Of course she will!

Dean leaned back in his chair and looked sternly at his secretary. He knew it was wrong of him to even consider that, but he did ask the world for a magical way to solve his problems. And that dildo was clearly it.

Sara clearly wasn't in her right mind, so nothing she said about the nature of the artifact should be trusted. Something told him that pushing a magical dildo with lips depicted on its base down your throat probably won't remove it's power. If anything the fact that Sara chose to take it this way probably meant that the item was trying to make her do so no matter the excuse. A minute thought that if it could influence her thought process, what stopped it from influencing him?

But it clearly was impossible.

"Ms Connors- no. Sara!" The girl in front of him sat a bit straighter, feeling the importance of the moment. "I am sadly not as experienced in these things as I would like to be. So if I make a mistake or break some boundaries I wasn't sure about, I want you not to get angry with me and to explain what I did wrong."

Sara seriously nodded like that was the most important task she ever received, but stayed quiet.

"Good. Now before I announce your punishment, I would like to hear what you would think be a proper punishment for such... transgression."

Sara tilted her head, then started thinking very hard. And yet her eyes never left Dean's face. Finally she nodded. "It was a pretty heavy transgression, Mr Dean. Not only was I too weak to finish the job, not only did I lack training, but you also had to act to save me from my weakness. Each of those would be enough for a punishment all on their own. You would be in your total right to cut my wage, fire me, and **** me to whore myself out until I found a new job."

Dean tried to keep his poker-face plain, but after such proposition that was hard to do so. Clearly something showed on his features, because Sara quickly started saying more.

"Of course you probably don't want to lose a secretary, even such a weak and untrained like myself! So maybe you can forbid me from masturbating and wearing clothes for a month? And also-"

Dean raised his hand to stop the girl from debasing herself further. Not that he didn't find it extremely gratifying that she would do something like that just for him, but all of her suggestions would make keeping his newfound powers hidden an impossibility, and he was no fool to think there wouldn't be others who would want to take it. Still, it gave him a clear idea that even if he'd suggest something sexual she wouldn't take it as sexual harassment.

"Sara, you are missing the point. Punishments aren't there to take **** against those who wronged you, but to give those people a good motivation to..." He trailed off, realizing just how right he was. "To LEARN. This is a college, and people here, staff included, are to learn from their mistakes and become better. And thus your 3 punishments will do just that."

At that moment Sara had the most reverent expression anyone ever gave the Dean. "Of course, Mr Dean. What should I do?"

"First, as you pointed out yourself you are under-trained. As such you will have to rectify that blunder. Do you have dildos at home?" Sara blushed but nodded affirmative. "Then I want you to put it to good use. For the next month, when you are home I want you to constantly use your toys to train your throat. Don't go overboard, learn your limits and don't you dare to suffocate. As you are living alone, there will be no one to get in the way of the training."

Sara nodded again, a fire of determination flaring in her eyes.

"Second, you have failed a task. An important task that I gave you. As such you should be punished the traditional way, when one doesn't do what they are supposed to. When I finish your judgement, you will bend over my lap and will receive 10 spanks to your insolent behind. You shall count the spanks for me and thank me for every one you receive."

Another nod from the woman, a much more resigned and subdued one.

"And finally, as I had to stoop so low and to save you myself, you are going to thank me properly! After the spanks are finished, I want you on your knees between my legs, sucking my dick to my satisfaction."

Sara gulped, and a blush spread across her cheeks.