Jenna Improvement Program Ch. 10

THIS IS A WORK OF FICTION!! ANY CHARACTERS OR EVENTS DEPICTED ARE FICTIONAL AND ALL CHARACTERS ARE OVER THE AGE OF 18.

Author's Note: This one has been locked in the chamber for a while, sorry that I'm only now posting it. I appreciate the support (and patience) from readers. I like to be upfront about contents, so this chapter has a little bit of everything seen in previous chapters: humiliation, exhibitionism, piercings, feet, enemas, anal, and a little more piss. If you are new and like what you read, you can check out the earlier chapters of Jenna's exploits (if you haven't already). As always, the story is fictional and fairly unrealistic. Hope you enjoy!

CHAPTER 10

"Before we continue, I need you to assure me that you are ready for what is to come," said Dr. Truce. His 18-year old patient, Jenna Trane, looked up at him with big eyes. The redhead sat stark naked in an orthodontist's examination chair, the word "WHORE" written on her forehead in red, and her pierced 32A tit's covered in her doctor's semen. The only accessories she had on were a silver ankle chain...and a butt plug. Her mouth was sore from the new braces the doctor had just put on her, including a cumbersome Forsus appliance. Well, sore from the braces as well as the intense throat fucking he had just given her. What more could he have planned?

In an effort to improve her confidence and get laid, Jenna had entered into an agreement with Dr. Truce. By subjecting her to various sexual humiliations, Dr. Truce had promised to raise the girl's confidence and to help her lose her virginity to an actual boy. The theory (or so he claimed) was that by embracing the humiliation, Jenna would eventually stop caring what people thought about her at all. The pinnacle of a confident young women. In practice, while Jenna had become more sexually free, Dr. Truce had only found new ways to humiliate her. Worse, Jenna found that she wanted the humiliation. It helped get her off. She was still coming to terms with this shameful realization.

So here she was, covered in an older man's cum, terrified that another patient might walk past her cubicle at any point. And yet, despite that fear, all she could think about was how much she wanted to rub Dr. Truce's sperm into her petite breasts. Then she thought about eating it off her own tits. Then she felt embarrassed by her own whorish thoughts. Her freckled face turned a shade of red closer to her long fiery hair. This had been the cycle the last three days. Dr. Truce would sexually humiliate the teen, she would resist in embarrassment, then the embarrassment would turn her on and cause her to do something kinky, which would push Dr. Truce to humiliate her further, and repeat.

"This boy that you are going on a date tonight with, Sean is it?" Dr. Truce asked. Jenna nodded silently. "I haven't met the boy. But I do know teenagers. And I know he asked you on your date after he sold you this." The orthodontist tapped his finger on the plug protruding from Jenna's teen asshole. In big letters it read, "DUMB SLUT." Two tiny chains hung off the plug that had previously clipped to Jenna's labia, holding her pussy open all day. Now, the chains hung uselessly between her legs.

"A boy like that will have plans. My job now is to not just make you physically appealing to him, but to prepare you mentally for whatever he might ask you to do. Remember, tonight, your desires don't matter. Tonight, you want what he wants. Whatever he wants."Dr. Truce paused, evaluating his young patient. Jenna could feel his eyes passing over her nubile body, sizing her up. Asking the same question she was asking herself: Are you ready for this?

"To prepare you, then, I will be pushing you deeper into you humiliation training than you've ever been before. But only if that's what you want. So I ask you: are you a girl, or are you a pervert?" Jenna opened her mouth to answer, then paused. She could feel the Forsus springs stretch uncomfortably in her mouth. A little reminder of Dr. Truce's influence over her. Her eyes flicked past her doctor to the entrance to the cubicle, still unable to forget that she could be caught naked at any point. Her head was telling her to run, to put her clothes on and leave and never return. But her loins begged her to stay. Even though it made her ashamed to admit it, she loved the power Dr. Truce had over her. And the results were undeniable. She had had the best orgasms of her life the last few days, and she was about to go on her first date. All thanks to Dr. Truce. She looked down at the ground.

"I'm a pervert." She whispered.

"Excellent." Dr. Truce smiled down at the girl. "Let's get you ready for your date. Step one, we're going to need to get that clothing out of your ass." Jenna had totally forgotten that she needed to add "thief" to the list of names that described her now, alongside "dumb slut" and "pervert". Yesterday at the mall, her friend Maria had forced her to steal a micro bikini at the mall by stuffing it up her butt. She had tried to retrieve the clothing this morning during her shower. The attempt was unsuccessful. The thought of how deep the doctor was going to have to go to find it now made her extremely nervous. She shifted uncomfortably. Behind Dr. Truce, Jenna saw the shadow of yet another person walking past the cubicle. But this one paused, just out of Jenna's sight.

Please don't look in, please don't look in. She prayed. Luckily, her prayers were answered. After a moment, the shadow disappeared. Jenna wondered how long her luck would hold out. She sent up another quick prayer, just to be safe.

Distracted by prayer, Jenna was caught by surprise when Dr. Truce slid the young girl's hips close to him and swiftly shackled her wrists to the the arm rests of the examination chair. With her arms trapped, she couldn't stop him from grabbing a slender bare foot and pressing it towards her body. Jenna's knee bent, pinning her leg against her sticky chest. Dr. Truce quickly dropped a velcro loop over her knee and pulled tight, binding her thigh and her shin together. Jenna had seen something similar once when she had accidentally watched a pet-play porno. In the video, the leg binding had forced the poor girl to walk around on her knees and elbows like a little puppy bitch. Dr. Truce lashed the excess velcro material to the arm rest as well, then repeated the process on her other leg. She was left splay legged and bound to the chair. She looked up in fear of what Dr. Truce had planned next. He understood the questions.

"Don't worry, Dumb Slut. This will just make it easier to open you up for inspection." He said calmly. With her arms and legs bound, Jenna couldn't stop Dr. Truce when he grabbed the thin chains dangling from her ass plug and pulled hard. Her asshole stretched painfully to make way for the plug's widest part. It pulled free with a a quiet "pop". Dr. Truce admired the gape as the ruined hole struggled to close. Luckily, Jenna was young and pliable, and her teen butthole soon closed back up tight. Dr. Truce smiled his approval and stuck the plug into the girl's mouth. "Hold this for me will you?" He joked. Jenna gagged on the sudden, unexpected taste of her own ass.

Dr. Truce wasted no time beginning his work. Reaching into a nearby cupboard, he produced a large silver speculum, a green plastic ring, a long piece of thin plastic tubing, and a bottle of lube. Jenna gulped. The speculum looked particularly intimidating. Looked like a silver duck head with two handles branching off at a right angle from the duck's bill. Held up to the light, Jenna was able to see that it was about 5 inches long. On closer inspection, it wasn't quite a duck bill: it had three prongs, close together to form a single elongated cone. Dr. Truce slowly dripped it with lube from the bottle, then positioned it in front of Jenna's puckered asshole. Despite herself, the redhead tried to squirm away. The bindings tying her to the chair kept her firmly in place. Realizing the futility, Jenna attempted to calm herself. She had taken things up her butt before, she could take this. Now was her chance to impress Dr. Truce with her progress.

She drew in a helpless sharp breath as the cold, sticky metal forced into her anus. Dr. Truce kept pushing until the duck's bill was entirely seated in her rectum. He squeezed on the speculum's handle. The three prongs pulled apart, forcing Jenna's ass open. With each squeeze, Jenna could feel her poor butthole pull wider and wider. An uncomfortable pleasure soon gave way to pain. She felt like she was going to be torn open. The young girl tried to relax, telling herself she had nearly taken a fist, she could handle a speculum. But Dr. Truce seemed set on pushing her to the limit. He continued to crank her open wider and wider. Finally, Jenna couldn't take any more. She spit out the butt plug and cried out, "Please! No more!" The buttplug slid through the semen on her chest before sticking briefly below her left breast. The semen wasn't sticky enough, and the plug was too heavy. It slowly slid off her chest and clanged to the floor. Jenna could feel the office's air-conditioned air blowing into her gaping asshole. Dr. Truce bent over and stared into her anal cavity. She was spread to a good three inches. He could easily stick two fingers into her without touching the edge of her sphincter. Jenna pulled feebly at the restraints, but remained trapped and spread eagle in the chair.

"We're still going to need this." Dr. Truce said, reaching down to grab the now semen-soiled plug. "Let's try to keep it clean this time." Knowing what was expected, Jenna opened her mouth. Dr. Truce popped the plug back into the waiting hole. This time the plug was salty on her tongue. In order to make sure the plug wouldn't fall to the ground again, Dr. Truce grabbed the clamps at the end of each chain and roughly pinched them onto Jenna's pierced nipples. The girl moaned, but kept the plug in her mouth. She was disappointed in herself. She had wanted to please Dr. Truce, to show him that she could be a good slut and handle any humiliation or degradation he could throw at her. But instead, she hadn't even made it through the first toy he had brought out before begging him to stop.

How does he do this to me? She thought to herself furiously. He makes me want my butt opened wider! How dumb am I?

Dr. Truce next grabbed the green plastic circle. It looked like a glow ring from a rave. It had about a 10 inch diameter. What Jenna hadn't noticed when Dr. Truce first brought it in was that it also had six short bungee cords running through the ring, spaced equally around its circumference. A wooden clothespin was attached to the end of each bungee cord. They hung limply off the ring like a perverse children's mobile. Jenna had never seen a device like this before, and she wondered where Dr. Truce was going to clamp it on her. She soon found out.

"Your pussy lips are pretty small, but I can't risk anything getting in the way of my work." The doctor explained. He knelt down between his captive slut's legs and began to gently caress her mound. His fingers ran softly along her slit, causing the restrained girl to shiver with anticipation. She secretly prayed he would stick a finger in and finally let her cum after all of this teasing. Instead, he positioned the ring around her opening. Pinching with his fingers, he grabbed her left inner fold and pulled out as far as it would go. With dexterous fingers, Dr. Truce attached three of the clips to the delicate skin. Jenna bit down harder on her ass plug, fighting back tears as he manhandled her lips. Dr. Truce released his grip, pulling the bungee cords taught. He repeated the process on the other side, then stepped back to admire his work. The ring encircled Jenna's gaping fuck hole, pulled wide open by the clothespins. Jenna had never felt so vulnerable. Gaped this way by ring and speculum, Dr. Truce could easily see in to her cervix and deep into her asscunt. Tied as she was, there was nothing the poor thing could do to hide her shame.

Next Dr. Truce moved to her clit. He carefully lifted its protective hood with his finger, revealing the teen's sensitive nub, He pulled out a small, clear plastic tube, about three inches long. The tube nestled perfectly around Jenna's clitty. With a small pump, Dr Truce removed the air from the tube. Each pump created more suction on Jenna's trapped pink flesh. Jenna's eyes grew larger as the doctor continued to pump. The suction felt incredible as it stretched her clit. Each pump caused a mesmerizing tug, but also strengthened the vacuum, which in turn increased the blood flow to the region, making it even more sensitive. Jenna's clit slowly grew, filling in the space of the tube, until it was nearly an inch long. Dr. Truce removed the pump, leaving Jenna's erect clit distended into the tube. He gave it a little flick, sending a shiver through the girl's body.

"Oooooo..." Jenna moaned. Then snapped her mouth shut. In addition to Sammy, hygienists and patients flooded past the open entrance to Jenna's cubicle. If even one of them happened to glance her way, she would be caught for the Dumb Slut she was. Trussed up with her legs tied and her holes gaped open, Jenna wouldn't be able to hide herself. The realization terrified the girl, forcing her silence. She quivered in fear, resuming her prayer that she wouldn't be caught. Dr. Truce laughed, recognizing the look of fear in the submissive girls' eyes. And yet Dr. Truce still wasn't done. He grabbed the long plastic tubing next. It was several feet in length, curled in a large loop, and about an 1/8th of an inch wide.

"Tonight, you'll go on your first date. Your desires will no longer matter. What you want is what your date wants. What's the boy's name again? Sean? Tonight, you'll be Sean's Dumb Slut." Dr. Truce lectured. He rubbed lube on the tip of the tube as he spoke. Patients and nurses continued to bustle past the cubicle behind him. Jenna silently nodded her understanding.

"Toilets are for people." He continued. "You're not a person anymore, you're a Dumb Slut. We don't want you to interrupt your date with Sean tonight by having to go to the bathroom, so I'm giving you a catheter to relieve yourself." Jenna realized the green ring not only gaped her pussy, it also gave the doctor easy access to her tiny urethra. He gently massaged the outside of the teen's peehole with a dab of lubricant. Despite herself, Jenna moaned loudly when Dr. Truce inserted the tube into her. He slowly pushed it up and in towards her little bladder. Jenna bit down hard on the buttplug, desperately trying to stifling further noises. With the cubicles of the office so close together, she didn't want to draw attention. But she had never had something stuffed so fare in there. It hurt, but was also strangely arousing. After a few inches, Dr. Truce felt resistance. With a twist of pain, he pushed past the resistance, seating the catheter deep in Jenna's bladder. Yellow piss filled the tube, dribbling out onto her chest at the other end. Before she could protest at the mess, Dr. Truce placed a small clamp on the end of the tube, stopping the flow. He then grabbed a syringe and attached it to a nozzle on the tube that Jenna had not noticed before. He carefully plunged the syringe, and Jenna felt an odd expansion in her bladder.

"I've just filled a balloon inside you with saline. It will make sure that the catheter doesn't fall out. Don't think about trying to pull it out yourself, you'll need to empty the balloon before it will come out. It stays in for the rest of the day." He explained.

Jenna looked puzzled. Didn't catheters normally come with bags to collect the pee? Dr. Truce seemed to anticipate her question. "You don't need a bag. You'll use your mouth. I know you like the taste of piss, this way you can provide your own supply. Now suck." He removed the clip and stuffed the end of the of the catheter into her mouth alongside the butt plug. Jenna could taste her own piss dribbling into her mouth, mixing with the semen. She obediently swallowed, then took a long swig. The catheter was a long straw, allowing her to drink her own piss straight out of her bladder. It was the naughtiest, dirtiest thing that she had ever done. But far from grossing her out, it only made her hornier. Followed by the shame of being turned on by her own piss. Followed by more horniest. A vicious slut cycle. She could feel her juices dripping from her stretched pussy down into her gaping asshole. It felt incredible.

Jenna was surprised by how much urine she had been holding in. She kept sucking, and it kept coming.The plug in her mouth made it difficult to keep a tight seal on the straw. Her lips made a loud schlucking sound, as if she was trying to draw up the last mouthfuls at the bottom of a milkshake. Jenna's eyes flitted up to Dr. Truce, seeking approval. She had failed the test of stretching her asshole, she wanted to make sure to pass the piss drinking test. Dr. Truce smiled, but continued his work. He pulled on a pair of latex rubber gloves. He reached for a long pick on his instrument table. He chose a long metal tool with a hook on the end. It was usually used to press on teeth, searching for soft spots. But it would also work well fishing for clothing in Jenna's ass. Dr. Truce pulled up a stool and repositioned a light to illuminate Jenna's insides. The teenager watched on, helpless as the menacing tool disappeared into her asshole. She felt nothing, she was spread so wide by the speculum that the pick easily passed deep into her rectum. With a twist of his wrist, Dr. Truce hooked the pick around the strap of the microkini wedged deep in Jenna's butt. Now Jenna could feel it. The microkini rubbed along the inside of her rectum as Dr. Truce slowly pulled out. He tossed the suit onto her semen streaked chest, then slowly pulled off the rubber gloves.

"That was in deep. And it wasn't even my idea. You really are a dirty girl, aren't you?" Jenna looked down and away, but said nothing.

Dr. Truce reached next for some cotton wipes, rubbing alcohol, and a bottle of purple nail polish. The purple matched her new braces. He sat back down between Jenna's legs and removed the last of the chipped old paint from her toes. Cupping one tiny foot, he carefully applied purple polish to each little toe. It was a surprisingly delicate procedure, considering the discomfort he had just put his teenage captive through. It almost felt... loving. But the thought immediately disappeared when Dr. Truce paused to spit a giant loogy into the girl's stretched asshole. He laughed to himself, then resumed his work. Soon Jenna's toes sparkled a clean royal purple. The choice must have been intentional. Strapped and ravaged as she was, Jenna felt the furthest thing from royalty. She was a thing. A nothing, meant only to be enjoyed by her mentor. And, god help her, she longed to do more to please him. In spite of, no... because of the degradations.

Having finished with her feet, Dr. Truce moved to Jenna's hands. The skin on her wrists were pink from the tightness of the straps that bound her to the orthodontist chair. Her hands were even whiter than usual. Jenna had been so focused on the stimulation between her legs, she hadn't noticed that she barely had feeling in her hands anymore. She did her best to extend her fingers to allow Dr. Truce to apply a coat of purple polish to each nail.

"We still have more work to do, I'll be right back." Without another word, Dr. Truce stood and walked out of the cubicle. Jenna waited, restrained, spread, and horny. She was reaching the end of her bladder, there was barely anything left to drink out of the catheter. For the first time, she looked around the room. Aside from the naked teenager tied to the chair, the cubicle looked like a normal orthodontist's work space. Somewhere in the drawers, Jenna knew there were compromising pictures of her from the previous days. She assumed there would be more added today. Outside the cubicle, Jenna realized that the office continued business as usual. Sammy walked by with a patient in tow, then another. How long was Dr. Truce going to take? The straps holding Jenna in place were starting to get uncomfortable. All it would take would be one sideways glance from a patient and Jenna would be caught, every hole spread open with "WHORE" written in red on her face. She imagined a cute young boy, straggling behind Sammy on his way to an appointment, slowly turning his head and seeing her naked, cleanly shaven pink pussy, her newly painted purple toes. How would he react to seeing her, trussed up and spread, covered in semen and drinking her own piss? All he'd have to do is read the plug in her mouth, the writing on her forehead. He'd think she's a Dumb Slut, ready for service. Maybe he'd step into the cubicle, slowly at first, wondering if his eyes were deceiving him. He'd start slowly, unsure of himself. A gentle caress of her leg, maybe a little feel of her breast. He'd finger the little tube tugging on her clit. She'd close her eyes and moan, helpless to stop him. As the boy would recognize this was indeed real, he'd become more bold, touching her in her exposed wetness. Inserting a finger into the first real vagina he'd ever seen in person. He'd begin to unzip his pants, daring himself to stick it into the young wet cunt before him. Unsure if he should remove the speculum or if it was possible to proceed while leaving it in. Jenna was breathing heavier as she imagined the anonymous intruder. Her jaw was sore from holding the plug and the catheter in her mouth. Drool slid out the sides of her mouth, running down her chin and onto her neck. Just another part of her body that now glistened with moisture under the office lights. She imagined the boy leaning in to kiss her, slowly sliding inside her, the first real boy to do so...