The Dentist

11 min read

photo: Ani Kolleshi on Unsplash

I was the last appointment. She was doing a root canal on me, and was waiting for the numbness to take effect, when she told me she had gotten engaged.

“Damn,” I said, through my numbed mouth. “I thought we had a future together.”

“I guess not,” she said. “Sorry to break your heart.”

We had flirted since my first check up, a year ago. Sondra was about thirty, and not that long out of dental school. She was still excited about teeth, fixing teeth, cleaning teeth, the whole thing. Her enthusiasm was infectious. So was her personality. For the first visit she had her mask on most of the time. But her eyes were twinkling and she was joking around with me. We were talking about the tattoos on her hygienist Debbie’s arms, and I asked Sondra if she had any tattoos.

“I might,” she said. “Some tattoos you can’t see.”

“A tramp stamp?” I joked. She slapped me on the shoulder.

“Be a good patient, please,” she said. And she stuck her tool in a gap between my teeth and yanked hard.

“Ow,” I said. “That hurt.”

“Well, if you behave yourself I’ll be gentler with you,” she said. But I could tell she wasn’t offended. She was flirting with me and I was flirting with her.

She was dating a plastic surgeon, she already told me. So I didn’t really have any hope. How can you compete against a plastic surgeon?

“You can get a free boob job,” I said to her.

She slapped me again.

“I thought you were going to be a good boy!” she said. “I don’t need a boob job, do I?”

“I can’t tell, behind those scrubs,” I said.

“Well, I don’t need one,” she assured me. “Not yet anyway. Maybe when I’m fifty and they’ve fallen down to my waist.”

The hygienist laughed. We all were having a good time. It was nice to be relaxed with some people who weren’t so uptight.

It was when she took her mask off at the end of the appointment that my heart jumped. She was gorgeous.

“Oh my goodness,” I said. “You sure are pretty.”

“Aww, thank you, friend,” she said. She was attempting to place me in a friend box. Yet, she seemed tempted to pull me right out again. “You’re not so bad yourself, you know,” she added.

“Ooooh,” said the hygienist. “Dr. Sondra! I’m gonna tell Dr. Jay.”

I guessed Dr. Jay was the plastic surgeon.

“Tell him what?” said Dr. Sondra. “I didn’t do nothin’.” She winked at me, and handed me some floss.

“You might want to try this every now and then,” she said. “Alright, next patient.”

And she was off.

I didn’t think about her again until the root canal. Now I was thinking a lot about that comment, as I sat there listening to her wedding plans, looking at her huge engagement ring. Jeez, these people had money. The ring looked like it weighed a ton. Sondra’s fingernails look like they cost her 500 dollars at least. They were elegant, long, and a beautiful shade of bright red. Her shoes, I could see them under the scrubs, they looked like the kind of shoes I’d seen at Nordstroms. Four hundred dollar heels.

She was so out of my league.

But then again, she had made that comment. “You’re not so bad yourself,” she had told me. Oh what the hell. It was worth a shot. You can’t hit a homer if you don’t take a swing now and then.

“Well, Dr. Sondra,” I said. “Are you at least planning to have one last fling before the big day?”

“One last fling…” she looked at me through those strange binocular things that she had strapped to her face, through which she had been studying my infected tooth. She didn’t look so erotic with that black scope coming out of her face. But I remembered that face. She had luscious red lips, the same shade as those fingernails. I remembered.

“Why would I have one last fling?” she asked me, serious.

“Why not?” I said. “I mean, you’re never going to cheat on Dr. Jay, I can tell that. You’re not the type. So you might as well bid your sexual freedom goodbye with one last go at it with a near stranger.”

“A near stranger?”

“Trust me,” I said. “I was married for ten years. After about two years you and your partner will become very accustomed to each other. I’m not saying bored. But the thrill of being naked with another human, it almost goes away, because she becomes you and you become her and you guys become each other and it’s like you’re not even naked at all. It’s like you always have clothes on.”

“Huh?” said the hygienist, coming into the room with another shot of Novocaine.

“Give this guy another shot, please,” said Dr. Sondra. “He needs to calm down a bit.”

The hygienist gave me the shot. Then, to my surprise, Dr. Sondra dismissed her. “You can go home, Debbie,” she said. “I got this.”

“You sure?” said Debbie, cocking her head. She hadn’t expected that. Nor had I. My imagination started running away with itself.

Maybe she’s dismissing the hygienist because she wants to be in the examination room all by herself with me, so she can have that one last fling right here and now. After all, she did say I wasn’t so bad myself.

Nahhh, I told myself. Things like that don’t happen to me. Miraculous wonderful things like that.

“OK, I’ll see you,” said Debbie. “Don’t have too much fun.”

“Oh, and you can tell Joyce to leave too,” Sondra said.

Joyce was the receptionist. Now I was really getting hopeful. She had dismissed the whole staff. Was going to fuck me, right there on the chair. Nah…

“Alright,” she said. “Let’s see how this feels.”

“Ahhhhhhh!” I shouted, as she stuck the drill in my tooth and started hacking away.

“Oh, stop being such a baby,” she said. “Be a man and take it.”

This seemed highly unorthodox. A dentist commanding a patient to be a man and take it. The whole thing was starting to feel very odd indeed.

“OK, I’ll be a man,” I said.

She drilled me a bunch more but I didn’t cry out. I took it.

“You sure you don’t need more Novocaine?” she asked. She was testing me.

“No, I have already had too much Novocaine,” I said. “I could handle this without any numbing at all.”

“Oh could you?” she smiled, and she drilled into me.

“Now spit,” she said. “I’m gonna suck.”

She stuck the vacuum thingie in my mouth.

“You’re gonna suck, huh,” I said.

“Yeah,” she said, and she left it at that.

She did a bunch more dental work, and then she put a cup in front of my mouth and said “Now go ahead, spit.”

I spit up some of the fluid that accumulated.

“Do you want to spit some more?” she asked me, and I thought I detected a suggestiveness in her tone.

“Sure,” I said. “I wouldn’t mind spitting some more…later, you know?”

“Oh, I know,” she said. “I know everything. I’m the doctor, remember.”

“Yes, Doctor,” I said. “But I’m the one with the prescription.”

“What prescription is that?” she said, flirty in her tone again.

“I told you. I prescribe you one last fling as an inoculation against any future indiscretions or misadventures. One last fling, and you won’t need to ever stray.”

“Here we go again with the one last fling,” she said. “I thought I told you, I don’t need one last fling. I’ve had…enough flings.”

“Then maybe you don’t need the prescription,” I said.

“I don’t need it,” she said.

She looked at me. I saw her make a big decision. I was very glad to see that in her eyes. That look in her eyes was, Oh what the hell!

“I have always wondered about one thing, though,” she said. “And maybe you are the guy to help me out with that.”

“I think I am the guy to help you out with anything at all that you’ve been wondering about,” I said.

“Well,” she said. “We’re not quite done, but I really am feeling stuffy so maybe you wouldn’t mind if I took off my mask and my scope for the rest of the procedure.”

“Of course,” I said.

She took off her mask and let her hair down extravagantly. She was really hamming it up, trying to make me excited with her long locks of brown wavy hair now framing her cute face so elegantly.

“Well,” she said. “A lot of times it has occurred to me when I’m working on a guy, you know, I’ve got my little drill in his mouth like this, and I know it must be catching the nerve a little,” she said.

“Owwwww!” I said. She knew exactly where that nerve was, the bitch.

“Your hurting me on purpose,” I said.

“No, you’re just being paranoid,” she said. “But anyhow, I always kind of secretly wondered what it would be like to drill with my left hand like this…” she poked the drill back on the nerve.


“…and to take my right hand and put it down here.”

Suddenly her hand was on my crotch.

“Oh!” I said.

“Does that feel better?” she asked.

“Yes, a little,” I said.

“What is it like, the combination?”

“The combination?”

She pulled my zipper down then, and put her hand on my underwear, where my cock was starting to grow rapidly. But then she stuck the drill in again and drilled.


I knew exactly what the combination was.

Pleasure and pain.

That is what she was into.

Jesus, there’s no telling what sick games she and that plastic surgery husband-to-be of hers got up to.

“You’re a little kinky huh?” I said.

“Just a little,” she confessed. “Probably not more than you. Oh, and I also always wondered what it would be like to do this.”

Suddenly she had whipped off her scrubs, and pulled off her blouse, and was standing there in a very hot black bra. Her boobs were, as she had indicated, plenty plentiful. No need for a boob job here.

“To perform a procedure completely naked,” she said.

I was almost breathless. I gasped, “Naked?”

Her bra came off, and then she pulled off her skirt and panties. She came back up to me at the chair and put my right hand on her boob. Then she started drilling again.


“Is that a good combo?”

“Oh shit, it’s so nice and so horrible at the same time,” I said.

Feeling her big bosom, her thick soft nipple, and looking at her aroused, almost entranced lovely face, I was in heaven. But then the drill kicked in and I was down in hell. It was a very nice combo indeed. The hell part made the heaven that much softer and more luscious as I caressed her boob. Then she took her hand and pulled my cock out of my underwear.

“Nice,” she said. “I always wanted to do something like this.”

“Well, I’m glad I’m giving you the chance,” I said.

“Oh you want to give it to me?” she asked. “How do you want to give it to me?”

“Any way you want it,” I said. “I’m all yours.”

“Well, I always wondered…” she began, then paused.

“Wondered what?” I said, coaxing her on.

But she didn’t explain. She just got on my lap and started fucking me, while holding the drill up to my mouth.

“Are you sure that’s safe,” I said. “I mean, you are kind of rocking back and forth.”

“Oh, oh, oh,” she moaned. “Oh no. It’s perfectly safe. I can hold it perfectly steady. Open please. Oh!”

I opened my mouth, very tentatively.

“I love working on teeth so much,” she panted.

“I know,” I said.

“And I love fucking,” she said. “And I always wondered what it would be like to combine the two.”

“The combo,” I said.

She drilled away at my teeth. It was killing me. I could taste a lot of blood in my mouth. But I couldn’t talk. I could just make a bunch of grunting noises. I’m sure she mistook them for pleasure. I was actually dying.

“Ahhhhh!” I screamed finally.

Blood came spurting down my lips.

“Whoops,” she said, stopping fucking me suddenly. “I think I….” She took her little mirror thingie and looked in my mouth. “No, we’re fine,” she said. “I’ve gotten all the pulp. Now you are ready for the gutta-percha. That’s the rubbery stuff that is going to replace all that infected pulp. I’m just going to glue it on with an adhesive.”

She slipped me into her pussy again as she stuck some glue in my tooth.

“Does that feel like it’s being put in right?”

“Oh yes,” I said. “Does it feel right to you?”

“It feels so wrong it has to be right,” she joked. “I always fantasized about fucking some guy as I drilled his teeth…oh, oh, oh.” She was sticking this rubbery stuff down onto the bottom of my tooth.

“Some guy,” I said, not sure if she could understand. I tried to add, “That’s all I am to you, some guy?” But I think what came out was, “Ah aw ay ang oo you?”

She ignored me.

“Now, this is bound to hurt a bit because the nerves are completely exposed,” she explained.

“No shit,” I screamed. What came out was more like “Nahh nihhh.”

“Huh?” she said, tormenting me. “I can’t understand. Does it hurt?”

“Yethhhh!” I said.

“But does it feel good?”

“Yethhhh!” I screamed.

“Mmmmm,” she said. “I like that. I like hurting you.”

“Whhhhy!” I asked.

“Because you’re so damn cocky,” she said. “That first time, asking me about my tramp stamp. You can see I don’t have a tramp stamp. But can you see my little flower?”

Down there near her pubic hair was the sexiest little tattoo of a little pink rose.

“A pink rose,” I tried to say. But all that came out was nonsense.

“Yes, that’s my little pink rose,” she said. “Do you like my little pink flower?”

“Yethhh!” I said. “Verrry muhhhh.”

“That’s my boyfriend’s flower,” she said. “I got it especially for him.” She took my hand and put my finger on the flower. “I like letting you touch it though,” she said. “It feels extremely, extremely naughty. Do you like touching it?”


She was fucking me real good now that she had finished gluing in the goo.

“I’m a very naughty girlfriend, letting you touch that, aren’t I?”

She removed the tools from my mouth so I could actually talk, finally.

“Yes,” I said. “I’m very honored that you would let me, of all people, put my finger there, on that sexy little pink rose.”

I caressed the flower. It was right there on the upper left corner of her pubic hair. It felt so intimate, to put my finger on it. It felt like a total violation of everything Dr. Jay had with her.

“Poor Dr. Jay,” I said.

“Ah, don’t worry about him,” she said. “He gets to fuck me for the rest of my life. You get to fuck me for about fifteen more seconds.”

“Fifteen more seconds?” I protested. “Why!”

“Because I’m about to cum,” she cried. “Oh yes, yes.”

“But, but,” I was trying to explain to her that I would like to continue even after she came, but she was in her own world now.

“I’m a terrible, terrible fiancée, aren’t I?” she panted.

“Yes, terrible,” I shouted.

“Ughhhh!” she said. And she stopped fucking me.

I guess she came.

And as far as the dentistry was concerned, I guessed she was pretty much done with most of the procedure.

“Now I’m going to suck again,” she said, and she put the tube in my mouth to vacuum up some more fluid, and to my surprise, she jumped off my cock and put her mouth on it. She was now sucking me on both ends.

“Oh yes,” I said.

“Am I sucking it good?” she said, with a mouthful of my cock, and a sucking hose in my mouth.

“Oh yes! Yes! Yes!”

It was too much, all this sucking. She sucked the life right out of me. I ejaculated into her mouth. She nonchalantly grabbed the little funnel thing and spit it down the drain.

“I always wanted to suck while I sucked,” she said.

“Oh my God,” I said. “I don’t know. That was so amazing. But can I ask, are you sure my insurance is going to cover all of these procedures?”

“Absolutely,” she said. “All of this was completely legitimate and necessary. After all, you said it yourself. I’m not the type to cheat. If I wanted to find out what these fantasies were like in real life, it really was now or never.”

“Were they nice?” I asked.

“Very nice,” she said, and that beautiful dentist started kissing me. And, oh my gosh, I could feel her licking my root canal tooth.

“What are you doing?”

“It feels nice,” she said. “It’s a real masterpiece.”

That’s how she was about teeth. She was artistic. And I think fucking me was all part of her artistic vision of dentistry and endodontics.

“That’s just a temporary cover,” she explained, after she stopped kissing me. “You’ll have to come back and be fitted for a crown.”

“I’d love to come back,” she said.

“It will be done by the hygienist, Debbie,” she said coldly. “I don’t waste my time on those procedures.”

She raised my chair, slapped her hands together and said, breezily, “OK, we’re all done here.”

She quickly put her clothes back on. “I’m going to go to the bathroom. You can let yourself out.”


“Oh, you big baby,” she said. “Come here.”

She gave me a nice smooch.

“That was very nice,” she said. “I came real good. Thank you.”

“Thank you,” I said.

And off she went.

“That was the most painful and wonderful dental procedure of my life,” I thought to myself, heading down the elevator.

My tooth might be fixed. But I think my mind was completely blown.

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