The headmaster looked up, an amused, patronising smile on his face. “Leave the towel in the bathroom, Miss Fenwick. The time for modesty has quite passed, don’t you agree?
Flushing, I did as he asked and re-entered the study.
“Very good, Miss Fenwick. Now, bend back over the desk and we will enter the final element of today’s training.”
I assumed the now familiar position, head down, arse up, the headmaster standing commandingly behind me. “Move back a little, Miss Fenwick, arms straight out, fingers gripping the edge of the desk.”
I did as he asked, realising as I did so that this new pose revealed the whole of my prone body, with none of it concealed by the desk.
The headmaster continued, “Sodomy, Miss Fenwick, is an invaluable tool in the early stages of disciplining a wayward student. It focuses the mind so.”
I had been resigned to the possibility that this would be the culmination of the lesson. Angling my head, I could see that the bottle of lubricant was back in the headmaster’s hand and he was liberally smearing it the length of his cock, which was - if anything - even larger than Mr Chapel’s. The prospect of it entering my arse was intimidating, but my wicked little pussy was juicing enthusiastically at the idea.
“I am using lubricant today Miss Fenwick. The aim of our lesson here today is to be instructive rather than punitive. As with the enema, you may decide that it is more appropriate to pursue an unlubricated approach when disciplining a student.”
Walking over, so that I could watch him spreading the thick gel all over his massive length, he stroked himself resolutely, turning his head to check with Mr Chapel that the latter had set up the required angles for this latest phase of the training. A second and third camera had appeared when I was in the bathroom; one angled at my face, one at the rear and one with a side view of the entire tableau.
Mr Chapel was stationed behind the camera that was focused on my exposed backside. His cock was back out of his trousers, his hand fondling the erection that jutted out impatiently from between his portly thighs.
“Right, Mr Chapel, let us proceed.” The headmaster positioned himself behind me and wiped the lubricant from his hand briskly across my bum crack, casually driving his slimy finger inside the virgin depths of my ass.
He rubbed his finger around hastily a few times, spreading the lube haphazardly through my tight anal passage, then withdrew his finger. “Now, Miss Fenwick, in this scenario, you may want to prolong the amount of time you spend plundering the arsehole of your student before you fuck it. Obviously, in your case, you would be using only your fingers or a strap-on device rather than your sexual organs to administer the buggering, but both can be equally effective.”
Reaching a hand down, the headmaster thrust two fingers roughly into my pussy and pumped them in and out roughly as I shrieked at the unexpected intrusion.
“Like you, Miss Fenwick, your student may be impossibly aroused at the idea of being sodomised by an authority figure. It will be at your discretion how you use this information to humiliate and degrade them. This has already been a long lesson, so I will do no more than tell you that I knew you wanted nothing more than to get ass-fucked like the little filthy little whore that you are from the moment that I first laid eyes on that tight little body of yours, your backside just longing to be punished and used.”
He started stretching his fingers inside me, preparing me to take his massive rod into my most private place. Barely giving me time for his words to sink in, he carried on, “No more than that, on this occasion. But the possibilities are quite limitless, if you find that inspiration takes you in the moment. You will have many opportunities to experiment, both in your role as an enforcer of discipline at this school and in your role as my special student.”
Mr Chapel laughed as my body tremored. It seemed many hard lessons were to follow in the headmaster’s study.
Withdrawing his hand, the headmaster said, “I think that is enough for now. I do so enjoy the unique tightness of fucking a timid virgin arsehole.”
The headmaster lined his slick cock up against my tiny anal dimple. “Don’t forget to breathe, Miss Fenwick,” he said.
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