The scene, Your office at the St Agatha reform school for wayward girls. A private boarding school for college girls whose parents want them to learn better manners and be proper young ladies.
***
You enter my office, ready for your punishment, like so many of my reform school girls, you know what to expect, punishment by caning. The only thing you don't know yet is how many strokes you will receive. I tell you to bend over the desk and grab the edges. You do it very nervously, I walk round behind you and lift your short pleated school skirt to reveal non regulation black thong panties, which reveal the firm pale globes of your ass, cheeks separated by the thin strip of material, and as usual when I get you girls alone like this my cock hardens in my trousers.
I love my job sometimes, I run my hand over your smooth peachy butt, feeling it shiver under my touch, and tell you to expect 12 strokes of the cane today! Your cheeks clench under my hand and you, start to protest.
"Please don't! You know you are not supposed to punish us this way, the rules don't allow for the cane. Please can't I do something else for my punishment!"
I ask you what you have in mind, you suggest lines, detention or something of that sort!
However, I enjoy these sessions too much for that sort of thing, and I lift the cane off the desk and prepare to punish you the way I enjoy. I tell you that you won't be able to sit down for a week after this, and I prepare to strike.
I look up to the corner of the room, where my hidden camera will record all this on my hard drive for later enjoyment. For the next few minutes my arm rises and falls, leaving a space in between each stroke for the welt to form and the heat to really build up. My cock hard in my pants the whole time. At the end of your punishment, you stand, legs shaking, tears on your face and eyes downcast.
I tell you to go and sit in the outer office and once you have pulled yourself together you should go back to your classes. After you head outside, I go sit down behind my desk, and re-play the experience on video, whilst I rub my cock, getting off on my cruel treatment of you. I am so engrossed in my own pleasure that I don't notice you peaking round the door watching me.
Unaware of your attention, I don't see the evil smile on your face as you bring out your phone and start to film me on your smart phone, as I wank to a video of me caning your ass! Once you have got enough, you send the video as an email to a few of your friends, girls I have previously punished and a couple of your male friends who you know would like to help you get even!
When you are ready you step back into my office and slam the door shut, I spin round in the chair in shock, my cock obviously in my hand but I quickly put it away in my pants and try to brazen it out. I tell you to forget what you saw and that no one would believe you if you told them. You show me the video and explain what you have done.
Now I am seriously worried, I could lose my job and possibly more, if that video gets out, so I ask you what I have to do to get out of this situation. You tell me that since I got off on making your ass so sore, that my penance should reflect that! You look significantly over at the cane!
I beg you not to do it and that I can't go home to my girlfriend with welts on my ass, video or no video I wouldn't be able to hide that! You think about this for a few minutes, clearly you really want to make me feel as sore and humiliated as you do.
Finally you reach a decision, you tell me I have a choice, I can accept 12 strokes of the cane from you right now, or if I need to be able to hide the evidence of my punishment, then you have another punishment in mind, which I will be able to conceal from my girlfriend, but it will need the help of a few of your friends, the ones you sent the video to!
You tell me to choose.
I really don't want anyone else involved, it's humiliating enough to be in this position with you but on the other hand I can't have marks on my skin.
So I tell you I will accept the second option, you tell me it will still be painful and humiliating, but won't leave permanent marks.
You make some calls, and we wait while your friends come up to the office, first, two other girls who also have a reason to want me to suffer, and then their boyfriends, who have both seen the stripes I have put on their girlfriends bottoms.
Once they all arrive, you go into a little huddle and check that they all agree to what you have in mind. I see a look of surprise on their faces but eventually they all agree to whatever you have suggested and I find myself, very nervous when you turn round with an evil grin on your face.
"OK, you say, us girls have decided that there is a perfect way to deal with a pervert like you, who gets off on caning, and humiliation. Since we have agreed not to leave marks, we have to be creative in how we are going to make sure you experience what it's like not being able to sit down for a week!"
"Now lets get started, drop your trousers"
"But, you said you wouldn't cane me?"
"Thats not what I have planned, but if you get to see naked ass, when you punish us, then so do we! Now pull them down, and your pants too!"
I reluctantly do what you tell me, and then stand there trousers round my ankles, hands over my cock, whilst you stare and smile cruelly.
"Right I don't suppose a spanking will leave any marks, boys hold him down"
Your friends come over and hold me over the desk exposing my ass, giving you girls the opportunity to take it in turns to spank me, which you each do, my backside gets redder and redder, but secretly I am smiling inside, I am pretty sure you all had it worse when I wielded my cane and once I get the video files off you I will make sure you suffer again!
Not to mention, I'm pretty sure my ass doesn't feel half as sore as yours does right now!
You call a halt to my spanking and tell me to stand up and go stand in the corner with my hands on my head, I start to pull my trousers up, but you tell me thats not allowed and I am forced into a demeaning shuffle as I head over to the corner and I stand there looking into the corner, hands on my head and red ass showing clearly for you all to see.
While I wait, I hear a gasp from your friends, and I guess you must have shown them the stripes I put on your ass earlier! There is more frantic whispering and then silence, all I can hear is a faint rustling behind me, then you tell me to turn round, and I am shocked by what I see! Your female friends have taken off all their school uniform, and are standing there in their underwear, I remember how cute their asses were from earlier encounters, but now I can see the firm swell of their breasts, nipples pressed firmly against the soft material of their bras, your friend Lucy has the bigger set, but Jen's nipples are amazing like bullets poking through the lace on her half cup bra.
You see me staring and the evidence of my arousal, and firmly tell me to look down at my feet, this is not for me but for the two guys you have brought! I wonder at this, but not for long, you have more orders for me,
"Right get the rest of your clothes off, come on strip for us!"
Having no choice, I strip out of my clothes, and stand there with my hands over my stiff cock, and look down at my feet! You and Jen move to either side of the desk and tell me to bend over again, which I do, you then proceed to use your school ties to bind my arms and legs to the desk. When you are satisfied that I am well secured, you finally let me in on your plans.
"Right, you left me humiliated and with a very sore arse, just so you could wank over it, so now it is time for some payback. I think you are going to wish you had just taken the cane in a minute. Now my friends here aren't gay, but they have decided to go along with my plan. Since they need to be very hard for this, Jen and Lucy have offered to help them get ready for buggering your perverted arse!"
I become increasingly afraid as I listen to your little speech, and start to struggle against my restraints, but all this does is pull the knots tighter and make you smile in a very disturbing way!
"OK, time for our little professorial pervert to get a brutal lesson in not fucking with his students!"