Dentist Drills Assistant

This story came in from “anonymous,” who runs a dental practice in Connecticut. By day he drilled molars. By night, he drilled his assistant. Once, anyway.

I have a lot of responsibilities in my life. I’m a dentist with a private practice, as well as a husband and father. I work hard to provide for my family, and, as you can imagine, have a fair amount of stress running a business.

One of the perks that I give myself, however, is good looking assistants. For the past ten years, I’ve employed between four and five assistants at a time, and almost all of them attractive young women. I’ll typically hire the thin athletic type. I like all kinds—white, black, Asian.

I just enjoy working next to attractive women. I never flirt with them, and I’ve never had sex with any of them.

Except once.

About eight years ago, I hired this very pretty blonde girl in her late 20s from Dallas. Her name was Debby, and I always thought of the film “Debby Does Dallas” when I thought about her.

Well, Debby was engaged to a construction worker. I’d met him at our office Christmas party, and he didn’t impress me much. He was reserved and came across as smug. I attempted to make conversation with Debby and him, but the three of us together just didn’t click.

At work on the following Monday, I told Debby that it had been nice to meet her fiancée, and added that I hadn’t realized that he was so shy.

Debby said that, actually, the two of them had hit a little rough patch. They’d argued a week earlier because she had told him that she thought I was handsome.

“That would explain why he didn’t say much to me,” I said.

“He’s really jealous,” she told me.

Now, I should say that I don’t flirt with my employees for a couple of reasons. First, I love my wife. We’ve had a few small crises to deal with in our relationship, but we’ve worked through them. Second, I don’t care to open myself up to law suits. If I were to sleep with a subordinate, I could be sued for creating a hostile work environment.

“He’s got nothing to worry about,” I reassured her. “It would be idiotic for me to put a move on any of the women here.”

Instead of agreeing with me, she asked, “Why? Because of your wife?”

“That, and the liability. I can’t afford to get sued.”

She looked at me and said, “I would never sue an employer if I wanted to have sex with a boss. And I can keep a secret, too.”

Several days went by. I have to admit, I fantasized about Debby, about having sex with her on the couch in the waiting room.
Something told me, maybe it was pheromones, that I could fuck her if I really wanted to.

It was a Thursday, and we worked on the last patient of the day together. She said she had to send some e-mail from a work computer, and stayed late with me, after everyone had left.

She changed into street clothes, a short black skirt and red blouse, and sent her e-mail. Then she offered to help me with some book keeping. I gave her an easy task, and by 8:00, we had finished. I don’t drink during office hours, but I keep a bottle of whiskey in my desk for the times when I stay after 8:00.

“I’m gonna have a drink,” I told her. “You want one? I have whiskey, and … whiskey.”

She laughed and joined me.

“You know, because I have reservations about the whole office sex thing, doesn’t mean I don’t think about it,” I said as we sat in office swivel chairs. “In fact, it’s a fantasy.”

“It’s a fantasy for me, too,” she stated. “In fact, I’ve thought about us doing it.”

Well, I perked up at that. I made a split-second decision: I was going to make a move.

“We work under the bright lights all day,” I said, “Let me turn these off.” I turned off the lights.

Then I just walked over and kissed her. The ice was broken and nothing needed to be said. We made out for about five minutes. She sat on the counter and we dry-fucked each other.

Then I led her to the couch in the waiting area. I unbuttoned her jeans and slid them down to the ground.

“Are you OK with this?” I asked her. She nodded.

We got naked and played with each other. She stroked my cock, while I rubbed her clit. She was very wet.

Then, I sat back on the couch while she swung a leg around and got on top of me. We looked at each other as she inserted my penis inside her vagina.

I thought we would fuck furiously, but we had sex slowly and passionately. After five minutes, she tensed and whimpered, and I believe she came.

“Do you wanna finish from behind?” she asked me.

“Yeah,” I answered.