Miss Gray Ch. 02

Story Info
I meet Miss Gray again.
1.8k words
4.7
8.5k
7

Part 2 of the 2 part series

Updated 06/11/2023
Created 01/19/2022
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Six months after my beating I was sitting outside at the university cafe and a familiar voice caused my heart to lurch.

"Dan!"

I recovered as best I could.

"Miss Gray!"

"Please call me Linda, no need to be so formal now I'm not your teacher."

There was an awkward moment as I recalled the last time we had seen each other when she had been my teacher and she had caned my naked bottom then masturbated me to orgasm. I had frequently masturbated myself to orgasm while replaying the memory since the event.

"Mind if I join you?"

She ordered a coffee and sat. She was wearing the same outfit she had worn during my beating. Tight skirt to just below the knees and white silk shirt buttoned to the neck. It had been unbuttoned to her cleavage then and the pale skin of her chest had been flushed with passion.

"Congratulations on your results!" I had topped the state in the results of the English exam. I had been sitting on a sore and bruised bottom at the time but maybe it spurred me on. She hadn't contacted me until now to congratulate me, but I suppose that was understandable.

We made small talk about me starting uni until there was a lull in the conversation. She lowered her voice and leaned over to me.

"Dan, I'm sorry about what happened."

"It's okay, I shouldn't have..."

"I set a trap for you, Dan."

I was speechless. I think my mouth fell open.

"I've always had an... interest in... punishment. We were all alone and all of a sudden I had this mad plan to leave the exam there where anyone would take a look and then walk in on you, my favourite student..."

"Such a favourite student you decided I needed a beating?"

"I'm so sorry! I know it's bizarre, but we were so close I thought you'd understand! I know it sounds bizarre now, and when I hit your poor bottom and you screamed and stripes came up I felt terrible, but I also had to finish what I started."

"It was so humiliating! And then you gave me extras!"

"I'm so sorry! I know I was hurting you, but the surge of power I got when you bent over naked for me was incredible!" Her eyes shone and her face was flushed.

"What I did was unforgivable but I would like to offer you the chance to even the score."

I gaped at her dumbly.

She put her hands on mine.

"If you would like to, please come to my office tonight at 8:30, the school will be deserted, and cane me. I deserve it."

She stood, paid the bill, and walked off. I watched her retreating buttocks beautifully displayed in her tight skirt and knew what I was going to do.

At 8:30 that evening I was standing in the dark outside the school entrance. The light was on in her office. My phone buzzed.

A text: Come in please, the door is unlocked, I'm waiting.

I entered and walked the echoing corridors and up the stairs and stood, again, outside her door. I knocked.

"Come in."

I entered and almost recoiled at the magnificent sight of Miss Gray's - Linda's - glorious naked buttocks. She was bent over her desk facing away from the door, gripping the edges, completely naked.

Her office was like a warm cocoon after the cold corridor with thick carpet and walls lined with books. The main light was off and her pale skin was illuminated only by her lamp. The Last Resort - a wicked cane - was sitting beside her on the desk and her clothes were neatly folded on a chair.

I paused for a time, drinking in this intensely erotic tableau. My erstwhile mentor in abject surrender to me. Her legs were slightly parted and I could see the lips of her pussy peeking out. All I wanted was to grab her hips and ram my rigid cock into her. For a moment I thought perhaps I could suggest another way for her to make things up to me but thought better of it. She had offered her bottom for a beating and that's what she'd get.

She was silent, though her breathing was a bit ragged.

"Hello, Miss - Linda," I said.

"Hello Dan," she replied in a small voice. "Shall we get on with... things?"

I didn't reply, but stepped forward and picked up the cane. I could feel the heat radiating from her body. I swished the cane experimentally. She flinched. I whipped it harder through the air a couple of times more, hearing the tearing sound that had preceded her strikes connecting with my bottom when the tables were turned. My god that was hard. Could I really do it to her? She'd done it to me. I tentatively stroked her perfect creamy skin of her bottom with my fingers. She shivered. Soon it was going to be marked by the cane.

"Stand up. Face me."

She rose and turned, covering her pussy and breasts with her hands.

"Hands on your head." I got an enormous charge out of her obeying me. Her hair was tied up in its usual bun. Her breasts were magnificent, with pale nipples clearly aroused. My eyes drank in her slim waist and her flaring hips and the neat landing strip of red pubic hair about her cunt.

Had she shaved for me? The thought thrilled me.

"Your punishment will be six strokes. If you get up there will be extras. Bend over the desk."

She sighed. The familiar blush I now knew was arousal suffused her face and chest. She turned and bent, offering me her gorgeous buttocks for a thrashing. My god.

I tapped the target with the cane, lining her up.

"I'm going to thrash you now, just like you thrashed me, Linda." I don't think I'd ever used the word "thrash" before in my life. The formality of it seemed appropriate. I was going to thrash her bare bottom.

I lifted the cane. She tensed.

THWACK!

She gave a surprised shriek and jumped up, just like I had. Had she expected to take it better than I had? I was marveling at the way the cane bit into her bottom. A white line was already turning red. I gently pushed her back over.

"Hurts, doesn't it?"

I waited for her to stop squirming and THWACK! Struck her again. She squealed but managed to stay down. Another parallel stripe formed, fascinating me. I lined the cane up between them and THWACK, I slightly misjudged and overlapped one of the previous strikes.

"OH!" She jumped up and started dancing from foot to foot, clutching her abused rear end, and turned to stare at me pleadingly, but I was transfixed by her bouncing breasts.

"That's three," I said, not halfway because she'd earned two more. I could see in her eyes the realisation of this.

"Please get over, Miss Gray, and we'll get this done." I'd decided I liked calling her Miss Gray while I was caning her naked bottom.

I lined the cane up on the crease where her bottom met her thighs.

THWACK!

A squeal again, but she stayed down.

THWACK! I made her cry out again. The blush suffused her upper back and her entire bottom started to go red. I was becoming an aficionado of the ripples that occurred across her bottom on impact.

Tap tap tap. I could feel the firmness of her bottom through the cane. It was like it connected us somehow. Was this anything like having my cock buried inside her? Tap tap tap.

THWACK!

She jumped up again. She spun, clutching her bottom.

"That's six! That's six!" she cried beseechingly.

I put my arms around her, hands sliding down her naked back, and ran my fingers lightly over the hot ridges I had made on her beautiful bottom, so smooth and perfect before I applied the cane. Her hair had come loose. So different from the serene naked goddess of a few minutes ago, the calm and kind mentor of my school years.

"It's over, Linda. We're even.

"No," she sobbed, "Two more for jumping up. Make them as hard as I gave you. Please."

She disengaged, smiled wanly at me, and turned and bent, submitting herself for her final painful punishment.

"Hold still, I will do them quickly."

THWACK!

"OH!"

THWACK!

"Ahhh!"

She stayed down, her knuckles white as she gripped the desk. Her wantonly squirming buttocks mesmerised me as she attempted to cope with her overloaded senses. Her groans seemed almost of pleasure. I wondered if she was actually experiencing orgasm.

"The lotion. Please, Dan," she gasped.

She had the forethought to put lotion on her desk and I squirted it on her with trembling hands. I caressed and soothed the damage I'd caused moments before. She moaned and spread her legs in obvious invitation. I slipped one, then two fingers into her hot, wet cunt. Her hips bucked and soon I was in no doubt she was climaxing. I kept frigging her pussy until she'd calmed down. Then reluctantly removed my fingers and stepped back to take in the view of her sprawled, naked and red-arsed over her own desk in complete abandon. I wanted to fix it in my memory for all time.

My cock was rigid. Could I ask her to suck it? The furthest I'd ever gone was a few hand jobs, including hers last year.

"Dan, for god's sake fuck me."

That answered that. I tore off my pants, grasped her hips, and slid into her pussy's hot velvet embrace.

"Oh my god, Linda." I held myself motionless, buried in her up to the hilt, pressed against the burning skin of her ass, glorying in the sensation. I began to thrust, slowly so as not to explode, in and out of her cunt. She was still gripping the far edges of the desk, tits flattened against the desk. I gloated over her dishevelled red hair, her pale back, the line of her spine leading to her flaring hips.

She moaned and I started to thrust harder and harder. Her pussy tightened on me and I pumped semen into her over and over, gasping in ecstasy. I kept pumping until her own gasping stopped and slumped on her back. I kept my softening cock inside her, wanting to prolong this mad dream as long as possible until she asked if she could get up.

We sat facing each other in the chairs we had sat in so often before, but never naked, and with Miss Gray - Linda, wincing as she dropped her weight on her welted buttocks.

The ridiculousness of it struck me and I started giggling uncontrollably, which set her off which broke the ice somewhat.

"I suppose I had this coming," said Linda ruefully.

"We're definitely even now. Should we talk about what just happened? I asked.

"Yes," she said, wincing again and standing. "But maybe not right now. No, stay there, I just can't sit comfortably. Anyway, I'm two orgasms ahead. Better pay up."

And with that, she knelt in front of me, never breaking eye contact, and took my penis into the warmth of her mouth.

Yes, the conversation could wait.

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4 Comments
AnonymousAnonymousabout 2 months ago

Awesome!

oliver57oliver57over 1 year ago

Excellent, but I prefer her as the dominant one.

AnonymousAnonymousover 2 years ago

more please...

jay1459jay1459over 2 years ago

Love this one also. I needed a teacher like her.

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READ MORE OF THIS SERIES

Miss Gray Previous Part
Miss Gray Series Info

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