Playing for Keeps

by Glenda Horsfall

  “Don’t look so worried, you are not going to be hurt.” Mistress de Silva spoke softly. “Don’t you like your Master? Do you not want to please him?” she asked curiously.

  The compassionate tone took her by surprise. She had been ready to bolt and run all the way back to the hotel if necessary. She only realized how tense she had been holding herself when her breath escaped on a whoosh and left her feeling light headed. Unable to trust herself to answer coherently Cassie nodded in reply. Of course, she liked him. She loved him and yes, she did want to please him.

  “Let’s get you ready. We will make him proud of you this evening.” She took Cassie’s hand and led her over to a chair by the side of a vanity units. “Remove your underwear and sit.”

  Feeling very wary and not at all sure of what she was about to do, Cassie reasoned with herself. They were both women and she had no need to be shy. Pretend you are in a normal beauty parlor she told herself as she slowly removed her panties and handed them over to Mistress de Silva’s outstretched hand.

  “Now your bra.” As Cassie looked quickly at her, “You will want to shower afterwards and will not want to be wearing that.” Cassie could only agree with her reasoning and handed over her bra.

  Cassie sat down in the middle of the chair, her legs still planted firmly on the floor. Mistress de Silva looked pointedly at her.

  “Twist.” she said quietly but firmly, “Legs up on the footrest, head back, relax.”

  Cassie gave a strangled laugh. Relax. How in hell was she meant to relax under these circumstances? Feeling more anxious by the minute, Cassie complied.

  “Now I am going to fasten you to the chair.”

  Cassie was outraged. Why the hell did she have to be fastened down? Suddenly she felt vulnerable and very unsure about the whole procedure.

  “It is for your own good. I don’t want you to move whilst you are being shaved. Master Matt would never forgive me if you were to be cut.”

  She gently put pressure on Cassie’s shoulder to ease her back into the chair. At the mention of Matt she did relax slightly. She had to trust that he knew what he was doing. If he had entrusted the Mistress with her training, then she needed to trust her also.

  “Put your arms on the armrests.”

  When Cassie did as she requested her arms were quickly bound to the armrests at just above elbow height. Without speaking Mistress de Silva walked to the bottom of the chair and just as efficiently bound Cassie’s ankles, one to each side of the chair’s footrest. Her trepidation rose.

  “There now, you are just about ready.”

  She leaned over Cassie and pulled on a restraint that Cassie hadn’t spotted earlier. She fastened the new restraint around Cassie’s middle almost like a seat belt.

  Standing off to the side of the chair, she grabbed a remote and raised the chair up from the floor while at the same time the rear of the chair reclined. Cassie was now laid flat out at, around waist height of Mistress de Silva. With another press on her remote the chair legs parted. Cassie’s legs separated at the same time, she was spread wide with her pussy open to view. Mistress de Silva moved around the chair and came to stand between Cassie’s legs. She looked down at her mound and Cassie felt the embarrassed flush that rose from her chest up her neck and face. She bit her lip, too mortified to know what to say as the Mistress surveyed her girly bits. Mistress de Silva merely smiled. She trailed the fingertips of one hand along Cassie’s smooth thigh, and Cassie was glad she had visited the beauty parlor for a leg wax before coming away for the weekend.

  Uncomfortable with the other woman touching her Cassie eyed her warily. Mistress de Silva stepped back but briefly patted her mound before doing so. Cassie’s immediate reaction was to try to close her legs, impossible when she was bound at the ankle and her legs were forced open by the position of the chair.

  “Keep still.” Mistress de Silva said, her gaze narrowed and focused on Cassie’s face, “If you are going to make a good submissive, you must learn to do as you are told, and you must submit to your Dom.”

  “But, you’re not my Dom,” Cassie replied warily, confused and at this point very worried. She was bound and vulnerable with a woman she didn’t know.

  “Your Dom trusts me not to harm you.” It was almost as if Mistress de Silva could read her mind.

  “Now let us proceed. As you are new to this, I will explain what is going to happen.”

  She paced around the chair, her eyes never leaving Cassie’s face as she continued, “You will be washed, lathered and wet shaved to remove all your pubic hair. While this is being done, I will give you instructions on the proper behavior of a good submissive. Are you paying attention?”

  It crossed Cassie’s mind that maybe Matt was testing her. Perhaps he wanted to see if she would submit to another dominant. She had to wonder what outcome he wanted. Did he want her to submit or was he expecting her to demand to be returned to the hotel? They hadn’t really talked about his desires, only her own. What would he want? She didn’t want to disappoint him. She still felt nervous about being shaved by the Mistress. Nevertheless, she had to assume that this was what Matt wanted. Otherwise, why would he have left her there? Inexplicably she felt tearful. Unable to trust her voice, Cassie could only nod in response.

  “Right, let’s begin.”

  Mistress de Silva clapped her hands and two males appeared from nowhere and stood in Cassie’s line of vision; she had no idea how long they had been standing there or what they were going to do. She twisted frantically in the chair trying to cover herself, her eyes seeking Mistress de Silva. What was going on? Whatever else he may have arranged she was sure that Matt wouldn’t have planned for this. Only last evening he had told her that he would never let any other man touch her.

  “Meet Niall and Lee, my personal subs,” Mistress de Silva said. “They will shave you whilst I give you instructions on being a good submissive.”

  “Like hell they will,” Cassie shouted. It would have been embarrassing enough being shaved by another woman, no way was she going to submit to being shaved by a man.

  “Be quiet!” Mistress de Silva replied, her retort swift and hard. “You will do as you are told – the first rule of a submissive. Not because I say so, but because Matt your Master instructed you to.”

  It crossed Cassie’s mind that Matt hadn’t actually given her any instructions, other than to behave. Cassie was horrified, she couldn’t believe what was happening. Surely Matt had not known strange men would be placing their hands on her most private parts? She felt defenseless and angry that she had allowed herself to be placed in such a vulnerable position. She wasn’t sure who she was madder at, herself or Matt.

  Mistress de Silva pulled a stool over to the side of Cassie’s chair so that she was level with Cassie’s face.

  “Don’t think about what they are doing,” she instructed, “just listen to me. Listen and learn in order that you don’t embarrass your Master this evening. This is a very important event that he has invited you to – you should be honored to be accompanying him.”

  If I accompany him, more like, Cassie thought bitterly. He had dumped her here without discussion. Her hands balled into fists as her frustration at his actions began to grow. How was she supposed to act? What did he want her to do? She was confused and unhappy at the position she found herself in. While Mistress de Silva was talking Cassie was aware that the chair was once again being manipulated by remote. Her head was lowered slightly and her legs and bottom were raised higher into the air, her legs were pulled further apart and she heard the sound of running water and a stool being dragged across the tiles. The man introduced as Lee took up position between her legs. She felt his warm breath on her mound and closed her eyes. She was mortified.

  “Look at me.” Mistress de Silva commanded, “Keep your eyes on my face and forget what they are doing.”

  Easier said than done!

  “First and foremost, as a submissive it is your duty to submit to your Master. You will do
what is asked of you, when it is asked of you, and without question.”

  Her heart raced a little and she started to feel excited. She couldn’t explain, even to herself, why the idea of submission aroused her, she just knew that it did. The thought of Matt taking charge and making decisions for them as a couple excited her further. She trembled slightly when she remembered how he had controlled her responses the previous night. She snapped out of her reverie as Madam continued with her lecture.

  “You will be obedient at all times. You will keep your eyes downcast and not look at your Master unless spoken to. You will never look into the eyes of another Dom unless your Master gives you permission. You will keep yourself clean and presentable at all times. You will keep yourself free of hair. You will keep your pussy wet and ready for your Master at all times – after all your pussy belongs to him. You will not masturbate; all your pleasure belongs to your Master – you shall only have pleasure when he deems. You will not have sexual relations with any person, male or female, other than your Master without his permission.”

  Christ! The rules the Mistress laid down were a lot more detailed than Cassie had anticipated. Never look at another Dom. Free of hair. Pussy wet. And what in hell did she mean no sex with someone else unless Matt gave her permission. She couldn’t imagine that Matt would ever expect her to have sex with anyone else and it certainly wasn’t something she had ever considered. Allowing Matt to dominate her was for their mutual enjoyment. Nowhere had she signed up for sex with another partner.

  Cassie could hardly believe what she was hearing. She was an intelligent, career orientated professional, a financially independent woman, yet she was expected to submit to all these rules. All the time? Not in this lifetime! She was more than happy to submit to Matt in the bedroom anytime he wanted. However, she wasn’t about to give up her independence. She realized that if they were going to carry on down the path of role-play, with their dominant and submissive roles, she was going to have to have a serious talk with him. She would have to overcome her embarrassment and tell him exactly what it was she did, and more importantly, did not want.

  “In return,” Mistress de Silva continued, almost without stopping for breath, “your Master will ensure that your every need, emotional and physical is taken care of.”

  Cassie thought back to the previous evening and the excitement she had felt. Matt had taken care of all of her needs, ensuring her total satisfaction. She had never before experienced orgasms as strong or as satisfying and she wasn’t prepared to give up that feeling when submitting to him had felt so good. She feared that the feelings he had evoked might just become addictive. He had made her feel complete. The act of submission had freed her from responsibility and had been strangely liberating, allowing her to relax and glory in their lovemaking. She was determined that she didn’t want to revert to vanilla sex.

  “In order to make sure that all your needs are understood by your master, you will have to be totally open and honest with him. You will have to tell him what you are feeling, what you are thinking, what you want.”

  Her voice continued in Cassie’s ear, almost a whisper, “How will he know what you do or do not like or what you want if you are not open with him. You need to vocalize your thoughts, your feelings, your wants and desires – he deserves to hear them. His payment for looking after all your needs is the sound of your pleasure. Your pleasure gives him even greater pleasure.”

  Cassie definitely liked the sound of that. She thought back to how Matt had been the previous night. He had definitely been horny and turned on by her actions. Even when she had disobeyed his direct orders, he had still been, turned on. She knew he had maintained his hard on throughout her spanking and she had to wonder if the reason he had been so excited was because he knew she was enjoying the punishment. At breakfast time that morning he had definitely been happy. His wide smile and the approving gleam in his eye told her she had pleased him. The mistress made it all sound so simple, a win win situation. She could submit without fear of ridicule and Matt would gain his pleasure through her own.

  So absorbed was she in listening to Mistress de Silva, Cassie jumped when she felt the touch of a shaving brush applying lather to her nether regions. Startled eyes flew to Mistress de Silva who was watching her keenly. “Relax Cassie. No one is going to hurt you.”

  The man between her legs continued to apply the lather with a small shaving brush, swirling in and out between her folds. He seemed to be deliberately caressing her clitoris with the brush head. Torn between indignation and embarrassment Cassie was appalled to find that she was becoming aroused. The heat between her legs was building and she wriggled her bottom subtly against the chair – trying to squirm away from the brush.

  “Keep still or you risk being nicked with the razor.” Mistress de Silva said forcibly. “Niall, hold her in position”

  The second man who had moved out of her line of vision, stepped forward and placed a hand against each of her inner thighs. He held her legs firmly down and parted.

  “Lee, carry on and shave her.”

  Cassie lay there helpless. She was pinned to the chair by Mistress de Silva’s eyes and the hands of Niall and Lee. She felt the smooth glide of the razor as it stroked up and down and across her mound, heard the tinkle of water as the razor was rinsed between each stroke. She flushed a deep red when she felt the unseen hands holding open her outer lips as he gently shaved in between and then down around to her anus. God, what a sight she must look from his angle. At the same time, she was acutely aware that she was horny. How was it possible, considering how embarrassed she felt? She was confused, swimming in a sea of sensation. She prayed no one noticed her heightened state of arousal.

  Lee brushed against her clitoris when he took a wet cloth to her mound to clean off the last of the soapy lather. Her clitoris jumped to attention and she held herself rigid. She bit her bottom lip to stop herself moaning aloud. She prayed he would soon finish and that she would be able to relax. It felt like every muscle in her body was held tight and she was balancing on the edge of a precipice fighting for control.

  Mistress de Silva looked at her and smiled, her eyes alight with devilment. The Mistress saw too much and Cassie closed her eyes against her penetrating stare.

  “You need to relax, Cassie,” Mistress de Silva instructed. “Let go of all that tension. Let go of all that control.”

  What did she mean? Cassie opened her eyes, to gaze warily at the Mistress.

  “You will do better with your lessons this afternoon if you are relaxed. You do want to do well to please your Master don’t you?”

  Her lips tightly pursed, Cassie could only nod her head in response. She was concentrating so hard on not giving in to the sensations bombarding her body that she didn’t trust herself to speak aloud.

  “Let her come.” Mistress de Silva instructed Niall and Lee.

  Shit! Shit! Shit! She hadn’t been expecting that.

  Unable to keep quiet any longer Cassie exploded, “No! No, I want to get up now.”

  “No you don’t. You want to come. I can see it in your eyes.” Mistress de Silva stroked her hair back behind her ears, her hands gentle as she cupped Cassie’s face.

  “Relax Cassie, this is what you need. You will feel a lot better for it – and then we can get on with your instructions as promised.” She smiled at her. “Master Matt is very lucky to have found such a responsive sub.”

  She turned and nodded at the others. She held Cassie’s head between her hands and said, “Look at me. Don’t think just feel. If it makes you feel better, pretend it is Master Matt attending to your needs.”

  Cassie was torn. Matt had said no one but him would touch her. However, he had left her with the Mistress to be trained. Was this something he had planned? What would he want her to do? She was confused and couldn’t think straight when she was so excited. How could he expect her to make the right decision feeling as she did? Cassie groaned, “I thought sex with anyone other than my Master was again
st the rules?”

  “This isn’t sex, there will be no penile penetration, no kissing, purely massage.” The Mistress smiled, “Master Matt left you with me to take care of you. He trusts me to take care of all your needs, so let me do my job.”

  Cassie could hardly breathe. It felt like there were hands everywhere, stroking her breasts and her belly. Hands ran up and down her legs from ankle to thigh, while other fingers gently kneaded and teased around her mound, never quite hitting where she felt the need. She tried desperately not to respond. How could she be so brazen? Last night just the thought of some man other than Matt bringing her to climax had left her distraught. Yet here she was legs spread wide, whilst two strangers deliberately stroked her towards climax. She kept her eyes tightly closed, as she shook her head side to side. This was not going to happen. She refused to give into the sensations flooding her body.

  Guilt had her fighting the growing sensation as her climax started to build. Her body was rigid with tension and she fought the need to give in as long as she could, to no avail. Slowly and imperceptibly at first, her hips started to flex, gently rotating toward the unseen fingers, lifting as much as she could towards them. She wanted to touch herself and her fingers clenched and unclenched around the arm of the chair, but with her arms strapped down she couldn’t move. She wanted to scream out her craving. The pressure from the unseen hands was slowly increasing. Fingers crawled nearer and nearer her clitoris. Not near enough, she wanted to cry out in frustration.