This is part of a series of unrelated yet similarly themed fictional short stories entitled MATURE SECRETS. They can be read in any order. All characters are fictional, and all are over 18.
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Jason looked forward to visiting the orthodontist to have his braces worked on. It wasn't the orthodontist he wanted to see, but the assistants. He didn't know if they had professional titles or not, he just knew them by their first names, which were often embroidered on their uniform tops. Unlike the people who work at dentists' offices, the women at the orthodontist's office never wore masks, and having these women rubbing up against him as they worked, their pretty faces only a foot from his, was arousing.
There were three of them. Sally had short brown hair, was about forty-five, Jason guessed, and liked to press her thigh against Jason's arm as she worked on his teeth. Another assistant, Chris, looked just a couple of years younger, had a nice trim figure for her age, and also made contact with Jason as she worked on him. They were so old that they reminded Jason of some of his friends' moms, but he had fantasies about a lot of his friends' moms, too.
It was Kelly, the third assistant that Jason really had the hots for. Kelly was in her mid-to-late thirties, he guessed. At about 5' 9" tall she was several inches taller than the eighteen-year-old Jason, was very slender with legs that went on forever. She had short blonde hair; a very classy-looking lady.
When Kelly bent over with her back to Jason, Kelly's white panties were visible under the thin, almost see-through white uniform slacks, and Jason could spot the seam of her panty crotch shield. Jason was always trying to look down Kelly's multicolored uniform top when she leaned over to wrap the bib around him. Jason will never forget his best view, the time that he could see all the way down to Kelly's chest, to her white bra, and could see beyond the tan line of her small breasts, almost to her nipple. Each assistant had her own way of sitting as they worked on a patient. The other two preferred sitting with their legs together, rubbing their thighs against Jason. But Kelly always sat with her legs spread wide, her crotch up by the patient's head. Jason liked to lay back with his elbows out as far as he could stretch them, hoping to make contact with Kelly's thighs. Sometimes Kelly sat farther back, and there was no contact at all. But on occasion, Kelly's stool was closer, and Jason's elbow rubbed against her inner thigh. Jason had been in braces for over two years, and lately the contact was becoming more frequent. Jason didn't know if his technique had gotten better, if Kelly was just more comfortable around him, or if Kelly secretly enjoyed the contact too. Jason thought the last possibility highly unlikely. Why would this very pretty married woman make sexual contact with some geeky kid half her age?
This appointment was very late. Jason only needed a link change, something the assistants could do and did not require the orthodontist. Jason was in the dental chair, and Kelly was preparing to work on him. She pressed the button that lowered the chair down so Jason's torso was lying nearly flat. The orthodontist was already preparing to leave the office, and the other two assistants were cleaning and turning out lights, preparing to leave as soon as Jason was done. "You two can leave," Kelly told the other assistants, "I'll lock up when I'm done with Jason."
As soon as the other employees left, Jason detected a change in Kelly's demeanor. She glanced nervously at the door where the two assistants had just exited. There was an unusual quietness to the room. Perhaps Kelly was a little uncomfortable being alone with Jason.
Kelly wheeled her stool as close to Jason's right side as she could. He felt his elbow pressing hard into her thigh. This time, Kelly moved her chair to her right a little more, and pressed her crotch against the elbow. As she worked, she ground her crotch against the protruding limb.
Jason was aware that he was alone with Kelly, and that she was humping his elbow in an obvious fashion. Jason immediately got rock hard, creating a tent effect with his loose pants and boxers. Jason could feel Kelly's knee rubbing against the back of his hand. He could see her looking into his eyes, and down at his body.
Kelly leaned forward to grab an instrument from the table on the opposite side of Jason. Although her breasts were small, she had no trouble brushing her left breast against Jason's cheek. She kept it rubbing against him, almost obscuring his face from the light. She dropped a band onto Jason's stomach. As she picked it up off of him, she casually grazed her hand over his hard dick, sending waves of adrenaline and arousal through the teen. She worked with her face even closer to Jason's. He could feel her hot breath, with her lips just inches from his.
This was too much to be an accident, thought Jason. As soon as we're alone she presses her crotch into my elbow, then she rubs her tit on my face, then she touches my dick. All of this had happened before, but not so obviously, in quick succession. She must be doing this on purpose. Jason couldn't help himself. He moved his hand over to her knee, and placed his palm on it.
Kelly was breathing heavier, it seemed. Jason could see her look down at the hand on her knee. She stopped working on his braces for a minute, looked directly in his eyes with a stern expression, and said, "Now, Jason."
Jason felt his face get flush, thinking he was being busted for touching her knee. He was preparing to blurt a groveling apology to the classy lady.
"You can never tell anyone I let you touch me. Ever. Not your friends, not your family, no one. Is that clear?"
With both relief and shock at Kelly's demands, Jason mumbled an affirmative. Kelly smiled at him, and clamped her thighs tightly around his arm. Then she rotated her chair, spread her legs wide, took Jason's hand off of her knee, and placed squarely on her crotch.
Jason heard her sigh as he cupped his hand over her crotch and rubbed her mound. The angle wasn't perfect, but he wasn't complaining. Kelly leaned forward a little, and Jason saw her lips moving toward his. As she kissed him, she slid her tongue into his mouth and snaked it around his tongue. Jason reached up with his right hand and put it around the slender woman. He moved his hand up and down her slim waist and back, over her thin uniform top, feeling the back of her bra.
Kelly reached down and placed her right hand on Jason's hard dick, now sticking almost straight up, and stroked it through his pants. Jason moved his right hand to Kelly's chest and squeezed her breast over her bra.
Kelly stopped kissing Jason, unzipped his pants, and pulled his pants and boxers down to his knees. She briefly admired his engorged cock before standing up, and pulling down her white uniform pants and white panties. As Jason suspected she wasn't a natural blonde. Her triangle of pubic hair was medium brown and straight, and appeared to be untrimmed. She sat on the stool again, bottomless except for her white socks. She placed Jason's hand back over her mound, and after rubbing her pussy briefly, combing his fingers through her hair, he worked his middle finger into her slippery, warm twat.
Kelly slowly stroked Jason's cock, and petted his balls with her long, slender fingers. Jason reached up with his free hand, and began undoing the buttons on Kelly's uniform top. Kelly reached up and completed this task, and when her blouse was completely open, she grabbed the bottom of both bra cups, pulled up, and freed her breasts, resting the still-hooked bra on her chest.
Jason stared at her small pale cone-shaped breasts, capped with pinkish-brown areolas and hard nipples. Jason fondled her right breast, gently tugging and kneading it with his fingers, as the hard nipple pressed into his palm.