Jenna Improvement Program Ch. 01

Literotic asexstories – Jenna Improvement Program Ch. 01 by Jennanymph,Jennanymph
THIS IS A WORK OF FICTION!! ANY CHARACTERS OR EVENTS DEPICTED ARE FICTIONAL AND ALL CHARACTERS ARE OVER THE AGE OF 18.

This is my first crack at writing stories like these. The stories are heavily inspired by dlsloan and mchucha. The story has numerous chapters, so I’m trying just a few to start. There’s a variety of themes explored, including: exhibitionism, voyeurism, reluctant sex, anal, bdsm, piercings, and piss, among others. I always liked descriptions of sexy outfits, so there’s a heavier emphasis on that. The story is fictional and fairly unrealistic. Hope you enjoy!

Chapter 1

BEEP! BEEP! BEEP!

Jenna Trane blindly reached out to slam her hand down on her alarm clock. It was 6:30 am. She kicked the covers off her bed and groggily rolled onto her back. A large moisture stain on the ceiling stared down at the teen girl. She stared back as she tried to wake up.

It was midway through summer vacation and Jenna was determined to make a change. Yesterday had been her 18th birthday, and her senior year of high school was just around the corner. Up until now, school had been a nightmare for Jenna. Oh she did just fine in terms of academics. And she was a talented member of the gymnastics team’s varsity squad. But Jenna’s social life was in the toilet. She was regularly bullied, had never had a boyfriend, and aside from her single BFF, Maria, didn’t have a friend to speak of. In fact, Maria was the only person that had come to Jenna’s birthday celebration the night before, aside from her parents. They had sat on a couch together watching old re-runs of Friends. What a sad way to turn 18!

Jenna rubbed the sleep out of her eyes and jumped out of bed. All of that was going to change, starting today. She pulled out the sheet of paper wedged in the corner of her full length mirror. Sitting alone in her room the night before, at the end of what should have been the most important day of her young life, she had made a list. She was tired of being ashamed of how she looked. She was tired of being so timid in public. She was tired of nobody noticing her and having no friends. She was smart, she was athletic, and dammit, people were going to notice her! The list was short, and admittedly vague.

1. Improve self-image

2. Be more confident

3. Make at least two new friends

4. Get a boyfriend and have sex for the first time

Jenna uncapped purple pen and added “… not necessarily in that order” to item number 4. She dotted the ‘I’ in the word ‘in’ with a heart.

Number 4 was the real goal. Jenna really wanted to get laid, but knew she didn’t stand a chance if she didn’t make a change.

“Perfect!” She thought to herself. “It’s time for the Jenna Improvement Sumer program to begin.”

Jenna put the sheet of paper back in the corner of the mirror and began to remove her pajamas. Starting at the top button of her pink silk shirt, she slowly worked her way down. Jenna’s self-image and confidence problems started with her physical appearance. Jenna had been a late bloomer, and even when she did bloom, it wasn’t much. She was on the shorter side, 5’0″, and thin as a rake. Her hips weren’t very wide. Some of the guys at school described them as “boyish”… though she thought there was certainly enough to hold on to. In short, her body was a good body for gymnastics, but not necessarily for attracting boys at her school who were looking for “thicc” girls. Her favorite feature was her long, slightly curly red hair. It hung down her back to her small butt.

“My small but cute butt.” She thought to herself. If she was going to improve her self-image, she had to start thinking more positively. And the hair was a good place to start. It fell down in rivulets, like a waterfall. When she arched her back, it created a gorgeous negative space between her spine and her hair. It was hair that models in Paris would be jealous of. Or at least she told herself that.

Of course, the genes that gave her such luxurious red hair also meant that her face and chest were spotted with freckles, which she hated. A sea of dots against otherwise alabaster white skin. She stared into her blue-green eyes in the mirror, then slowly worked her view down to her now exposed chest. Her breasts, like much of the rest of her, were on the smaller side, 32 A, with bright perky nipples set in the center of her breasts. They glimmered pink against her white skin, but were also small and she could easily entirely cover each nipple up with just two fingers.

“That’ll make it easier when I wear pasties.” She thought to herself sarcastically and smiled. Her smile revealed her teeth, shiny white pearls hidden behind pink-banded braces. She felt a little silly, having braces at 18. But her parents weren’t very well off, and she had only recently saved up enough money from her work as a waitress to pay for her own orthodontia. In addition to the braces, she also had inter-arch rubber bands running from her upper canines to her lower back molars. The rubber bands were meant to reduce her slight overbite. Mostly, they just got in the way and contributed to her general dislike of her own look.

Jenna let the open shirt drop to the floor behind her and gently cupped each boob, watching herself in the mirror. Her pink nipples matched her pink braces. She gave each nipple a gentle pinch and tug. They stood erect. She had always had very sensitive nipples and enjoyed giving them some attention every once in a while.

That’s right. She thought to herself. Focus on the parts of your body that you like. For a long time, she had thought that her white skin, red lips, and red hair made her look like the clown from the movie It. But she knew that was just her insecurity talking. When she was honest with herself, she actually looked quite a bit like Sophia Lillis from It, not the clown. The thought made her smile. Sophia was a hottie, and one of three people on her “I’d-go-gay-for-them” list (along with Scarlett Johansson and Shakira).

She tugged off her pajama shorts, revealing a wispy tuft of red pubic hair. Jenna didn’t spend much time grooming her nether region, aside from trimming the occasional wayward hair in preparation for swimsuit season. But like her breasts, puberty hadn’t bloomed so much as resignedly opened for her pubic hair. There was very little hair in need of trimming in the first place.

Aroused by her nipple pulls, Jenna decided to give herself a quickie to start the day off right. Despite her poor self image and low-confidence, Jenna had always been very sex positive. She was a virgin, sure, but that didn’t mean she never touched herself! She enjoyed pleasuring herself with her fingers a couple of nights most weeks, usually while watching some softcore porn on her phone. She had even tried fingering her butthole once, though she hadn’t quite seen the appeal.

Jenna cupped the mound of her vulva in her hands. Her outer labia almost entirely concealed her inner folds. This was the last part of her body that she liked. Her hair, her nipples, and her mound.

No roast beef curtains here. She thought to herself crudely. The dirty thought aroused her more. She slowly lifted her left hand up and across her body to message her right nipple. With the thumb and ring finger of her right hand, she parted her swelling lips. She caressed her middle finger up and down her moist vaginal opening before settling on her clit. Her clit was a little larger than she would have liked it, particularly when she was aroused. But it did make it easier to flick when she was in the mood. Her clit stiffened and began to poke out of its hood as she continued to work her middle finger over it in concentric circles. Jenna forced herself to keep watching herself in the mirror, focusing intently on the movement of her fingers on her now engorged, red clit. It was a little awkward, but she was trying to be more positive about her body, so it was important that she keep looking for the beauty in it.

Jenna felt her breathing get heavier as she got more into the groove. Bending slightly at the waist, she slipped her index finger inside herself. There was a soft squelch. She slowly worked her finger in and out while continuing to message her nipple.

Man, this positive body attitude seems to be working already. She thought as she listened to the sound of her finger working her now thoroughly wet pussy. Her left hand began to work more aggressively on her breast, pinching and pulling on her nipple. The white skin around her nipple had turned red from pinches. Jenna pulled her finger out of her snatch and went back to work on her clit. She was getting closer to climax and feared a moan might be coming. Worried that her parents might hear her she decided to try something new. Something to keep her mouth occupied. Something… a little naughty.

Keeping her eyes fixed on herself in the mirror, she worked her tongue around in her mouth, developing a ball of saliva. It was a more delicate procedure than she would have liked due her braces. Sticking her tongue out, she slowly let the saliva drip out of her mouth and onto her ravaged right nipple. A thin strand of spit connected her nipple to her outstretched tongue. Her fingers rubbed the saliva around on her breast, making it glisten and shine in the morning light. The sight of herself covered in her own drool, combined with the slight pain from her tweaked nipples and her furious clit rubbing had brought Jenna to the brink of explosion. She sped up the pace, furiously rubbing her crotch.

“Hey Jenna, are you awa…” Just as Jenna was about to cum, her door burst open. Jenna dove behind her bed as if she were in a duck and cover drill.

“Can’t you knock?!” She screamed furiously at her father. “I was doing my morning… affirmation.” She explained lamely. Jenna had hidden quickly enough, so she hoped there was still a possibility that her father hadn’t seen her furiously masturbating in front of her own reflection.

“I’m sorry, darling,” her father apologized. He pulled the door slightly shut and averted his gaze, but stayed in the doorway. “I wanted to make sure you didn’t oversleep. Remember you’ve got an orthodontist appointment this morning. I know how hard you’ve been working to afford your braces, so I wanted to make sure you didn’t miss it.”

Still hunched over behind the bed, Jenna’s knees pressed painfully into her breasts. Her right tit was still covered in spit and her crotch was leaking all over her ankles and the floor. She looked around desperately for something to wipe up with, but couldn’t find anything nearby. With her father still standing in the doorway, she didn’t dare get up to find a towel. Looking down, she saw her long red hair draped around her. She grabbed her hair, bunching the end together to make a makeshift sponge, and quickly wiped up her chest and between her legs. The end of her hair was matted together, covered in her own juices. It was gross, but it would have to do for now.

“I know dad, I wouldn’t forget something like that!” She shouted impatiently. Jenna loved her father, but he had a way of not respecting boundaries. In his mind, she was still his little girl, not an 18 year old woman. Besides, her teeth had been one of her major insecurities. Did he really think she would forget? And the more he just waited in the doorway, the more likely it would be that she’d be late.

“Just go away dad, I need to get ready!”

“Hey, what are you doing crouching behind the bed there?” Her dad asked inquisitively. He took a step into the room and began to peer over the edge of the bed.

“Dad!!!” Jenna screeched. She was mortified, but at least this meant that her dad hadn’t noticed she was naked… or masturbating. “Get out of here will you?!” To punctuate her request, she lobbed a nearby Vans shoe at her dad’s head. He ducked and stepped back from the bed.

“Okay, okay!” Her dad backed out the door, closing it behind him. Sheesh, the girl turns 18 and becomes totally temperamental and crazy. He thought to himself. I hope I’m not going to have to have a talk with her…

Jenna stood up, still stark naked, and checked her clock. It was already ten to 7. Normally, that would be plenty of time to make it to a 7:30 appointment, but she suspected it was going to take longer to get ready this morning. Certainly not enough time to finish herself off. Although she was still incredibly horny, it looked like her window had passed.

Reaching under her bed, Jenna grabbed the Amazon package that had arrived for her yesterday. As part of her reinvention, she had bought some new clothes. A new look for new Jenna.

Jenna had never put much effort into her appearance. As a gymnast, she received a lot of free clothes at competitions. So she mostly wore gym shorts, t-shirts, and hoodies. Since she had never thought she had much of a figure, she hadn’t thought she had much to show off, so baggy hoodies had done the job. So it seemed to her that a new wardrobe was a crucial element on her journey to to lose her virginity. She gripped a pair of scissors from her bedside drawer, slit open the box, and began to pull the contents out.

CHAPTER 2

First out of the box was the top. It was a cold shoulder crop top made of yellow chiffon with a slight floral pattern. Jenna pulled it over her head. The top had a frilly band of yellow that went across her petite breasts. Below her breasts, the top billowed slightly, making it look almost like a babydoll blouse. But the short cut made it clear it was a crop, leaving her belly button exposed. Jenna spun a quick circle and the breezy portion of the top lifted up, revealing her stomach all the way up to the base of her breasts. Standing still, the top settled back down, but still left about an inch above her belly button visible. The exposed skin was part of why she had selected the top, but wearing it now she felt awfully exposed.

Too used to wearing hoodies, I guess. She thought to herself. It also didn’t help that she was still naked from the waist down. The small wisp of delicate red pubic hair was a little loud next to the yellow of the shirt.

A thin spaghetti strap ran over each shoulder. Jenna had made sure that she got one with straps for fear that her small bust wouldn’t be able to hold up a tube top. Small sleeves cold shoulder sleeves covered her lower biceps but leaving her shoulders and upper arms fully exposed. The shirt was slightly too small and Jenna could clearly see outline of her nipples through the tight band across her chest. She pulled the shirt off, quickly threw on a thin wireless bra, and pulled the shirt back over. The blue bralette straps were small, but still showed next to the the thinner spaghetti straps of the yellow top. It wasn’t perfect, but she guessed it would have to do for now.

Next out of the box was a choker necklace. It was a small gold chain covered in white plastic flowers. Jenna pulled the necklace snugly around her neck, closing the clasp at the nape of her neck. Although it was a choker, it was designed with a little extra chain to dangle down an extra six inches along her spine.

Reaching next into the box, Jenna pulled out her most daring purchase: a deep royal blue thong. It wasn’t quite a G-string, but it was skinnier then some of the other thongs she had considered. And as her first thong, it felt particularly risqué. She stepped into it and pulled it all the way up. The material slid snugly between her asscheeks. Her initial urge was to pull it out like a wedgie, but she reminded herself this is what it was supposed to feel like. She carefully adjusted the small triangle of blue material on the front of her mound. Luckily, she had gotten the sizing about right on this purchase. Her pubic hair was already trying to poke out of the top. Any lower cut and the top of her slit would have been visible.

These aren’t your old Eeyore cotton panties. The thong made her feel sexy.

She then grabbed a pair of jean shorts out of the box. Holding them up, she was disappointed to find they weren’t as cute as she had hoped. They were straight legged and would reach down to her knees.

I think I can fix this. Jenna thought to herself as she reached for the scissors. She carefully cut the jean shorts, starting at the in seam and working her way. She turned the angle of the scissors as she neared the crouch and cut diagonally up just below the pockets. This will allow just a bit of my butt to stick out the bottom, she thought to herself. She finished cutting around the front of the shorts, taking a good 8 or 9 inches off the length of the shorts. Satisfied, she held them up for one last look, then pulled them on. She quickly became dissatisfied.

Oh no! She thought, I’ve cut off way too much! She spun around to look at her rear end. There wasn’t just a little bit of butt showing… there was a WHOLE lot of cheek. Furious with herself, she spun back around to check out the front.

I should have tried these on before I started cutting, she thought to herself furiously. They were much lower in the front than she had expected, rising just above the front of her royal blue thong. Combined with the crop top, there was a much larger expanse of flesh from her mound to well above her belly button showing more than she had planned. Worse, the thong was cut in such a way that the straps were clearly visible above the top of the low-cut shorts, and she had a prominent whale-tail showing in the back. If her goal was to look confident and chic, she had failed. Whale-tails went out of fashion in the mid-2000s!

Unfortunately, Jenna didn’t have a backup plan. With all of the money going to orthodontia, she hadn’t had much left to spend on clothes. It was these shorts or old gym shorts again.

New Jenna doesn’t give up that easily, she swore to herself. She was prepared to be seen in public with much less on above and below than she had planned. I mean… it was revealing… but not yet anything that would be viewed as totally unacceptable. There were a few girls at her school that wore less.

Jenna reached into the box to grab the pair of brown ballet flats she had purchased to close out the ensemble. She looked down at her feet. It had been a while since she had last done her nails. There were the remains of pink nail polish, chipped and fading on her toe nails. Luckily no one needs to see that, she thought to herself as she pulled on the flats. The flats fit perfectly. They left a nice bit of toe cleavage peaking over the top.

Jenna gave herself one final inspection. It wasn’t perfect, but she thought she looked pretty cute in her tight yellow top, choker, skimpy shorts, and brown flats. She adjusted the straps on her thong slight, sending a quick shiver through her body as the shred of fabric in the front rubbed against her pussy. She was still extremely turned on. Looking at the clock, she saw it was already five after 7, and she would have to hurry if she hoped to make it to her appointment on time. She quickly put on some simple makeup: reddish lipstick, a little eye shadow, and a slight amount of blush to giver her face a healthy look. She grabbed a scrunchy and a pair of stud earrings off her dresser as she opened the door to leaver her room. Luckily, there was no sight of her father so she wouldn’t have to find out how much he had actually seen this morning.

Walking down the stairs, Jenna pulled her hair up into the scrunchy. It was a big one, creating a ponytail that extended about 4 inches from the crown of her head in the back. The rest of her long red hair cascaded out of the tight scrunchy and down her back. The pony-tail allowed enough space to make the chain dangling down her back from the choker visible, but still left her hair long enough to extend below the top of her short shorts. If she had wanted to, she could tuck her fiery hair into the waist-band of her shorts. Jenna clipped in her earrings as she approached the kitchen. She wore simple gold studs that were shaped like little roses. She had always wanted to get her ears double pierced. Jenna thought piercings like that were sexy. But the cost, and fear of her father’s disapproval, had prevented her from taking the plunge.

Jenna grabbed a Pop Tart as she walked into the kitchen. Her dad, Ronald Trane, sat at the table munching on a bowl of Total. He raised an eyebrow at the sight of his teenaged daughter. It was without a doubt the most provocative outfit he had ever seen her in. Ronald and his daughter had gotten along pretty well for most of her life. Jenna’s mom worked as an investment banker, so she wasn’t around very often. Jenna had one older brother, Gary, but he was in the Navy and on deployment. That meant father and daughter had a lot of time just the two of them. Ronald thought he had done a pretty good job raising his daughter mostly alone. She got good grades and was active on the gymnastics team. She didn’t have a lot of friends, he thought, but she did seem to get along well with her teammate, Maria. And fewer friends meant he got to spend more quality time with her. They liked to watch cheesy horror movies together on the weekends. Sometimes, they’d snuggle up on the couch for movie marathons, binge watching 80s slasher flicks or every Alien film.

Recently, though, Ronald felt like his daughter had been growing away from him. This morning was a perfect example. She had exploded on him for no apparent reason that he could discern. Now she was wearing this ridiculous outfit. Ronald supposed the skimpy cutoffs were in fashion right now. But it made him a little uncomfortable to see his own daughter in them. His little girl was growing up. Despite his reservations, Ronald decided to try to be supportive.

“Sorry about barging in this morning. That’s a neat outfit you’re wearing.”

Jenna rolled her eyes. She couldn’t believe her father had called her outfit “neat”. Plus, she didn’t want to acknowledge that her father had almost caught her masturbating. She sat down silently and took a bite of the Pop Tart.

“Is it a special occasion?” He tried again to connect with his daughter. He secretly hoped she was dressed up for a date. Despite her successes in the classroom and in the gym, Jenna had still not shown any interests in boys. Or girls for that matter. Part of Ronald was glad. He hadn’t had to have an awkward “Talk” with his daughter yet. On the other hand, he was a little worried that she was 18 and, as far as he knew, had shown no interest in romantic relationships.

“Just trying something new.” Jenna replied simply. His question had the opposite effect he had hoped for. He couldn’t have known that Jenna was also worried about the lack of romance in her life. But it certainly wasn’t something she wanted to talk about. For her part, Jenna definitely still loved her father, but she also had felt the distance growing between them. She liked movie nights just fine, but she had increasingly found that she didn’t have much to talk to her father about. Ronald only wanted to talk about movies and kid stuff. She needed someone she could talk about boys with and share fashion ideas with. You know, “girl” stuff. I mean, how was she supposed to talk to her dad about wanting to lose her virginity? It just wasn’t the kind o f relationship they had. Jenna finished her Pop Tart and got up without saying goodbye.

“I love you!” Ronald called out as she made her way into the garage. Rekindling his relationship with his daughter would have to wait for another time.

Jenna drove an old stick shift Honda Accord. It was a bucket of bolts, but got the job done, and she had a strange affinity for it. Something about the fact that she was the only one of her friends and family that knew how to drive stick made her feel special. She jumped in the car and drove to her appointment.

Jenna walked into the office with 5 minutes to spare. Sammy, Dr. Truce’s assistant, greeted her.

“Dr. Truce will be with you in a moment, just follow me back to your chair.” Sammy said cheerfully. Sammy had brunette hair cut into a tomboy pixie haircut. She wore green scrubs, but her giant rack was still evident below the loose clothes. The low V-neck gave Jenna a clear view of Sammy’s cleavage. Jenna couldn’t help herself but stare enviously at Sammy’s well-endowed chest. Sammy turned and led Jenna down the hall to an empty chair. Jenna watched Sammy’s ass wiggle back and forth in the surgical scrubs as she led the way.

I definitely should have finished jerking off this morning. Jenna thought to herself. I’m even lusting after the assistant!

Jenna laid back in the orthodontist chair as Sammy attached a paper bib around her neck. Janna felt her bared ass cheeks rub against her long red hair beneath her. She gather up her hair and pulled it to one side, allowing it to fall to the ground. It didn’t help. Now all she felt was the vinyl of the chair sticking to her butt. She sighed, then she crossed her ankles and waited patiently for Dr. Truce to arrive.

“Good morning, Jenna. Wow, you look amazing today.” Dr. Truce walked into the cubicle and sat on the roller chair next to Jenna. “I’ve never seen you so… fashionable.” Dr. Truce’s eyes moved hungrily over Jenna’s body. Jenna felt initially uncomfortable. She moved to claps her hands in front of her to try to cover up some of the bar upper thigh on display for Dr. Truce. Biting her lip, she forced herself to place her hands at her sides and let him enjoy the view. Confident girls aren’t embarrassed by their bodies, she thought.

Dr. Thaddeus Truce was much cooler than his name suggested. He was young for a doctor, in his late 20s. Jenna had always felt an affinity for him. She spent most of each appointment with his fingers stuffed in her mouth, but she had always still down a way to talk with him. Plus… she had to admit she thought it was kind of hot when he put his fingers down her throat. It also helped that Dr. Truce had been a tattoo artist before becoming an orthodontist. He had colorful sleeve tattoos up both arms that Jenna could see when he rolled up his sleeves. His hair was blond and swooped down into one, deep brown eye when he lectured her on braces maintenance. In short, Dr. Truce was a snack.

“Hello Dr. Truce. It’s nice to see you.” Jenna said in a sing song voice. Inside, she was jumping for joy. He’d noticed her new outfit!

“What’s the special occasion, you don’t normally dress this… forwardly.”

“Oh, um… I’m just trying to dress with a little more confidence.” Jenna replied.

Dr. Truce rolled up his sleeves, revealing his muscular, inked forearms. Jenna bit her lip and resisted the urge to touch herself.

“Well you should be confident! You’re a beautiful young woman. Open wide.” Dr. Truce continued to talk as he proceeded with the appointment. “I used to suffer from low confidence too. That’s part of why I got into tattoos. I wanted to make myself a work of art. But then, I realized that I was thinking about things all wrong. If I want to be more confident, I shouldn’t bend myself to try to impress other people. What I needed to do was not care about what other people think. I started putting myself in the most humiliating circumstances I could imagine. If I can be comfortable in those circumstances, I figured I could handle anything. In fact, that’s why I got this.” Dr. Truce pointed to his right forearm. Jenna raised her head slightly to see his pink unicorn tattoo. She had noticed the tattoo before, but this was the first time that she realized how well-endowed the unicorn was. And the fact that it was taking a gigantic piss. She had to admit that it was a pretty embarrassing tattoo, especially for a practicing orthodontist.

Dr. Truce could see the reaction in Jenna’s eyes. “Of course, I could try to get it removed. But if I’m worried about what people think, then I’ve already lost. So I keep it as a challenge. A way to say ‘Fuck the world, I’m going to be me and not care what other people think.’ That’s where confidence comes from.” Dr. Truce paused his examination of Jenna’s mouth as he finished. She could see her saliva coating his fingers as he removed his fingers. She found herself oddly missing the feel of his hands in her mouth.

“That… actually makes a lot of sense. I guess I’m trying the same thing.” Jenna replied.

“I wondered. I’ve never seen you wear an outfit like that.” Dr. Truce wiped his damp fingers on the napkin clamped around Jenna’s neck. The feeling of this young stud’s fingers caressing her breast, even if through a paper bib, reminded Jenna of how turned on she was by her orthodontist.

“Yeah. I guess it’s just me trying to find my confidence. I’d love to go further, like maybe get some more piercings or something, but I think I should take it one step at a time.”

“I hear that. I’ve got some piercings myself. I could probably hook you up if you’re interested. What colors are we doing today?”

The question snapped Jenna out of her daydream imagining where Dr. Truce’s piercings might be. There were no obviously visibly piercings, as far as she could see. Maybe on his big cock? She thought to herself, biting her lip. Of course, she would never say that sort of thing out loud. Every time Jenna tried to talk dirty, it just sounded silly to her when it came out. Focus Jenna, answer the question, she scolded herself.

“Colors?”

“For your replacement bands.”

Jenna always struggled with picking colors for her braces bands. What colors said “New Jenna”? The answer was obvious. “New Jenna” was cool and confident. Cool and confident people don’t have braces in the first place! But since she was doomed to wear braces, she figured she might as well pick a color.

“Oh, um, I guess I’ll try yellow and blue.”

“Good choice. I’ll be right back.” Dr. Truce. Stood up to get the new band colors. Jenna watched him leave the room. One of the nice things about orthodontists is that their white coats only go down to the waist. Jenna enjoyed the view of Dr. Truce’s tight trousers as he left the room. Once he was out of view, Jenna’s hand immediately shot down to her twat. The denim was a little tight, and she didn’t dare unbutton her pants in a public place like this. But the zipper on the crotch of the shorts was already giving her a prominent camel toe. And the blue thong’s material was thin, practically sheer. She rubbed the zipper through the material against her clit. She closed her eyes and leaned her head back, alternating thoughts of Dr. Truce’s cute butt and Sammy’s pixie cut. It was the first time she had ever included a woman in her fantasies. But then again, Sammy was pretty androgynous, so Jenna figured it didn’t count.

“I couldn’t find the exact blue color to match your outfit, will this work?” Jenna dropped her hand quickly from her crotch as Dr. Truce re-entered the room. His eyebrow raised ever so subtly. Had he caught her?

“That blue looks good.” Jenna responded quickly. Her cheeks burned a deep red as she realized the only blue she had on was her thong. She had forgotten that Dr. Truce could see her underwear!

Dr. Truce sat down on the roller chair with two small baggies of rubber bands. “I hope you weren’t bored waiting too long.” He said suggestively. Had he seen her rubbing herself? “I’m just going to move your hair over to the other side so it doesn’t get in the way while I change your bands”

Dr. Truce gathered up Jenna’s red hair and began to move it to the other side of the examination chair.

“What’s the smell?” He asked.

“I don’t smell anything,” Jenna responded, confused.

Dr. Truce looked down at the handful of hair he held and noticed that it was matted and slightly damp at the end. Holding it up to his nose, he took a deep sniff and immediately recognized the smell.

“Wait a minute… does your hair smell like pussy, Jenna?” He asked accusatorially.

Jenna was caught off guard by the crudeness of the question. She had totally forgotten she had wiped up the mess between her legs with her hair earlier that morning!

Dr. Truce chastised her before she had a chance to answer. “My, my, my. I didn’t realize you were into that kind of stuff, Jenna.”

“Oh my god, this is so humiliating. Please, Dr. Truce, I can explain!”

“Don’t be embarrassed. Embrace it! You’re a kinky little girl, I get it. Remember, it’s important to exude confidence even in the face of possible humiliation.” Dr. Truce brought one gloved hand down to rest on Jenna’s bare stomach as he talked. With the other hand, he gently opened her mouth and stuck a finger in.

“Leez dawn’t ‘ell my ‘arents.” Jenna struggled to speak as the doctor probed her tongue with his finger. This was no ordinary oral exam. Jenna could feel her crotch dampen further as Dr. Truce probed back into her mouth.

Dr. Truce’s other hand slid down Jennas stomach to unbutton her shorts. He skillfully undid them with a single turn and pulled down the short zipper pressed into Jenna’s outer lips. His fingers began to gently message her vulva through the blue thong. Jenna couldn’t believe what was happening! Her body had been crying out for release all morning. Plus, Dr. Truce was super hot. She couldn’t help but arch her back slightly, pushing her vagina towards his hand. But was she really ready to get off in such a public place? Other patients and assistants were walking past the cubicle. If even one of them happened to glance in at the chair, what would they think?

“I’ll make you a deal. I’ll help you start working on your self-image and confidence. In exchange, I get to help you keep exploring your kinky side. I’ll also toss in all your orthodontia work for free.”

Jenna’s body had already made up her mind for her, though. Before she knew what she was doing, she nodded her head up and down to Dr. Truce’s proposal.

“Good. Then start sucking.” Dr. Truce plunged his finger deeper into Jenna’s mouth, causing her to gag a little. She stifled a cough, then closed her lips tightly around the finger and sucked. Dr. Truce pulled the thong to one side exposing Jenna’s sopping wet pussy to the world.

“I see I’m not going to have to do much warm-up work for you.” Dr. Truce smiled before plunging his index finger deep into Jenna’s hungry hole. Dr. Truce’s fingers were much larger than Jenna’s, and she gave a squeal when he penetrated her. It hurt a little… but it also felt amazing. This was the first time she’d had anything other than one of her own fingers inside herself. She gripped the arms of the ortho chair and tried to suck harder on the finger, as she had been instructed.

Dr. Truce swirled his finger around Jenna’s sex hole, pulling her wider working up her natural lubrication. He was surprisingly adept with a finger, but Jenna realized that made sense, given his profession. He slowly worked his middle finger in next. The orthopedist worked his teen patient’s mouth and pussy simultaneously. It was the most Jenna had ever taken and she felt like she was going to burst.

When Dr. Truce eventually withdrew drew his hand from her mouth, Jenna was oddly sad. The feeling of being filled up in her mouth and pussy had been surprisingly erotic. Reaching down with his now freed hand, he lifted up on her tiny yellow top and bralette, exposing her nipples to the cold office air. He bent down and sucked on one perky, pink nub. His tongue ran in circles around one, then the other. Locking his lip, he created a seal and inhaled deeply. Jenna’s mind reeled with all the sensations he was creating in her. Sensing she was close, Dr. Truce rotated the fingers in her pussy once again, creating a little hook and quickly pulled down towards her feet. In the hook shape, the pads of his giant finger tips landed squarely on her G-Spot. At the same time, he reached up with his thumb to furiously flick her clit.

Jenna’s mind exploded. This was the most intense orgasm she had ever experienced. Her mind went blissfully blank as she forgot about everything beyond the amazing pleasure that was going through her body. Her back arched without her control and she let out a loud moan. Her hand reflexively grabbed her free tit and squeezed hard. Her hips pushed towards the ceiling as Dr. Truce worked his fingers, extending the orgasm. When it finally dissipated, Jenna collapsed back down onto the chair in a sex haze. She didn’t even notice the slurping sound as Dr. Truce removed his fingers from her ravaged pussy.

“My, that was fast. That’s the tightest pussy I’ve felt in a while. We’ll definitely need to do some work there if we’re going to turn you into the confident sex-machine I know you can be. Open please.” Jenna wasn’t sure if it was because she was just too delirious from the world shattering orgasm, or if she was just used to following instructions from her orthodontist, but she obediently opened her mouth wide without question. Dr. Truce inserted his right hand deep into her mouth. It still stunk of her sex and was dripping in pussy juice. “Clean off my finger.” He commanded. The thought of swallowing her own juices grossed Jenna out.

Nevertheless, she thought to herself that it would be impolite to disobey the doctor after the orgasm he had just given her. She went to work cleaning the sex off his fingers, trying to imitate the pornstars she had seen when they sucked dick. The taste was tangy and slightly acidic… but not necessarily a bad. It was harder than she expected, though. His fingers kept pressing on her gag reflex, and she had to fight not to just push his fingers out with her tongue. Nevertheless, she tried to keep up appearances. She closed her eyes and greedily sucked in his fingers, trying to make it look as sexy as she could.

When he was satisfied that she had thoroughly cleaned herself off his fingers, Dr. Truce removed them. “Good. Now you’re ready for this.” Jenna had been so busy working on his fingers that she hadn’t noticed that he had pulled out his cock. It was of average size, but to Jenna it looked massive. Before she could respond, he grabbed handfuls of her bright red hair in his hands and gently but firmly guided her face over to his throbbing dick. She opened her mouth to accept his rod. His dick pushed outward on the rubber bands across her braces as he passed her teeth, expanding them to either side. The rubber bands created additional friction on his cock and he moaned slightly despite himself.

Dr. Truce used Jenna’s hair like handle bars, pulling her in and out on his cock. He went slow at first, careful not to go too deep in the early stages. Jenna let him drive her like a motorcycle. She propped herself up on one arm and let the other move down to her still glistening slit. She rubbed herself as Dr. Truce increased the speed, and intensity, with which he skull fucked her. He was soon ramming deep into her throat. Her neck bulged with each thrust. Jenna had never deep throated before and she was finding it extremely uncomfortable. Her eyes began to water. Each thrust in caused her to gag, but then Dr. Truce pulled back so quickly that she barely had time to react, before he rammed right back in again. Her masturbation distracted from the pain a little, but she prayed that Dr. Truce would be finished soon. Her first orgasm had finally worn off. Now she was keenly aware of how sore her jaw was getting and the discomfort his aggressive thrusting was causing in her throat. She started to cough and wheeze around his shaft. Thick gobs of spittle squeezed out the sides of her mouth. It dribbled onto the ground next to the chair. Jenna’s furious masturbation was no longer enough to distract from the discomfort of her bulging throat. She was having trouble breathing.

Just when Jenna was about to begin seriously panicking, Dr. Truce pulled out of her mouth and threw her back onto the reclined chair. He aimed his engorged member at the teen in front of him. Semen came out in thick ropes. The first Jenna her in the hair near her left temple and extended down over her eye and across her nose. The second hit her right in the mouth, decorating her pink braces with gooey white. Jenna just lay there, stunned. In the span of about fifteen minutes, she had been finger fucked by a man for the first time, given her first blow job (even though Dr. Truce did most of the work), and taken her first load in the face. She had also had the best orgasm of her life!

As she lay there trying to process what had just happened, Dr. Truce reached into a drawer to pull out a Polaroid camera. He used it to take before and after pictures of his patience. He stood over Jenna with his cock still hanging out of his pants and brought the camera up to his eye.

“Smile for the camera,” he said to her. Jenna gave off a wan smile. The jizz on her braced teeth sparkled as the orthodontist activated the shutter. He pulled the photo out of the camera shook it. “Clean off your face and mouth, I can’t change your bands with all of that gunk there.” Dr. Truce tucked his cock back into his pants and pulled up the fly. Turning back to the drawers behind him, he placed the picture and the camera back inside, then locked the drawer with a tiny key he placed in his back pocket.

Jenna reached out for a nearby roll of paper towels, but Dr. Truce stopped her. “Don’t do that. Use your hair. Or swallow. Your choice.” Jenna settled on a combination of both. She scooped the large blobs of semen off her face and into her mouth, then swallowed. It was salty and sticky, but not entirely unpleasant. At least it tasted better than the juices she had sucked off Dr. Truce’s fingers. But it was a close race. She then bunched up her hair and wiped any remaining cum off her face with it. With a separate part of her hair, she wiped out between her legs.

“Get the floor too.” Dr. Truce said. Jenna reluctantly slid off the chair onto the floor and began to wipe up the drool on the floor. Meanwhile, Dr. Truce poked his head out of the cubicle and said something loudly down the hall, but Jenna couldn’t make out the words. Dr. Truce tutted as turned to see the girl he had just cum all over cleaning with her hair on all fours. “You really are a kinky slut, aren’t you?”

“Here you go doctor.” Sammy walked into the cubicle holding a tray with a long, hollow needle, a pair of (what looked like) pliers, a small metal loop, a marker, and some gauze. Jenna bolted to her feet. She blushed furiously and tried to pull her shirt down to cover her bare breasts, but Dr. Truce reached out a hand to stop her.

“No. Embrace it. Be confident. You’re beautiful.” He said quietly. He gently lifted her hands away, revealing her chest to Sammy. There Jenna stood in all her glory. Her hair was matted with semen and spit and vaginal discharge. Her tits stuck out as far as they could go, an angry red color from Dr. Truce’s wondering hands. Her micro-shorts had been pulled down a good 6 inches by the fingering, giving Sammy a clear view of the thong stretched to one side. Although she’d wiped the best she could, Jenna’s sex was still red and puffy and moist. Jenna trembled slightly, either from the cold or embarrassment (she wasn’t sure which), and awaited Sammy’s judgment.

“He’s right, you are beautiful.” Sammy said simply, before turning and walking out of the room.

“See, I told you! Now lay back down, we’ve got one more task before I change the bands on your braces.” Jenna lay back down on the chair with the majority of her torso still revealed to the world. Dr. Truce sat down and hummed as he began to work. He pulled out the marker and put a dot on Jenna’s stomach, just above her belly button, and another inside her belly button on the upper skin.

“What are you doing?” She asked.

“Just a little something to help you stand out a little bit more. Remember, I used to be a tattoo artist. I’ve done plenty of piercings in my day.” Dr. Truce grabbed the pliers, which had little circles on the end. He grabbed the upper flesh of Jenna’s belly button, placing the dots inside the rings. He reached out for the needle and then looked up at Jenna. “Take a deep breath in.” He commanded. Before she could protest, he jabbed the needle through the top of her belly button. It hurt, but this wasn’t Jenna’s first piercing. Dr. Truce skillfully threaded the small metal loop through the hole he had just created in Jenna’s navel. He then produced a small, yellow and blue ball. With an actual pair of pliers, Dr. Truce squeezed the ball into the gap in the loop and tightened. Jenna looked down over her milky tits at her new bellybutton ring. It wasn’t what she had in mind when she said she wanted more piercings. But she had to admit that it was pretty cute. And the ball even matched her outfit.

“Thanks Dr. Truce. What will I owe you for it?” She tried to be polite, but hoped it wasn’t too expensive. She was on a very strict budget!

“Please, it’s my pleasure. From now on, I’m going to make sure that you always look good. Don’t worry about the costs of your orthodontia, I can handle that too. Anything for my newest protegé.” He winked at her. Jenna smiled.

This is my lucky day! She thought. I just had the orgasm of a lifetime and a cute hunk is going to teach me to be confident. And now he’s going to help cover the costs of my makeover? Jenna couldn’t stop smiling for the rest of the appointment. It was only at the end, when Dr. Truce had placed the last of the new yellow and blue bands on her teeth, that she realized she’d sat with her tits out and pussy exposed for the entire appointment. And then came the doubts. Jenna sheepishly pulled her shirt down, readjusted the thong over her slit, and buttoned up her shorts. She was still showing a lot of skin, but at least she wasn’t breaking any decency laws anymore.

Dr. Truce was pretty rough with me today. She thought. And he didn’t even ask if I wanted a new piercing. This is moving a little fast. I mean, he showed me off naked to one of his assistants! What if something like that happens again, but the person ISN’T okay with it? What if I’M not okay with it? Jenna paused her whirling thoughts for a moment. Or worse, what does it mean if I AM okay with it? Am I really the kinky slut he says I am?

Jenna’s head was swirling as she got back into her Accord. The Jenna Improvement Program was already taking turns the teen redhead had not expected. She started the car and drove off to her next destination: gymnastics practice.