Dinah Fyre's Erotica Wonderland

Dinah Fyre's Erotica Wonderland

Blackmailed By Her Student - Bound to the bed and punished

Part Two: Miss Fenwick is put in restraints by her young student and forced to admit what a bad, bad, girl she really is đŸ–€

Dinah Fyre: Erotica Wonderland's avatar
Dinah Fyre: Erotica Wonderland
Apr 28, 2026
∙ Paid

Part One is here


Blackmailed By Her Student - Miss Fenwick is back!

Blackmailed By Her Student - Miss Fenwick is back!

Dinah Fyre: Erotica Wonderland
·
Apr 21
Read full story

When he reached the area that still burned hotly from his slap, he grabbed my leg, stretching the skin, emphasising the redness of his handprint on my thigh. He blew softly on it, laughing as I jolted at the sensation. Moving so he was straddling me on the bed, he blew gently across my parted slit, my frustrated clit thrilling at the unexpected sensation.

He carried on, his lips lightly pursed, sending steady jets of warm air across my pussy. My hips rose up off the bed, straining for more.

He stopped, suddenly, and delivered another slap to my other thigh as I yelped in pain once more. “Don’t get greedy, Miss Fenwick. You’ll get what you’re given. You obviously still require further bondage to behave yourself. Chapel left restraints at the end of the bed, I gather?”

Reaching under the bed with a triumphant “Yes!” of approval, he pulled out the looped ropes that Mr Chapel had, indeed, fastened under either side of the bed. Sebastian passed the loops through each of my ankles and tightened them, so I was spread-eagled for him, my hands still tightly bound above my head.

“This will do for now,” Sebastian smirked. “Although I must say, I do prefer the sight of you wriggling around, desperate for my touch. You’re a greedy little whore, aren’t you Miss Fenwick?”

“Yes Sir, I am. I am a greedy little whore for you.”

Laughing again, he said, “The headmaster certainly has you well-trained, I’ll give him that. I suspect you’re rather better suited to punishment than I am. Now, let’s take a proper look at you.”

He plucked a pillow from behind me on the bed and slid it under the small of my back, angling my pussy lewdly towards him. “Much better.”

Climbing back between my bound legs, he settled between my thighs, kneeling at the entrance to my pussy and slipping his hands under me to grab my bum. I was already spread wide for him, but his thumbs lightly rested against the crack of my arse as he parted my pussy lips further apart.

“This really is a beautiful little cunt, Miss Fenwick. Quite magnificent. It’s recovered splendidly from your pounding by Mr Venables earlier, hasn’t it?”

Flushing deeply, I said, “I hope so, Sir.”

“He really fucked the living shit out of you, didn’t he? Of course, you were begging him to, so very sweetly.”

He spat suddenly onto my pussy, a thick glob that landed hard on my clit and then started to trickle wetly downwards, mingling with my pussy juices. Stretching one of his thumbs, he started to circle my needy little clit tantalisingly slowly.

“But now you’re mine, aren’t you, Miss Fenwick?”

“Yes, Sir. Oh yes!”

“Laid out for me, displaying yourself to me on this bed. How does it feel, Miss Fenwick, how does it feel to be all spread out for one of your students, to be desperate for him to touch you? Aren’t you ashamed of yourself Miss Fenwick? Ashamed that you’re so willing to debase yourself so completely, in return for being thoroughly fucked?”

“I am ashamed, Sir. I am ashamed of what a filthy, greedy little slut I am, Sir.”

“You know I’ve watched hours of you getting fucked in every hole by nearly a dozen men? I’ve seen you strip for them, offering yourself up so willingly to get caned and slapped and spanked. I’ve watched you guzzle down rivers of geriatric cum from those depraved old perverts.

I’ve very much enjoyed watching you beg to be arse-fucked so hard that I thought your eyes might pop out. And then you’d come straight to your room and masturbate yourself into a frenzy, no doubt reliving every filthy second. I have seen you cum and cum and cum, Miss Fenwick.”

I shuddered uncontrollably against his slowly twirling thumb. The idea of Sebastian’s haughty gaze watching me in the throes of orgasm, whilst being used and fucked and then in my private moments of self-pleasure was bringing me very close to another climax at his hands.

He went on, “Chapel doesn’t know it, but I’ve watched every second of footage that he’s taken of you since you got here. Including all of those nights that he spends in here. You really love having your pussy eaten, don’t you Miss Fenwick? At least that slobbering mouth of his is good for something, I suppose.”

I was lost in silent ecstasy and didn’t reply to his question. After a couple of seconds, he withdrew his hand from between my legs and instead delivered a crisp, stinging slap to my spread, exposed pussy.


The rest of this story is free for paid subscribers only.

If you’d like to read the rest, it’s available here.

More Headmaster stories here and here 💋🎓


This post is for paid subscribers

Already a paid subscriber? Sign in
© 2026 Dinah Fyre · Privacy ∙ Terms ∙ Collection notice
Start your SubstackGet the app
Substack is the home for great culture