Tessa’s Dilemma Page 3

  Such considerations aside, the urgent throbbing was not going away it seemed and it needed to be dealt with before they continued, so it was time to “empty” himself, fill his girl and drive her crazier still with need. Without a word he helped her to her feet, walked her around to lie on her back on the bed so he could be comfortable as well, and slid his hands down the length of her beautifully smooth legs. Oh he adored how she groomed herself, her body completely hairless from the neck down. He didn’t actually mind hair; it was one of those body features that everyone had, but it was certainly easier if you didn’t have to untangle a vibrator or rope from it during play. Kissing the insides of her calves and wrapping his arms around her lower thighs, he dragged her toward him, unzipping himself with his right hand and allowing his now fully engorged member to spring free. Tilting his head to one side, he noted her breathing quicken with anticipation, her eyes bright, her mind in another place, arching her back in a feeble attempt to push her body closer to his. Lining himself up, he stroked the head of his cock along her slit, slowly parting her swollen lips, enjoying the slippery sensation coating him, which was soon to become all consuming. Choosing his words carefully and maintaining a steady tone, he spoke clearly ensuring that she absorbed every word. “You know the score girl; I simply wish to empty myself, and I choose to do so deep inside of you.” He entered her with force, enjoying the delicious bounce of her bound breasts as his hips met hers.

  A feral moan released from within her as her eyes rolled upward and closed. He could feel her so tightly clamped around him; it still amazed him how tight she was, but then he had directed her training while they were apart to include Kegel exercises, and he often required her to attend to her housework with Ben Wa balls inserted. “Squeeze... and relax,” he commanded. Reveling in the warmth of her, a thought formed in his mind: wouldn’t it be wonderful to make her milk me... the perfect test to prove she has been attending to my instructions in my absence. Placing his right hand on her stomach, he pressed down firmly with the heel of his hand, massaging the pubic muscles, noting with satisfaction as Tessa inhaled sharply and arched her body against the insistent pressure. “Yes my girl, interesting sensation isn’t it? Now squeeze and see just what that feels like – describe it to me, tell your Master.” Smiling as he felt her constrict tightly around him, they locked eyes as he reminded her once more to describe the feeling of his massage and her efforts.

  Breathlessly she uttered a string of single words as before, “Tingling, deep, over-whelming, pleasure, building...” as she trailed off with the effort of clenching around his now painfully rock hard manhood. Maintaining an iron grip on his release, he briefly acknowledged that if she kept this up just a little while longer she would succeed in his test. Massaging more firmly now, her moans increased and raised in pitch; still not moving at all within her, he reached forward and cruelly twisted her left nipple. With more strength than he thought she had left within her, she clamped down hard on him, almost pulling him deeper than seemed possible – that was all that he needed as he climaxed powerfully inside her. Each pulse of his pleasure twitched within her slick walls, still grasping him tightly as he dug his nails into her soft hips, keeping them melded together for just a little while longer to ensure every last drop remained inside her. Silently watching the frenzied rise and fall of her sweat-shimmered chest he remained motionless, feeling his spent sex shrink – knowing full well she could also feel its retreat.

  As her breathing came closer to a more normal state, Charles moved from her, zipping himself back into his trousers and slid his right index finger into her used cunt. Smiling again he pushed his middle finger inside to accompany it and scooped the product of their joining outwards to coat her labia. Spreading the glistening concoction thickly over her large and swollen lips, he turned away and assessed the items she had placed on the table. Picking up the pussy pump, he spread the remainder of their juices around the rubber seal. Walking back to her, he placed the implement squarely between her legs, ensuring the seal was complete and started to suck it onto her. It was a new experience for Charles, he had never used such a toy before, but watching as each squeeze of the pump sucked her plump lips further into the translucent pink cup, combined with her agonized whimpers; he thought that he could like this little bauble quite a great deal. Assessing that perhaps one more squeeze for good measure would be good, Charles did so as he watched Tess bite down hard on her bottom lip. Careful to note that she was within tolerable pain limits, it occurred to him that he was a little thirsty. Heading over to the ice bucket on the table, he dropped three cubes into a glass and filled it with water. Taking his seat in the corner of the room he watched his girl lying spread for his pleasure, bound, panting and whimpering, obeying him still – despite the obvious pain that she was currently experiencing. To say he didn’t feel immense pride as he sat there recuperating, taking in every exquisite detail of his enchanting submissive – would be a complete lie.

  Chapter Eight

  Tessa’s body screamed loudly at her to just beg for this damned thing to be taken off! But she wasn’t giving in; she knew better than that. She had no right to say no anymore. She had given her right of freedom to Him quite some time ago. It wasn’t that it wasn’t tolerable; it wasn’t the sucking that hurt, but rather the pressure of the plastic cup against her pubic bone. Strangely, she quite enjoyed the sensation of her fleshy sex being sucked into the cup; there was a warm throbbing that accompanied it and she was curious what it must look like. Especially since Master’s eyes were sparkling considerably when He was applying the toy to her body.

  She had been surprised when He had just left her there: sitting, watching, drinking, silently observing. Not daring to move an inch she resigned herself to bear the agony of the pump and the insistent aching need for release that had been building from the moment she had pulled up to the hotel. Closing her eyes and starting to drift off into a world of peacefulness, Tessa relaxed into her fate. If Master could take some time for a break then she should conserve her energy too.

  ***

  Jolting her awareness back to the present, she looked down in shock at the sight of her own breasts, her left nipple pulled high and taut in front of her. Twisting it again, He let it drop back to her chest. As He repeated the same with the right nipple; she let out a strangled moan as the rough treatment of her now stiff peaks shot electric bolts to her aching pussy. She watched in dismay as Master pulled two items that looked like syringes out of His pocket. Thankfully they lacked the needle section, but she started to panic as she had no idea what they could be for. They appeared to be implements of torture the likes of which she had never seen. Pleading silently with her eyes, she noted He was ignoring her panic, as He set to work on her breasts, placing the open end of one of the syringes over her hardened nipple. Pulling the plunger up, she yelped loudly at the sudden pain. He stopped momentarily, gauging her anguish, giving her a few minutes to become accustomed to the feeling, and then He slowly pulled the syringe a few notches more as she watched with astonished eyes as her nipple extended far into the tube.

  Panting shallowly, He repeated with her right nipple and when He appeared satisfied they were even, He flicked both tubes with his fingers; little tremors of pleasure and pain rippled through her body with each shake of the tubes. Tessa was slipping quickly into a world of pure sensation, her need for climax so tangible she was surprised she hadn’t come yet, but she would never do such a thing without permission in any case. Turning His back to her again, she took a moment to lose herself in the sensation of all of her erogenous areas sucked tightly into plastic apparatuses. If she didn’t know first-hand how amazing this felt, she definitely would never have agreed to it. Her nipples looked so red and engorged after a short time in the tubes that she daren’t even think about what her sex must look like by now. Watching Master move between her outstretched legs, she was overjoyed to see that He was holding her rabbit vibrator. Maybe He would now allow her a release?

  Pressi
ng the pressure valve on the pussy pump, Tessa felt instant relief as the cool air rushed across her inflamed sex. Breathing deeply she sighed as the tension flowed from her body. Her nipples were still stretched in their confinement, but she was enjoying the sensation and relished each shiver that even the slightest movement of the tubes imparted. He switched on the clitoral vibrator of the toy and lowered it to the tube on her right nipple, the vibrations running down the hollow plastic making her squirm as she twitched in response to the intense sensations. She could hear Him laughing as she wriggled beneath Him, and then without warning He took it from her and rested it against her slick opening. “How much do you want this girl? Do you want Master to fuck you with your fake cock?”

  To which she replied, “Yes Master.” There really wasn’t any other answer that would suffice.

  “And remember, you may not come unless I give you permission,” roughly pushing the toy inside her, and ensuring the vibrating bunny ears were positioned on her now over-sensitive clit.

  Within about thirty seconds she knew she was about to orgasm and cried out to Him, “Please Master can I come!” Much to her surprise He allowed it with a nod of His head as she felt Him sit down on the edge of the bed. Her climax crashed through her exhausted body as He began to slowly twist it inside her, pushing it deeper into her swollen, pumped pussy feeling everything – so much more responsive to every touch, every caress, every vibration, and the insistent vibrations caused yet another orgasm to swallow her, crying out with pleasure as her body shook. Panting for air, He kept the vibrator pressed tightly within her; she could feel both His and her juices coating the rubber intrusion, being expelled from her with each climax that took her, and already another was creeping steadily through her as she became aware of His free hand moving to her imprisoned nipples. Just as the edge of her next peak started to make itself known, He quickly twisted the right tube from her, followed by the left. The freeing of her nipples made them throb painfully, but confusingly pushed her into the heady throes of yet another climax. Losing control over and over, He rubbed and flicked her breasts and clitoris, massaging her stomach, her senses strained to excess with the stimulation until her moans and cries weakened to mewling, her body, sheened in sweat, unable to react any more. He finally removed the toy and walked to the bathroom, leaving her limp and exhausted.

  Chapter Nine

  It was a few minutes before He returned to her; Tessa felt as though she inhabited a new and unexplored world within her mind. She was aware of things happening around her, she knew where she was, but she wasn’t entirely “present” with the same clarity that she usually pursued everyday life. She felt calm, happy, content, exhausted, and any other manner of feelings she couldn’t even put a name to at this moment, and she didn’t feel it was necessary anyway. Happiness. That would do nicely until she could think straight again. Feeling the bed shift, she turned her head to see what He was doing, noting with surprise that Master had stripped completely, and was now moving pillows to the head of the bed so that he could lie down next to her. She very rarely saw Him without His suit, and had idly wondered whether He would lose His power without it, a bit like Samson. But she was in no doubt now, that He was equally as commanding a presence, and to see His still erect manhood was sending tingles through her. Master wasn’t a young man, yet His stamina during their sessions together still managed to take her breath away. Focusing on Him, drawn to Him even from deep in her sub-space, she took in His toned pectorals, His graying hair collected in wisps across His chest. Admittedly His stomach was showing signs of an indulgent lifestyle, but the elegance with how He carried Himself, His confidence of character, never hinted of any hidden shame with His physique. Lying next to Him now, she smiled weakly to herself. He was stunningly attractive to her. So what if He didn’t conform to the media stereotypes of what a young woman should instantly be attracted to? She would gladly give up the chance of a nubile, muscular, bronzed Adonis for just one moment lying next to Master.

  Mulling these thoughts over and over, Tessa became aware of Master returning her scrutiny. Smiling at her, He reached over to her bonds, His skilled fingers carefully loosening and untying her, ensuring her skin was undamaged: her fingers, her hands responsive to His touch. Gently removing the rope from her, He dropped it onto the floor beside the bed, and returned to run His hands over her quivering flesh. She was shaking once more beneath Him. It was almost as if removing her bindings had made her feel more vulnerable. The comfort she had felt from being tightly bound had instantly quieted her anxiety, but now it returned, and it was strange – although she did have a healthy respect for Master, she did not fear Him. As He traced the rope marks on her skin, she let herself become lost in His touch, her arousal growing in intensity once more as a moan escaped her lips. A moan that He heard, perhaps He was waiting for?

  “I think it’s time I showed you how, even when you are on top, I am still in charge”

  He pulled her across Him, their eyes locked, the intensity of His stare almost challenging her to dare look away. Clumsily trying to maintain her balance on her knees, Tessa positioned herself over Him; taking His thick rod with her right hand and holding it steady as she slowly lowered herself.

  They had spoken about this before, many a time, as she had voiced disbelief at how a Dominant man could still be in a position of power when the submissive was on top, and quite clearly in a stronger perceived position. As usual, Master had just smiled at her with His knowing smile, and clearly filed away her comments for another time – such as this. His eyes had become hard now; Tessa couldn’t read what He was thinking, not that she ever could, but when He was like this, He seemed dangerous. A feeling of fear fluttered in her stomach as she became entranced by those eyes, she couldn’t tear herself from them, they almost seemed to become larger in her mind as the silence became deafening, waiting for her to please Him. She moved slowly on top of Him, clenching tightly, a quiet moan escaping her lips from the sheer pleasure of feeling His hardness so deep within her, available for her pleasure and her to use any way she wished. But it didn’t feel like that. It still felt as though she was there for His pleasure only. Yes, she could ride Him as she pleased, but still at the forefront of all of her actions was His pleasure.

  Arching her back, she pushed her breasts forward for Him, her nipples red and hard atop her full pale peaks, still unable to rip her attention from those eyes; she felt her thighs start to burn from the effort of grinding her hips to His. Dropping forward to allow herself to carry some weight on her hands, she brushed her breasts lightly against His chest, teasing almost, trying to wrest some power back from Him, perhaps trying to prove a point? But He was never going to allow that to happen, and within seconds He had tightly grasped a handful of her hair and pulled her from on top. Still silent, He roughly handled her onto all fours. Forcefully yanking her head back, Tessa yelped as He pushed His hard member against her puckered star, urgently demanding entrance to her nether passage. Out of instinct and fear, she pulled away from Him as much as she could, recoiling from the burning pain she knew would accompany the intrusion. Fear crept back strongly within her as He finally broke His silence. Impossibly, He further tightened His grip on her tortured scalp as quiet words fell terribly from His lips.

  “Don’t you ever pull away from me.”

  Shaking with fear, need and disappointment Tessa pushed back toward Him gingerly, still terrified of the pain, but much more terrified of letting Master down. The words He had just spoken had seared deep into her heart. She had no choice now; she never had. If He wanted to take her in any way He pleased, she had no option but to allow Him to do so. Screwing her eyes shut, she desperately tried to relax, trying to control her shaking, and anxiously hoping that Master would take pity and try to minimize the level of pain, which she knew, was now inevitable. Within seconds she felt Him pushing against her again, slowly but surely stretching her, entering her. He penetrated her so gently, she felt like she could cry from the tenderness He was showin
g her when she had so stupidly pulled away from Him. Feeling the last inch of Him slide home deep within her bowels. He tightened His grip on her hair once more and slowly moved within her, building up pace until He was fucking her hard and fast, slamming into her with such force that she feared He might rip the hair from her scalp. Sounds formed in her throat, as the force with which He was asserting His power over her had forced her body to respond to Him. Despite her fear of pain and her bitter disappointment at letting Him down yet again, she could feel the beginning of a climax forming, a glowing heat spreading out from her hips, enveloping her stomach, slowly creeping across her flesh. Wailing like a banshee she cried out as the orgasm crashed over her mere seconds before she felt Him fill her for a second time.