual acts. At least she hoped so. She was very shy about her body, especially around beautiful women like Monica. Just the thought of being forcibly exposed made her wet; she just wasn't sure if she could go through with it.
She was also hoping that she could experience what it meant to serve someone as a slave. Many of her favorite fantasies involved serving a man who owned her completely. It wasn't the sort of thing you could admit to anyone unless they shared a similar fantasy.
The email that Monica received from Jennifer proved to contain a fantasy that she and Cole both loved. Jennifer wanted to be hired and trained as a sex slave for a wealthy businessman. She suggested using the name of a handsome Japanese investment banker that she had a bit of a crush on. Since she didn't really have time in her life to be a genuine slave, the first 24 hours of "captivity" would do nicely. Obviously, some serious training should take place on her first night.
It took two more weeks to iron out the details, but eventually everything was settled. Jennifer would have two safewords, one to stop whatever activity was taking place at the time and another to stop the play altogether. Since she wanted the feeling of giving up control completely, no acts of sexual dominance were prohibited by their agreement. The only hard limits were that Jennifer had to be able to go to work Monday morning and she did not want any permanent marks.
She would be picked up outside her building at Noon next Saturday and would stay overnight until Noon on Sunday. All she needed to bring was a bag with some extra clothing.
As they had promised each other, Cole and Monica discussed their sexual activities in advance. He was a bit surprised when she encouraged him to plan for sex with Jennifer. His sex life with Monica was completely satisfying and he did not feel the need for another partner. However, Monica now knew him well enough to know that his libido would be stimulated by dominating a willing woman. She wanted to be certain that her best girlfriend would have the erotic time of her life.
Since he did not have a long standing familiarity with Jennifer's kinky needs, he wanted to be ready to do whatever seemed appropriate in the heat of play. He started giving Monica daily lessons with the cane and flogger in case it seemed more appropriate for her to deal out the needed punishments.
Standing in the dungeon next to a table of kinky toys, he held out a whip with many short tresses. "This, of course, is a flogger, not to be confused with a cat o'nine tails. The flogger has soft flat tresses that can create a range of sensations without doing serious damage. A cat is a much nastier whip, with braided tresses that hit a lot harder."
"A flogger can be cut from many different types of material. Leather is most popular, but you'll also see rubber, plastic and rope, among other things. This one is made of thin suede. A very special woman in the scene made it for me a few years ago. It's much too light to use on backs or butts. It was designed for breasts. Here, let me demonstrate."
She pulled up her T-shirt and held still while he gave her pretty breasts several strokes. The light slapping sensation was quite delightful. He handed her the flogger and showed her how to practice on pillows. For the next half hour, Monica wandered around the house, stalking pillows to attack with the little flogger.
When she mastered it, he gave her a longer, heavier one which was made from thin smooth cowhide.
"You must be careful not to let the ends of the flogger wrap around your partner's body. When the tips wrap around, they strike with a lot more force and it's in a place they aren't expecting. It's the mark of an amateur top and something to be avoided."
The heavier flogger made a more satisfying thump when she whacked the naughty pillows, but it still had a large safety margin when used on a playmate. He also showed her how to use one of his lighter rattan canes. She discovered that the flexible nature of the shaft made it difficult to hit a target precisely. After practicing a few times, she decided that she would only use this cane lightly, if at all. Cole brought out one of his black carbon fiber canes, which was slightly lighter than rattan, but almost perfectly rigid. Monica then felt much more confident about her accuracy.
When they were finished practicing with the impact instruments, they sat down together to work on their plans. Cole began, "Since Jennifer hasn't engaged in hard SM play before, I don't think we'll have to use any heavier instruments. My general theory of SM play is that you should play within your partner's limits so that they will always want to come back for more. Now here's something I want you to start practicing with."
He showed her a rectangular box about six inches long. When opened, it revealed a straight razor suitable for professional shaving.
As the day drew closer, they were both becoming more excited. Cole prepared the dungeon for the training of Jennifer. They were very confident that the SM part of the plan would work well, but the D/S play would be more difficult. Their plan was for Monica to be the first to dominate Jennifer. As Jennifer became more comfortable with her submissive role, she would find herself under the control of Cole, in his role as "Trainer". There was no guarantee that it would work, of course. They simply planned and hoped for the best. They had explained to Jennifer their feeling that BDSM play was really a game. It had to be fun for all parties involved or there was no point in doing it.
On Saturday morning, Cole inspected his car, which was parked in the garage next to the black minivan. It was a large silver Mercedes sedan that he had purchased as a collector's car. It was thirty years old and in perfect condition. The rear windows were shielded by gray curtains and the seats were covered in soft gray leather. He placed a few important items in a storage compartment on the back of the driver's seat, then went into the house to change into his costume.
Cole dressed in an old fashioned black suit that might have been worn by a chauffeur earlier in the century. A classic chauffeur's hat and a pair of dark aviator sunglasses completed the look. He inspected himself in front of the mirror and allowed his face to assume an expression of disinterest. The beard and sunglasses made him look quite unapproachable.
Monica put on her sexiest black cocktail dress. This one was short and had a low neckline, which provided a perfect setting for a long pearl necklace. She spent a great deal of time in front of the mirror, making sure that her makeup was just right and putting her long brown hair up into a rather severe bun which perched haughtily on the back of her head.
Pausing for a delicate kiss and a swat on her lovely behind, they went to the car. Cole was now in his chauffeur role and held open the heavy rear door for her. She entered the cavernous passenger compartment and sat on the glove-soft leather of the rear seat. Getting behind the wheel, he started the old German engine, which turned over with barely a sound. On the trip to Jennifer's apartment building, they didn't speak except for Monica's comment about the amazing quiet inside the old car. No conversation was needed, as their plans had been made and finalized during the preceding week.
It was a cool autumn day with light cloud cover and just enough hazy sunlight to be slightly uncomfortable without sunglasses. The traffic was heavy and got heavier as they came closer to the downtown apartment building where Jennifer lived.
As they approached the building, Monica used her cell phone to call Jennifer and tell her to come downstairs. They pulled up to the curb and waited about thirty seconds before she appeared at the front door and walked out to the car. In her hand was a small overnight bag. Cole leapt from the car and held open the rear door without acknowledging her in any way. The dark sunglasses he was wearing prevented her from making eye contact as he took the bag from her hand and waved her into the car where Monica was waiting on the left side of the bench seat.
Jennifer was wearing a simple green dress with white buttons, black stockings and black shoes with low heels. Her waist length black hair was tied back to form a long ponytail. As she sat down on the right side, she brought her hair around over her right shoulder. Monica asked, "Are you Jennifer Lee?"
"Yes."
"I am Monica, the Assistant Trainer, you will address me as Ma'am."
"Yes, Ma'am." Her exotic, almond shaped, hazel eyes were cast downward.
"Do not attempt to speak to the chauffeur, he is forbidden to respond."
"Yes, Ma'am."