New Approach, Old Problem (4)

New Approach, Old Problem (4)

“Very well slave, you may cum on my feet, but if you do then you will wait the full three weeks as previously decided. Alternatively, you may cum on my shoes, in which case your period of denial will be reduced to two weeks, or you can cum in your own hand, in which case you will only have to endure a single week. Lastly, you can choose to forego your orgasm altogether, in which case your punishment will be annulled completely.“

Mistress paused for a moment, allowing my choices to sink in before adding.

“And of course I don’t need to tell you slave, that wherever you choose to cum, if you choose to cum, you will be licking up your mess for me…”

“Yes Mistress, of course Mistress.”

The last part was no big deal for me as I had long since become accustomed to the taste of my own cum and would gladly swallow it for my Mistress at any time, indeed I could not remember the last time she had allowed me to cum without the proviso that I would swallow my cum for her.

“Well…”

I realised that perhaps twenty seconds had passed since Mistress had finished laying out my options and I was no nearer to making a decision. I knew that foregoing my orgasm completely was not an option, since I was still hovering perilously close to climax. Cumming in my hand would mean only seven days of waiting, but wouldn’t be nearly as satisfactory as licking my cum from Mistress’s beautiful feet, but the thought of waiting three long weeks was just too much.

“I’m waiting slave, decide quickly or I will decide for you.”

Spurred into action by Mistress’s threat I quickly made my choice and blurted out my decision.

“Shoes Mistress… please may I be allowed to cum on your shoes…”

Mistress smiled wickedly.

“Good slave, I’m pleased with your choice… I would have been disappointed if you’d taken too easy an option, so then, perhaps I could tempt you to make another decision for me?”

I looked into Mistress’s beautiful dark eyes and wondered what evil twist she had in store for me now.

“Ruin it for me and I’ll halve your punishment.”

Oh God no, she couldn’t do that, not now… but it would bring her touch that much closer, and it was clear from her voice that she wanted it, as such anything else would be putting my own pleasure before hers, and that was a novices’ error that would be bound to lead to some kind of punishment further down the line. I swallowed hard and bowed my head.

“I will ruin it for you Mistress.”

Mistress shifted restlessly on the bed and I was sure that my absolute submission was making her pussy very wet indeed, perhaps there would be a chance for me to taste her after all.

“Good slave,” she purred as she lifted her foot up to my chest. “Take my shoes off.”

Once again I looked at her dumbly, and then the penny dropped, she had tricked me. I thought I had agreed to lick my cum off her shoes while they were still on her feet, but in actual fact…

As the realisation began to dawn on me Mistress couldn’t help but let out a giggle at my foolishness. She had set a trap and I had walked right into it and now I would have to completely humiliate myself in front of her. I reached up and obediently unbuckled the strap at the back of Mistress’s heel, gazing longingly at Mistress’s adorable toes and the other parts of her feet that were plainly visible in the gaps between the patent leather strips that made up the shoes in question. How could I have been so stupid?

I removed the shoe and Mistress offered her other foot, her hand already moving between her legs as she reveled in her utter dominance over me. I removed the second shoe and placed them together on the floor in front of me, my cock still achingly hard and throbbing above them.

Mistress opened her legs now and blatantly pushed her fingers inside her sodden panties, masturbating freely as she watched me do her bidding. Her shoulder length hair hung back from her head as she leaned back, watching me through half closed eyes as she brought herself closer and closer to another orgasm.

“Do it,” she hissed mercilessly.

I reached down and curled my fingers around my poor throbbing cock, it responded immediately and within a dozen strokes I felt the tell-tale signs of orgasm approaching. I held back for as long as I could, determined to extract the maximum possible pleasure from my ruined orgasm, but not daring to overstep the mark for fear of further punishment.  

Mistress moaned as she felt her own orgasm approach and I joined in as I felt the first rope of cum erupt half-heartedly from my throbbing stalk. I had obediently taken my hand away a few seconds previously and now could only watch and clench my muscles desperately as I tried in vain to garner some pleasure from the orgasm that she had robbed me of.

I looked up to see her still watching me, her eyes narrow slits as she masturbated furiously, her fingers moving frantically inside her panties until with a sharp cry she bucked wildly, falling back onto the bed as she thrashed her way through a massively intense orgasm. It was probably the most erotic thing I had ever witnessed in my life.

I looked down at my still twitching, still rock-hard, unsatisfied cock and the cum covered shoes laying on the carpet below. Mistress lay flat out on the bed, breathing heavily, her face flushed, she wasn’t watching me now, but I knew what I had to do, what I must always do when I’m allowed release, ruined or not. I picked up the right shoe, lifted it to my mouth and eagerly began cleaning up my cum…

The End.

Sadly this is only a work of fiction, maybe one day it will be real… I hope you all enjoy it! Thanks to Robert Anthony.