Tessa’s Dilemma (2 page)

While she stood there in a trance, mesmerized by a vision she did not recognize, she sensed Him move behind her. She could make out His outline in the mirror, but dared not tear her eyes from what he had told her to do. She tried to assemble her thoughts for a fourth word, but as she attempted this, He gently turned her so that she was looking deep into His eyes, her body pressed against the table, His body pressed to hers. Transfixed by His chocolate stare – there was harshness there now, a determination that made her knees go weak. She knew that He was going to use her today; she had pleased Him and now His pleasure would be hers too. Their eyes still locked, He picked something up from off to His left and then a
ripping
sound followed, and as He bought the item up to His mouth she saw that it was a roll of duct tape. Gripping the peeled strip with His teeth He tore it off, took it by each end and pressed it firmly over her mouth. Tessa started to tremble uncontrollably as His hands worked steadily over her, gently slipping her jacket from her shoulders, folding it up and placing it neatly on the table next to her toys.

Standing behind her, He positioned her in front of the mirror so that she could watch as He continued to strip her slowly and deliberately, unwrapping her like a present. Leaning forward He tenderly kissed her neck. His lips grazing her heated skin along the right side where her neck met her shoulder, shivers now accompanying her trembling. She had no doubt if she hadn’t been gagged she would have moaned out loud – He was driving her crazy. Torturously, He unbuttoned her blouse, button by button, looking over her shoulder, watching His progress in the mirror. With His arms wrapped around her torso, occasionally His eyes would flick up to meet hers, boring deep into her soul as He lingered for but a few seconds before turning His attention back to the task at hand. When her blouse was eventually peeled from her, her bra was removed in one deft movement, and there she was, standing looking at herself in a hotel mirror, ghostly pale flesh stark against the charcoal of His suit pressed to her naked back. As she appraised her full breasts, He unzipped her skirt and let it fall, crumpled at her feet, and then without warning He ripped her nylons from her, dropping to one knee to remove the scrap of them still clinging to her legs.

Tessa’s breathing was labored, the sensations running through her body and across her flesh were overwhelming. Her concentration was fixed on that mirror; she couldn’t help but watch the show that was unfolding before her, a show starring her. While He was balanced on one knee behind her, she couldn’t see what He was doing, but the final flimsy protection was about to be removed – she knew it was inevitable. His capable hands reached up to her hips, taking handfuls of her ample flesh, squeezing in such a way that made her knees buckle. Her head fell back and a deep, guttural sound struggled to escape from her throat as eventually He stripped her dripping panties from her. Stepping out of them, she looked down, and to her horror, she could see a tiny pool of her silken excitement gathered in the creases of the satin material. Her cheeks burning fiercely but she tried to remain calm. “My, my, how interesting my girl.” He said “It seems you are rather enjoying yourself.” He ran two fingers through the puddle of her shame, scooping it onto His fingers and standing up before her. His eyes once more as hard as steel, her humiliation complete as he slowly wiped it over her duct tape gag.

The scent of her own intimacy filled her senses, her mind tumbling free-fall away from her control, her eyes struggled to focus as she was so completely overwhelmed with the arousal that coursed through her. Despite her initial shame, she didn’t care now, she was in a trance, using all of her willpower to remain standing there as Master started to remove her jewelry. He removed her watch, her rings, her earrings, and then he stopped at her left wrist. Tessa turned her head struggling to focus on Him, wondering why He had halted so suddenly. She could see He had her wrist gently enclosed in His left hand, His right resting on the clasp of her bracelet, a questioning expression fixed intently on her. Vague thoughts vied for attention as she vacantly acknowledged the most important piece of jewelry in her life. The bracelet her parents had given her on her twenty-first birthday and she had never taken it off since that day. A simple rose gold antique watch chain, styled into a bracelet, which, whenever she missed her parents, or felt like she needed comfort, she always felt she was safe – attached to them in a tiny way.

Her eyes drifted to meet His again. He was questioning, assessing, stripping. She had submitted to Him many times before, but He was finding other ways to test, to take, to prove her commitment to Him. Slowly unclasping the bracelet, the semblance of grounding she had had for years was finally gone. With that final security removed, she felt more naked than she had ever been before. Her clothes were gone, her emotional protection – was gone. Waiting, she could feel Him watching, observing, assessing; that He cared for her struck her deeply, allowing her mind to slip back into a haze once more. How He could tell she had no idea, but as soon as she felt the control flowing back to Him again, He reached for the cuffs of her submission and fixed them firmly into place.

She looked beautiful standing there, her eyes fixed on him: adoring, submissive, loving. Charles was surprised at how quickly she had sub-spaced, but when she was this worked up, a simple restriction of freedom such as the gag he had used dropped her mind rapidly into the comfort of submission. Knowing that she was now in this mental state, he considered he could do pretty much anything to her he desired, and he had a fair amount of play planned out for them in that respect already. Half smiling, he cupped her right cheek tenderly in his left hand, stroking over her gag with his thumb, waiting to make sure she was truly okay. He had thought that taking away her last safety blanket might have been a step too far, but her silent assent had proven that her final words uttered to him at their last session had indeed been spoken from her mind – and heart. His Tessa trusted him. Trusted him with her very life.

He knew she was naturally selfless anyway. When they talked he would sit quietly while she spilled her every thought; the innocent and open way with which she embraced the world was charming. Her enthusiasm as she talked about her interactions with others in her life, her work, her volunteering, her facial expressions were all like an open book, and he had learned to read her in the same way. Even when they had met innocently for coffee to discuss life in general, he had never switched off his study of her. She was his project from the moment she had replied to his first message, and as he had artfully extracted piece after piece of information from her, he had become increasingly fascinated by how people in her life took advantage of her giving nature. She was even aware of this herself, but she refused to change, saying when asked, “Why should I change who I am just because others think it’s okay to take from me? I’m more careful the next time I deal with them, and I simply remind myself it’s their problem, not me.” Selfless – a natural sub, and she was all His, right to the core.

Satisfied that Tessa was safe, he turned from her momentarily. Now, what should he do first? Ah yes, wonderful white rope, perfect for what he had in mind. It had come to his attention that due to her busy life, she had failed in one of his requests. It was of no matter or great importance, but failure couldn’t go unpunished. Charles felt that it was most certainly time for a little mind manipulation. She always believed every single word he said, trusting as purely as a child would; it stirred him just to think about it. But then as he always reminded her – the mind is the largest sexual organ in the body, and he had a longer running plan currently in motion to exploit that very fact. Doubling the length of rope over, he looped the center around her neck tying a fixed knot loosely to rest at the hollow of her throat. Looking up briefly from his task, he noted with delight that she was watching intently, slightly closer to the surface of her mind than before; her breathing quickened, but she wasn’t moving, she was still submitting to his every desire.

Looking down again, he pulled both tails of the rope and formed another fixed knot directly between her full breasts, perpendicular to the one at her throat. Looping the right tail of the rope tightly twice around her right breast and then back up to the central knot, he then repeated this with the left tail around her left breast. Admiring his handiwork, he assessed the blood flow to her bound breasts, watching her reactions carefully as he pinched and caressed her nipples. Twisting her right nipple cruelly, he couldn’t control the smile that spread across his lips as she moaned softly through her gag. Her eyes glazed as her focus drifted. Charles was pleased with his accurate assessment that she might enjoy a little more rough treatment and when he was finished binding her, he was going to test this theory a little more.

Tugging at the central knot, he passed the left and right tails around her waist and crossed them over her back, then bringing them around to the front, he tied another fixed knot positioned over her navel. The two tails of the rope were hanging down now, and he pulled both between her legs and tied the tail to the ropes at her waist behind her back. Making sure they ran either side of her sex, he pulled them tightly and sighed. He knew the moment they bit into her swollen outer labia. Muffled whimpers assured his suspicion, and moving behind her, he took her right and left wrist, crossed them in line with this last knot at her back and bound them tightly in place so that any movement or struggle from her wrists would cause pressure between her legs, pleasurable or otherwise.

Moving around in front of her, he looked into her heavy-lidded eyes, placing his right hand on her chest, tracing the red bloom of her arousal with his fingers. Quietly, he started to speak. “Now Tessa, don’t you look delicious, your soft skin bound so tightly for my pleasure; don’t you think this white rope is just perfect against your body? Hmmmmm, I think you do don’t you?” He slid his hand down the ropes, slowly between her legs, his manhood thickening involuntarily as he felt her slickness drenching her thighs, her engorged lips, the pure white rope – and coating his fingers. He could feel her start to tremble as he stroked her, teasing the entrance to her core, gliding his fingertips in lazy circles over her nub, adding pressure in response to the widening of her eyes, never once breaking her gaze. Half smiling he noted the rosy flush now adorning her cheeks; was it cruel to go ahead with his little plan? Oh most definitely, but of course she would enjoy even the terror of it. The dread of failing and disappointing him he would manage, but punishment must be meted out and now it was time for it to start.

“Your soft skin pleases me Tessa, so much so that I wanted you to have a treat; do you remember? Ah – you can’t answer me can you? Such a shame: I’ll answer for you my good girl, because you are my good girl, you so happily carry out everything I request don’t you?” Charles knew he had to keep his face devoid of emotion if this was going to work, but the look of confusion and worry that had emerged on her features was completely enchanting. Turning slightly to hide the smile threatening, he suddenly yanked her head back with his right hand wrapped tightly at the base of her skull. Making eye contact once more, “You carry out everything I demand from you don’t you Tessa? I’ll answer for you – no. You don’t. You most certainly haven’t this time. I had one simple request my girl, to treat you, to bring pleasure to you and you failed didn’t you?” Leaving the last question hanging, he watched as she quickly surfaced from sub-space. The look of dread, horror and disappointment mixed wonderfully on her visage; ah, he had her full attention now. Confusion and inner struggle was starting to appear too, she quite clearly wanted to talk, to explain, to beg perhaps? But then, that’s why the gag was employed in the first place. Besides the other restrictions that now captured her body, he wanted to restrict her voice too – not the least reason being because in a hotel, any screams coming from one of the rooms in the middle of the day might cause curiosity and that wouldn’t do for either of them.

Tessa trembled with terror. Terror and horror mixed with an overwhelming crushing pain in her heart; she had failed Him. She actually didn’t care what the punishment was; all she could think was she had let Him down. “So my girl. Did I or did I not require you to have your feet pedicured by one of those new ‘Gara Rufa’ establishments? All those little fish nibbling away at your terribly ticklish feet, removing the rough skin, making your soles all the softer for my pleasure... Did I not ask you to do this for me?” He tightened His grip further and she felt tears of pain and upset prickling her eyes. It was true she had been terrified at His request; the idea of all of those fish nibbling and sucking her feet made her incredibly squeamish and so she had put it off, time after time, thinking she could do it later. She hadn’t considered that this was another test, but she was foolish to think that it wasn’t. Master even reached into her vanilla life with tests and torments, and this was one of those times. She had failed.

Releasing His grip slightly, He pushed her forward onto the bed so that she was face down. “Now Tessa. How many little fish would there have been in that tank... Five? Ten? No? More you say? Oh, twenty? Twenty-five? No? More?” As He was asking the questions, she could feel Him stroking and kneading her buttocks. He was definitely building up to something but she couldn’t quite put the implication together through the confusion of her fear and disappointment. So, as He asked her the questions, she answered honestly with a shake of the head. She knew there were well over a hundred fish in those tanks, whatever that had to do with this. But she found out rather quickly.

Smack.

Tessa howled and jumped simultaneously as Master brought down aslap on her right buttock – the hardest she had experienced from Him since they had been together. Tears that had threatened to spill when she felt the bitter pangs of disappointment now flowed freely from the shock and pain that now radiated from the obvious handprint that would be left on her soft pale skin. “So my girl. It seems that twenty-five more of those might be suitable to appease my disappointment at your failure to me. And I promise to make sure you do not forget this transgression. Do you think this fair, girl? Am I a kind Master to you?” To which Tessa nodded profusely. She was terrified as she hadn’t experienced this level of pain before in any sense, and now she was keenly aware that she no longer had her safeword. It was just going to be a spanking; she could cope with this she was sure and well, she did deserve it. She knew she must be punished for failure and disobedience.

The next blow landed on her left buttock, not perhaps as harsh as the first He had demonstrated, but it stung with a tingling warmth she had not experienced before. She thought that it wasn’t wholly unpleasant; she trusted His calm demeanor and restraint, and screwed her eyes shut in anticipation of the next one. The crack of the second blow caused her eyes to fly open, a strangled gurgle bubbling in her throat as His hand landed half on His previous location and it stung with such a warmth that she thought her skin might explode. The next two blows alternated between each buttock and a sixth to her right cheek, so in her mind’s eye she had six of Master’s handprints on her bottom. The heat and pain and tingling that were emanating from her rear were excruciating, and she couldn’t help but sob openly now: a pitiful mewling muffled by the cursed gag. She had had such valiant thoughts of bearing this punishment with dignity for Him, but she was obviously lacking in the stamina and determination of strength she thought she possessed within her.

She became aware that He was now rubbing and kneading her ample buttocks. The sharp pain that had been rained upon her was starting to ebb and much to her surprise and dismay, she felt adrenaline and excitement flowing through her. Had she enjoyed it? Had she enjoyed the release of emotion, the agony forced from deep within her? She had no idea but she felt herself floating once more as He commenced a further round of six spankings, hearing her muffled voice screaming from the pain: cries, sobs all mixed in with the most amazing pleasure she had ever experienced. How could she be feeling arousal and excitement at such harsh punishment? How? It simply did not stand to reason. When He had reached twelve out of the twenty-five, she could feel herself physically unable to prepare for each blow. He was not showing the mercy and kindness she was used to; it was as if He had changed. But then, where punishment was concerned she supposed He could not be quite as kind and caring, or else it would hardly be an effective punishment.

It was some time before she realized that He was still rubbing and caressing her hips and buttocks and no more blows had fallen. She turned her head cautiously to look at Him, to see how long she must wait for the next round. As she did she could see He was smiling straight at her, a smile that blazed through her with the force of the sun. Any pain she was feeling evaporated in the heat of that gaze and her heart jumped for joy. He reached up to her cheeks and wiped away the rivulets of tears, quietly re-assuring her, “I think that is enough for you to endure today my girl. I think you have been punished adequately, and didn’t you bear it well for me, so brave for your Master.” On hearing His words, she felt tears well up once more, but not with shame, – this time with happiness for once more pleasing Him.

As she rested there, His hand in her hair gently tugged to indicate that she was to slip to her knees on the floor. Slithering off the bed the best she could without the use of her hands, she shuffled to her knees before Him, wincing slightly as her tortured ass made contact with her heels, head down, not daring to look up. He stroked her hair, reassuring, calming – if she wasn’t still feeling gnawing loss and disappointment in her belly she would have purred blissfully to have such attention from Master. Sliding his fingers beneath her chin, He lifted her face to His, her heart stuttering for the second time that day with the intense waves of desire flowing from Him, and before she had time to collect her thoughts He ripped the gag from her in one swift movement.
Strange
she thought as she was once more able to moisten her lips, there was no pain as He removed the tape. In fact she felt pleasure shoot through her. Once more tangling His fingers in her tresses He pulled her close to Him and pressed His lips to hers.

She sighed as she pressed against Him, the tingles continued to travel up and down her spine as His tongue forcefully explored hers – a kiss so passionate, so all consuming, that it took her breath away.