Drilled By My Dentist

On the surface, it seems like my life is great. New job. New city (Toronto). New apartment. New relationship status (single). However, when the last one is not your choice, the first three hardly matter. Now, here I am on just my third Friday in town going to the dentist. It does not seem very Sex and the City. I know. That is New York. Whatever. But, I am 22. I have plenty of time for the actual city.

But, after a month. I was settling in. My theory was to take care of all the boring stuff: dentist, eye doctor, general practitioner, et cetera so I would not only have myself established as a patient should an emergency arrive, but also so the boring stuff would be out of the way and my "new life" could begin.

So now, a rainy Friday afternoon at the dentist seemed to be the highlight of my weekend. My hope had been that he would finish early and I would just start the weekend a bit early. However, two hours in the waiting room had dashed those hopes. They explained that an emergency patient had come in. I could reschedule or wait it out. I opted for the latter. I was here. It was rainy...or at least sprinkly...and what else did I have to do. Cue pity party in three, two, one.

Finally, I heard the receptionist say, "Joanna Heslip." I responded, but I was not sure why she felt the need to call my name. I was the only person in the lobby. "If you don't mind, the hygienist is going to clean your teeth. Dr. Wolfe should be finished by the time she is. He will see you then." I smiled and nodded my agreement.

When the hygienist finished, she said Dr. Wolfe would need a few more minutes and just had me wait in his office. After about ten minutes, a very handsome man with silver curls appeared and introduced himself, "Ms. Heslip, I am Dr. Wolfe." I insisted he call me Joanna and he, in turn, told me to call him Wayne. I did not think I could do that, but nodded politely.

"If you don't mind, I am going to have the dental hygienist go ahead and leave. It is just us left and I hate to keep her late on a Friday. I promise you will be fine. I don't bite." Too bad, I thought. But I smiled and told him to send her on her way.

It only took a few minutes to go over my x-rays. Perfect check-up. We briefly chatted. I was new in town. He had been here for his entire career. I had recently broken up with my boyfriend from college after a couple of years of being on and off. We were now officially off. He had a long marriage with a couple of kids and a couple of grandkids. Small talk done. I was going on my way. Unfortunately, he was true to his word and did not bite. I could not explain it, but I was really attracted to a man who was probably technically old enough to be my grandfather. The glimpse of chest hair through the v-neck of his scrubs only helped the matter. It was thick, gray, and curly like the hair on his head.

"Well, Joanna, since you had a perfect check-up, I do not need to see you for six months. Let me know if anything changes." He smiled.

I still do not know what came over me, but I found myself saying, "Well, that is too bad, I bet you would be great at drilling my cavities." He blushed. I did more than blush. I turned bright red from what seemed like head to toe. "Well, on that embarrassing note, I think I will gather my things and head home."

And that, I did. Yet, when I left the practice, I realized that the rain had really picked up to the point that even with an umbrella, I would be soaked while waiting for the uber. So, I decided to wait in the covered area outside the office to see if it would clear a bit. After about five minutes, I hear, "Joanna?"

"Dr. Wolfe. Sorry if I am in your way, I thought I would see if the rain would slack up a bit before catching an uber."

"You have the right idea. This downpour is going to make the drive home unbearable. My wife is out of town visiting the grandkids, why don't we grab a drink around the corner until this passes? I know there is a restaurant which I have heard good things about, but perhaps we could just have a glass of wine while we wait on calmer travels."

I knew that I would be just as wet walking to the restaurant as I would be to an Uber, but I was new in town and really had no friends. "That's the best offer I have had all week." We opened our umbrellas and I told him to lead the way.

The restaurant was charming and intimate. We grabbed the corner table in the bar area and each ordered a glass of chardonnay. The conversation flowed freely. I explained that I was new in town. I was in pharmaceutical sales and the move to Toronto meant a bigger territory and promotion. We talked about our families, our love of running/jogging, and even common taste in music.

After about thirty minutes, I realized I had reached over and placed my hand on his knee. And left it there. I also noticed that we seemed to have gradually moved closer together as we were talking, but still it was innocent. He asked me about my last boyfriend. I explained that we had met in college. Once we graduated, we seemed to want different things. I was more focused on succeeding in my career. He was more focused in creating his same frat boy parties every weekend. Dr. Wolfe was hanging on every word I said in a way that no one ever had.

"Okay, Dr. Wolfe, turnabout is fair play. I told you all about my boyfriend and breakup. Tell me about your marriage. I cannot imagine your wife would be happy knowing you were hear flirting with a young lady instead of going home." I gave him a devilish smile.

He stammered. "Joanna. If that is the impression I gave you, I apologize..." He continued. I did not say anything but slowly began running my hand up his leg closer to his cock. As I got mid-thigh I could feel the tip of a cock that was at least semi-hard.

"I am so much older than you. I have never cheated on my wife." He continued to drone on and on. My hand slipped around where I was feeling his hardened cock through his trousers. I leaned in and planted a small kiss on his lips as he continued to speak. He seemed both shocked and interested.

I leaned back and looked at him. "Calm down. I was only half-joking. However, based on my observations, I see that I was not terribly far from the truth--whether you realized it yet or not." My hand still holding his cock, I continued, "This can lead wherever you want. We can talk it all through." With that, I removed my hand from around his cock and slid my hand back down to his knee. He nervously smiled and gulped down the rest of his glass of wine.

"Relax. First of all, I have never been this forward." It was true. I was normally a very shy person. "Second, I think we should get you another glass of wine and continue our conversation." He motioned to the waiter and raised his glass indicating he would like another. He then explained that he and his wife had been married for over forty years. He loved her very much, but as time had gone on, the physicality of their relationship was no longer. He had never considered being with someone else to fulfill that need.

The waiter brought his wine. And he relaxed back into the conversation. After a few minutes, I felt his hand on my knee. I looked at it, looked up at him and smiled. I was wearing an ivory above the knee skirt and black turtleneck sweater, so his hand was actually touching my bare skin. "Well, as I said before, turnabout is fair play...would you like to run your hand up my leg as I did yours?"

You could see he was both excited and concerned. He began running his hand up the outside of my skirt, but I placed my hand on his and stopped him. He almost jumped through himself. "Joanna. I am so sorry. I thought you." I placed my finger on his lips. I then took his hand and placed it inside the fabric of my skirt. He nervously smiled and then gently proceeded to run his hand about two inches up my thigh.

"What's stopping you?" I smiled and he continued to run his hand up to my wetness awaiting him. His nervous smile changed to one that was no longer nervous.

"Joanna..."

"Touch me. Really feel my juices." I leaned in closer to him. By now, to any observer, and no one was observing, we would look like a couple and not father daughter. Wayne slowly slid a finger inside my wet vagina and I moaned ever so slightly and gave him a huge smile. "Not too much. I am very turned on and I might not be able to control the sounds of my orgasm If you gave me one." His nervous smile and turned devilish as his brown eyes sparkled. He removed his hand from my leg and sucked my juices off his finger. Without saying a word, I leaned in and kissed him full on the mouth. "I think perhaps it is time to get the check." He smiled, motioned for the waiter, and downed his second glass of wine.

We exited the restaurant to see that the rain had not let up. I suggested that since we were already getting wet, we continue at my place. He looked very nervous. "Would you like to go to your office and talk this over a bit first?" He seemed relieved and we shared an umbrella back to his office as I linked my arm in his.

He opened the door and turned off the security alarm. He then checked all the rooms to make certain we were there alone. "Paranoid much? Do you think one of your colleagues would have gotten back out in this to come down here on a Friday evening?" He smiled. "Now, where were we?" With that, I stepped in close to him, ran my fingers through his silver curls, and gently leaned in for a full kiss. Within seconds, his tongue was probing my mouth. I pulled myself closer to him letting my ample breasts rub against his chest as we continued kissing. I could feel his cock growing the closer we got.

I stepped back and unbuttoned his shirt a couple of buttons and then began kissing his hairy chest. I could hear him audibly moan. I continued doing so as I reached down and felt his cock as it continued to grow in his pants. I moved my lips back up and kissed is neck. He leaned down and kissed me full on the mouth. The kissing continued for what seemed like an eternity as our hands explored each other's bodies. His hands slid up the back of my sweater and I felt him unhook my bra. I took a step backwards and pulled my black cashmere turtleneck over my head. I then dropped my bra to the floor and Wayne's lips were immediately on my nipple sucking and gently biting me.

"Well, well, Dr. Wolfe. I see we are not a man of our word. You promised you would not bite." We both started giggling. He looked at me. "You are blushing." And, then I leaned in for another kiss. As the kiss lead on, I reached down and unbuckled his belt and then unzipped his fly. His trousers dropped to the ground. I then removed his cock from his boxers and began rubbing it. He pulled back from our kiss and moaned. When he did, I lowered to my knees and took his cock in my mouth. His moans became louder.

I began just flicking my tongue around the tip of his cock. Then slowly slid his entire cock into my mouth. In and out. In and out. His moaning would not stop. Finally, I swallowed his cock as he pumped it into my mouth. "I need you to stop. I am going to come." I continued sucking his cock. Finally, I felt his load release and I swallowed every last drop. His moaning finally subsided. "I did not mean to do that. I don't want this to end."

"Who said anything about it ending?" With that, I dropped my skirt to the floor and lead him through the lobby in to his office. Wearing nothing but my beige silk and lace panties, I then dropped them on the floor and sat in the dental chair. "Now, it is my turn." I smiled and he bent down to kiss me. I ran my fingers through his silver curls and whispered in his ear, "You had a sampling in the restaurant, but now it is time for main course. Please eat my pussy, Dr. Wolfe."

"I told you to call me Wayne," he said as he was maneuvering his head and shoulders between my legs. I could feel his tongue slowly begin to penetrate my vagina.

"I don't want to call you Wayne. I want to call you Daddy." He looked up at me with a shocked look then buried his tongue deep inside me. I reached down to grab his curls and hold him in place. My first orgasm came quickly immediately followed by a second. "That's it, Daddy. Keep on. Make me come again." I kept ahold of his curly hair and he continued to suck and nibble and penetrate me with his tongue. I had never had an oral experience like this. He knew every button to push. And he did. Again. And again.

After my fifth orgasm, he finally took a break. He looked up at me and I said, "Fuck me, Daddy. Climb on your chair and give me that delicious cock. I want to feel you inside of me." Without saying a word, I could feel his cock slide into my wet pussy as he placed his lips on mine. "Give it to me, Daddy. Give me your huge cock." The more I called him Daddy, the more he pounded his cock inside me. "More. More, Daddy. I need you to fill me with your sperm. I want to feel you dripping out of me all the way home." He pounded harder and harder.

He kept pounding until finally, he was spent and we orgasmed together. Slowly, and gently he kept rubbing until his hard-on subsided and he pulled out. "Joanna, that was amazing. I have never had sex as good as that."

"Me either, Daddy. You are amazing." I leaned up and kissed him slowly and gently, but full on the mouth. "I do not want this night to end. We haven't even been to bed together, yet. And it is the most amazing sex I could ever imagine. Come home to my place with me. I can make us a little dinner and we can go for round three."

"I would love to, but I have should not have done this. I am a married man." You could see the guilt creeping across his face. "I have never done something like this. Hell, I have been a dentist for forty years and never made love in the dental chair until now. It had just been so long and you are so beautiful," he began stammering in justification for his actions.

"Daddy, what's done is done. I have never been with a married man before, but I can assure you I will never regret what we have done or what we will do. From the moment you walked into that exam room, I have felt drawn to you in a way I never have before. I have only been with two other guys before and never outside of a relationship. You are the most amazing lover and I hate to see it end here. You said your wife is out of town. I think we should take advantage of the situation and treat ourselves to getting to know one another better." With that I leaned forward and kissed the center of his hairy chest. I then moved over and gently bit one of his nipples. He smiled at me and kissed my forehead.

I could see bot the guilt and the lust circling in his brain. I continued kissing his chest and playfully nibbling at his nipples. He finally started, "The problem is my house has an alarm. My wife gets a notification on her phone when it is turned on and off. I need to go turn it off. If we are doing that, we may as well spend the night there in the guest room. It would just be too weird to have sex with you in our bed. Although, we got a new mattress four years ago and have never had sex on it. I can come up with some food for dinner. I was going to grill a steak. I can just grill two. If it is not too weird for you..."

I looked up and drug him down into a full kiss. "Daddy, I will do whatever you say." He smiled. "I mean it, you are in control for the rest of the night, Daddy. Whatever you say." He smiled.

"Let's gather our clothes, clean up our mess here, and head to my place. This is the best day of my life." I could not disagree.

To Be Continued...