Chapter 4

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Wednesday morning I woke up sated. My ass isnt sore the creams really helped. What to wear what to wear? Ive never had to ask these questions before. But i definitely liked not having to wear a bra. I think well go with crop vest thing thats really cute and it says bitch please on it. I love it, and a sort of high waisted mini skirt. It was pink and had that leathery look. I am getting legally blonde vibes, I added pink heels and a cute pompom bag. Definitely love the whole accessoring portion of getting ready. To go with the pink I added pink glittery eyeshadow, a barbie pink lip and topped it off with glittery gloss. Love it. I put my hair in a pony tail and curled the front fringe to complete the look. Today I had english first thing and my plan was fake it till i make it. Theres no way Mr Huddlesfield will know. I arrive early as usual and enter the classroom. He rises and moves to lock the door

“Miss Charleston, were you a good girl. Or do I need to punish you?”

“I...”

“And might I just remind you that if you lie this punishemnt will be 10 times worse"

“I was a good girl"

“Are you sure Rose, because if you were good then your pussy will be still so frustrated from yesterday and should cum within seconds. So am I going to have you gushing on my fingers Rose or do you have to confesss something"

His words were making me wet, what I wouldn't give to have an orgasm on Mr Huddlesfield's fingers.

“Find out for yourself Sir”

I just wanted his fingers on and inside me and I didnt really care about ìanything else. I was bent over and my short skirt provided no obstruction to my pussy

“I still want an answer Rose and my actions will confirm it”

As he spoke his hands moved up my legs under the skirt to cup my ass. My panties were drenched already. As usual. His fingers moved along my lips over my thong but completely avoids my clit

“Fine Sir, I was bad. I came at the thought of you. I came thinking about the spankings. I came thinking about you having my panties. And I wouldn’t change it. And I'm so turned on right now, I can come just from one touch of you so touch me Sir, please.”

“Youre a bad girl. You disobeyed me. I wanted to give you a reward today but now I have to punish you.”

He peeled down my soiled panties and then I felt something rubbing in my pussy juices

“This is a punishment so Im not going to prepare you, you're lucky your slutty pussy is weeping so much because your juices are the only lube youre gettting.”

“No Sir. Im sorry Sir.”

“Rose, you did something wrong I have to punish you or you wont learn. Now I want you to breathe, relax and push out"

I had no idea what he was referring to tilll i felt that cold now wet object press against my my star. I may have toys, but I always prepare and use lube. This was going to be tight and sore and there was nothing I could do about it. He began pushing unrelenting against the resistance of my backdoor. And I could feel it stretching and burning me on the way in. Finally after an eternity the hole gave into this foreign object and my channel attempted to stretch to accommodate the foreign plug. It was  getting wider sending tears directly to my eyes and then it was in. My ass was clenching around the narrow neck at the base of the plug and then i felt somethibg clip against the lips mearest to my clit then my panties were being pulled up.

“Rose you willl be keeping these in and on until i remove them tomorrow morning"

“Yes sir but i dont gave english tomorrow morning sir’

“ Well then youd better arrive early before my other classes arrive.”

And then he moves to unlock the door just as someone else is coming in. Class starts and I’m getting myself used to sitting with a foreign object lodged up my ass and I realise that the class just passes with me attempting to read books on wattpad but never passing the first page because I am focused on the butt plug and the clip on my clit.

The class ends and I go on with my day hyper aware of my nether regions. And then bzzzzzz. The clip on my clit starts vibrating. It made me jump causing everyone to look at me.

“There . There. There was a fly” I tried to speak as normal as possible.”

All throughout the day the vibrations would on and off; funnily enough only when I was speaking to someone would they be switched on, robbing me of my words. And it seemed there were variable settings too, and just when I would get used to it and gain some semblance of control it would spike again. This carried on all day. But I never got to cum once. All those vibrations but he was still in control. He never let me cum once. I would just get to my peak and it would turn off. I was tempted to just go to the bathroom and finish myself off but every time the thought crossed my mind Id see Mr Huddlesfield. I dont know if I was hallucinating. I dont know if it was real. But the vibrations on my clit were oh so real. And the plug in my ass that was real too. And the need to cum is very real too. I am frustrated and am cursing and cussing Mr Huddlesfields all colours of the rainbow in my head. But I know he is the one in charge of my cumming today, so I held myself back. The restraint surprising to me. I knocked on the door and was met by the silky smooth voice of a come in. I move to sit down and just wait.

“You are to write 100 lines of I will listen to Mr Huddlesfiwld and 100 of I will accept Mr Huddlesfields punishment"

I made no response and just took out my book and began writing. I may seem to be submissive but alas I just wanted to cum and this man was my only accessible route to it. I finished my lines fairly quickly and took them upto Mr Huddlesfields.

“I am finished sir. Can you take the plug out now please and the vibrator off too?”

“Thank you Rose. Hmm I'm proud of how you acted today so I will be kind. Over the table"

I bent over in the same position as early in the morning. He dragged the panties down, slow and steady, and I imagine they were 10 times as sticky as this morning. Then he moves to the vibrator clip and removes it and then blows on my clit and that alone took me over. I was so highly strung, and so ready I didnt even expect it as it crashed over me. I was moaning and grinding into empty air.

“my my arent you a little eager slut desperate for orgasms. Well now you’ve had your orgasm for the day, we are going to see if you can follow orders. You are not allowed to cum until I give you permission and I do not give you permission to cum tonight. You also need to keep the plug in until tomorrow. I will see you here bright and early.”

“Okay sir.”

I leave quickly, still on a high after my orgasm. I had slipped into auto mode and only realised Mr Huddlesfield had taken my thong off when I was at the door of the school. Making me eager to get home. I had gotten used to plug the feeling of being filled and stretched and reminded of it always being there. It was Thursday tomorrow and to be honest this week had given me so much spank bank material I would definitely have a wonderful summer. Surprisingly as much as I was tempted to cum again just to see what else Mr Huddlesfield would do, it was like I was broken. I couldnt get myself even close. Maybe he broke me, or he broke my pussy. I dont kknow. But the butt plug was very interesting. I surprisingly was coming to like it. My my my I was seriously becoming a slut for Mr Huddlesfield. And to be quite honest I loved it.

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⏰ Last updated: Jul 11, 2020 ⏰

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