Growing Up Insane

              Growing Up Insane - Chapter 09

       It was a wistful and at the same time exhausted Timothy who left the villa in the company of a smirking Silvana. Their little tryst had produced a significant advantage to his companion, one that she would use to her advantage in the future.  She seemed to have everything that the conflicted transsexual in waiting aspired to become. The extended bouts of lovemaking would be difficult to ever forget. Even there she had an extra advantage, being aware that Timothy's handler was dosing him with drugs designed to increase his masculinity. The youth had lost count of the number of times he made love to his new, most demanding mistress, or was it mentor? His only escape seemed to be sleep, but even that was denied to him if Silvana wanted him one more time, or even another time after that. He was astonished about his capability to respond to Silvana's gargantuan needs or was it more like whims?

       Timothy was physically stronger, but Silvana was the wiser of the two and knew how to blunt or divert his power. It didn't help his cause to be in bondage nearly around the clock. She only allowed him time to go to the bathroom in her presence, which proved to be difficult for a time, and to take an occasional shower after one of their lengthy sex sessions that always left his prong limp and sore. It was as if she was searching for his limits, almost dispassionately, like some scientist studying a specimen. It did not help his cause that he was under the spell of this attractive wise creature who knew what she wanted and most of the time what he wanted as well. Silvana seemed to glory in her ability to utterly frustrate and exhaust her conflicted subject.

       She would lie between his spread thighs and lick and suck his tight scrotum until he was certain that one more caress from the snake-like tongue would send him over the edge, but it never did. She was always able to read his body, its tenseness, the way he breathed, the pulse in his neck, and naturally the stiffness and amount of precum that dribbled from the tip of his throbbing sex organ. She loved to lick up his precum like a cat with a bowl of cream. When it seemed that one more pass of her knowing tongue would create an explosion of hot, sticky, salty cum shooting up from his churning testicles, she'd nip the tip of his quivering dick and then quickly move down the shaft, leaving a trail of small bites in her wake.

       Other times she'd be more aggressive, mounting him as if he were a stallion, capturing his cock inside her faux cunt that wrapped around it like a warm, wet blanket. Once properly seated, she dig her knees into his ribs and urge him to begin fucking her with every bit of strength he possessed. He would thrust upwards into that beacon of hope for him while she looked down, her face slack, eyes glazed as he pounded that damp region mercilessly as she urged him on to even greater exertions. It never dawned on poor Timothy that Silvana always used a special cream before she had sex with him. It not only soothed her insides, it acted to reduce his sensitivity and thus extend his ability to satisfy her. He never realized for a moment that her orgasms were manufactured in her mind and played out as if she were on a stage and he the audience.

       The meek-mannered transsexual would fuck her until he was exhausted, but she never showed any reaction to his best efforts, a source of great frustration to him. She'd swing her lithe body so the entrance to her sweaty tunnel, created by the best surgeons in the world, was glued to his mouth. He'd be ordered to tongue fuck her until she was ready for another ride and this time he had better deliver the goods. This back and forth activity often lasted for hours with Timothy growing more and more aggravated over the fact he was unable to deliver the goods. She had the nasty habit of dismounting only seconds before his cannon, as she was wont to describe his sex organ, was ready to discharge. Once Silvana had the youth reduced to a state of insecurity, she would move to the next portion of this little dance.

       Timothy's cock would be sucked without any regard for his part in the act. Even when he finally managed to ejaculate, she turned her head and directed his spurts onto his heaving chest and stomach. Then came the insinuations about his mother. Did she suck him to conclusion? Did she swallow every drop of his offering? Did she make him lick the cum from her fingers after she scooped the glistening globs from his belly and stiff nipples as well? Did he beg her to let him suck her pussy or was he bolder, demanding that she present her tight cunt for him to begin fucking, even though as he spoke his cock was shrinking? Those remarks and the way Silvana expressed them, all the time jacking his still hard prong to keep it in readiness, all but destroyed whatever was left of his confidence. Timothy was beginning to become the sexy siren's blowup doll.

       The sucking would resume and soon the youth's prong was throbbing and giving every sign of another delivery, as his sex partner slobbered all over it. This time one hand would grasp the twitching staff and the other playfully slap it from side to side, keeping a firm grip on the base. All the while she would treat him as if he were some unruly child who had dared to disobey her rule about having erections in her presence. At the first sign that his prick was beginning to lose its stiffness, back into her mouth it went for a refresher. After a number of cycles his cock was beginning to hurt, but she ignored his discomfort and continued to suck him until he loosed another salvo of cum that arced onto his chest, much to her delight. The drugs his handler was giving him were having a strong positive response on his masculinity as advertised.

       It was time for another ride in the park at a gallop, once she got him erect. After a little nibbling, kissing, a stream of insults concerning his manliness and some forceful sucking, his cock was hardening. Silvana grinned down at her helpless partner and guided his hard length into her warm, wet cunt once more loaded with the cream. He began a mindless pumping action and she cupped her firm faux tits and made obscene suggestions about what was going to happen to him if he failed to satisfy her this time. Her words moved him to another gear and she smiled and listened to the slick gooey sounds he was creating in her surgically created pussy. Timothy nearly had a heart attack, so great were Silvana's demands on his exhausted body. The cream did its insidious work and he had to admit defeat, unable to provide even so much as a drop of cum. His mistress was not pleased and so he was marched, hands cuffed behind his back, to the bathroom for punishment.

       He was pushed into the stall and told to stand at attention while he received a shower. He stood there trembling from the chill as the frigid water cascaded off his bare body. Silvana stood outside watching the water beat down on the youth. She tapped to get his attention and then proceeded to give him a show as she played with her artificial pussy. By the time she allowed him to exit the shower his entire body was nearly blue and his cock looked like a baby's fist in size and appearance. Silvana sat on the toilet seat and spread her thighs so he could begin licking and tonguing her cunt. As he focused his attention to his task she released the contents of her bladder into the youth's face, totally humiliating him. She was pleased that her kneeling slave made no effort to avoid the deluge she splattered all over his wet, chilled body. Back into the stall he went for a second ablution that made his teeth chatter and his testicles become the size of marbles.

       Silvana amused herself by making him do some exercises, still wet from the icy shower. Finally she showed him some mercy by releasing his hands so he could use a towel to dry his bare, trembling body. Once more he was made to march ahead of her toward the bedroom for more sex. Timothy was too traumatized to offer any resistance as she fastened his wrists and ankles to the corners of the large bed that by now stunk of sweat and semen. This time she settled her cunt onto his face while her mouth found his shrunken genitals and began reviving them with her expert teasing. It didn't take long before Timothy was once more erect.

       They remained locked in the sixty-nine position for nearly an hour and he regained his excitement for her smooth, nearly perfect body. She enjoyed the way his tongue moved around like a bee seeking nectar from a flower.  Occasionally she would grind her pussy up and down his face and enjoy his reaction, which grew more and more ardent with time. She licked and kissed his balls back to their normal size and teased them with her teeth, nipping them playfully. Then she took first one and then the other into her wet mouth and sucked them with practiced skill. She compared Timothy to her various male lovers and placed him highly for his stamina and enthusiasm. With more experience he had the potential to become an ardent lover. It was too bad that he wanted to return to the other side of the street. That reminded her of the few female lovers she had taken over the past year, and smiled to herself at how she reacted to their ardor and technique.

       The two that remained in mind were Anna, a woman in her forties, full-bodied and extremely knowledgeable. She pierced Silvana's disguise, good as it was, and proceeded to ravish her on their first tryst. On their second meeting, some few days later, Anna introduced Silvana to her young son and his girlfriend who was also Anna's lover. The son was very well hung and had been obviously trained by his mother in the fine arts associated with sex done properly at the highest levels. He did everything but turn Silvana inside out, pounding her unmercifully as she shouted for him to go faster and harder. To her utter amazement he did, and she was brought to the gates of either heaven or hell, not caring as long as that magnificent prick continued to slam into her yielding body. All the time this was witnessed and even evaluated by Anna who discussed certain points with this young girl no older than perhaps fourteen with a still forming body and the face of a young Madonna.

       The next time she visited Anna, the older woman introduced her to bondage. For the rest of that day and well into the night Anna, her son and the lovely young girl took her places she didn't know existed and brought her back for some earthly pleasuring.  She learned that pain could be pleasure if introduced properly. Anna proved that by whipping Silvana's false breasts and pussy until the regions glowed and sent sparks throughout her body. She was at first forced and then developed a taste for certain unmentionable activities that she performed with the trio. She made numerous visits that left her with the realization that the mind was the more powerful of the two when compared to the body, no matter how attractive.

       The other lover was a young Eurasian woman barely out of her teens who had the audacity to seduce Silvana and force her to become her slave. No matter how Silvana struggled she was unable to break the bonds that this lovely goddess formed with her. Lai Ling was a user of flesh, consuming and then disposing of it so she could find another source of energy to suck dry. The uneven relationship lasted for months but the steady bouts of unbelievable sex coupled with violence, humiliation and utter degradation soon wore her down to the nub. Their final tryst was a nightmare featuring a gang of degenerates being given power over her body, to do with her whatever they wished.

       To this day she remembers little of what did occur to her, only an occasional flashback of something or other that was too terrible to face for more than seconds. When the last of them had his way with her, leaving one of her faux breasts detached from her chest after it had been slashed to ribbons, flayed, soaked in some flammable fluid and ignited, she was on the verge of death. Her young mistress was kind enough to have her unconscious body dropped off in front of a local hospital well known for its outstanding surgeons. They rebuilt Silvana into a creature even more beautiful than its predecessor. There are times when Silvana imagines herself back with Lai Ling in a more benign relationship, until reality intrudes and she remembers bits and pieces of that final evening.

       Silvana returned to reality and Timothy. He had to be punished for his inability to adequately satisfy her needs as often as she wished. Although nature had deprived her of a genuine female orgasm, her imagination was almost always able to generate something in her mind that came very close to what she lacked. Timothy had still not been able to connect properly with her, and so he must learn the hard way. She moved her body into another position that made it possible to stimulate his prostate. No matter what he thought, the youth was masculine as long as that little sensitive ball of flesh resided within his body. As these thoughts ran through her mind her middle finger began probing for that male hot button. It didn't take long for her to locate it. Now the fun would begin.

       With one hand she stroked Timothy's rigid cock while the long nail on her middle finger began to tease and torment her lover. She began licking his nipples until they were rock hard. His breathing became ragged and he shifted his body to try to escape the feeling that ran from his prostate to his cock. Silvana became more demanding as her hand stroked his cock even harder and the pressure she applied to his swelling prostate began to drive him towards an ejaculation. He started to pump his hips mindlessly as if forcing the semen to rise from his pulsating balls. She smiled and watched his cock throb and twitch until the first blast erupted into the air and arced over to land on his heaving chest. The first explosion was quickly followed by another and another, each one adding to the coating of glistening semen on his chest. Silvana slipped her middle finger from his tight asshole and made him suck it dry. Then she scooped up his hot cum and fed it to him until there was none to be had.

       Returning to his cock, which was still oozing a slight trickle of cum, she sucked it dry and held the salty fluid in her mouth as she moved back to his face. She kissed the youth on the lips, catching him by surprise and let the slimy mess enter his mouth as she pulled away with a knowing grin. Silvana returned to his cock and began the arduous task of once again hardening it to a state that would be useful for her needs. She played crack the whip with the limp length of flesh as Timothy winced from the pain. After a time his cock began to show some signs of recovery, but not enough for her needs. She finally gave up her efforts and resorted to a mechanical aid, a bullet vibrator designed to be anchored deep within the male's anus so it could make contact with the prostate. Once in place a band of sticky material could be slipped over the body of the vibrator to keep it locked into this position, no matter how much the helpless transsexual in training moved or tried to expel it. Satisfied that it was in contact with Timothy's prostate and operating properly, she mounted his face and glued her artificial pussy to his mouth and pumped away as he tongue fucked her like a crazy man. Her imagination worked well and she trembled and shuddered as a thrill of power overtook her bare body. For a brief moment she thought of fucking the youth to death, knowing full well that she could get away with this awful crime.

       She let that dark moment pass and went back to punishing her youthful lover. While she waited patiently for the vibrator to do its work, she presented her bottom for Timothy to worship with his tongue and lips. Silvana enjoyed his efforts as she watched the youth's cock begin to harden and grow in length.  She laughed and teased her victim as slowly his prong reached full size. Now she shifted her attack to include her long fingernails that ran up and down the length of Timothy's twitching rod of hard flesh. Now he was primed and ready; all it took was a little push for him to explode and shower himself with his latest offering. Silvana moved to a more comfortable position and began rotating the vibrator while she sucked his balls. She moved from one to the other, teasing him to his limit and perhaps beyond. He screamed and thrust his body against the bonds that held him to the bed as his cock spit out a watery solution that arced weakly onto his heaving belly. He may have thought he was finished, but Silvana had other ideas.

       The rebuilt woman had a field day collecting the evidence of her mastery and forced the youth to acknowledge her power by sucking her fingers clean. She adjusted the vibrator to another setting, the noise level from the buzzing tool now more insistent, almost as if it had a mind of its own and was determined to wring another few drops from him by battering his throbbing prostate to send a message to his depleted testicles to churn out a few more drops of semen for Silvana to enjoy. Rather than play with her sex slave this time, she left the room to shower and relieve herself before returning to the sweaty, stinking bed upon which her defeated rival was waiting for his next dose of humiliation.

       To Timothy it must have seemed like hours before Silvana returned. She was wearing a robe that hid her body and carried a carafe. When she asked if he was thirsty, Timothy brightened considerably, thinking that the carafe contained water. By then he should have realized that Silvana was only toying with him, and this was just another method of teasing him. She settled down beside her helpless lover and stroked his cock, gauging if he was ready to sustain another erection.  The buzzing tool had done wonders for his condition, but there remained some work from he before he could take another session of lovemaking, if that was what they were doing.

       Timothy was focused on the carafe and Silvana smiled at the trick she was about to play on him. She made him swear on his mother's cunt and tits that he would down every drop of the contents of the container.  He nodded with such enthusiasm that she nearly decided not to torment him further, but her dominant side exhorted her to carry out this last trick before finishing him off for this session. She smiled evilly and took a glass from the pocket of her robe and made a production of filling it from the carafe. Poor Timothy's eyes got wider and he sniffed the air to confirm his fear that it was just another terrible joke she was playing on him. Silvana was offering him her urine to drink, and she expected him to honor his promise. He was too frightened to refuse this offering, knowing that she had him at her mercy and could do any number of horrible things to him if he reneged.

       To the amazement of Silvana and her lover, Timothy's cock began to grow longer, thicker and harder as he downed one glass then another of her fresh warm piss. She grew excited and after he finished the carafe, she was on him like a tigress. His stiff shaft was stuffed into her fake pussy and she began riding him at a furious pace, her eyes almost glassy as she concentrated on the way his cock felt within her well-toned body. Naturally her steed was unable to expend that level of energy for more than a minute or two before he was exhausted. His failure to get her off led to more punishment.  It took some effort, but she was able to recuff him so his wrists and ankles were joined together at the top portion of the bed, leaving his bottom totally exposed.

       Timothy had no inkling of what she planned until she retrieved a dildo from one of the cabinets and strapped it onto her hips. His eyes grew large as she smeared some type of lubricant onto the top half of the hard rubber sex toy. She remembered where and why she bought it, and inwardly smiled at the recollection. She let him know that he could scream and yell all he wanted, she was in command and he was going to get every inch of her equalizer before she was finished with him. Silvana meant what she said and proceeded to prove it. First she pulled the vibrator from his anus and made him take most of it into his mouth, warning him that failure to hold it there would lead only to much more punishment than what she had planned for him. At first Timothy tried his best to ignore the discomfort, but after a few inches had been inserted and moved from side to side to widen his channel, he gasped with each movement. She grinned and pushed hard, making her toy go better than six inches deep. She announced that he had another nine inches to go and he began to blubber like a big baby. In his other life Timothy had often taken twelve, thick, man-inches without too much difficulty, but this hard rubber didn't have much give to it.

       Silvana had a wiry body, a legacy from the days when she was conflicted about her sexuality. This allowed her to ram that big piece of hard rubber deep into her love slave's tight asshole as he moaned and whimpered like a little boy being chastised by his mother. She took a break with over twelve inches buried inside Timothy who acted like he was in shock. She pinched his nipples that had hardened considerably since she began sodomizing him. He still was a little pussy as far as she was concerned. She made a mental note to make sure that he was pumped full of as much testosterone as was humanly possible. Who knows, perhaps his cock might grow longer and even thicker? That would be fun she thought as she imagined what she might do to such a member. She pulled the still buzzing vibrator from his mouth and substituted her tongue for a time. From there it was his tongue that she sucked greedily as he whimpered and moaned. Another thought passed through her mind. Perhaps after the movies were made they might turn him over to her to do with as she wished. That would be a great deal of fun as she had many creative ideas for what might be done to one such as he. However for the moment there still remained a few inches available that his asshole had not swallowed yet. She took a deep breath and went back to work opening his tight asshole and making sure every inch of her sex toy found a warm wet place to fill.

                                            (To be continued - jethro jodhpur)