A New Approach to an Old Problem (written October 2011)

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

It was one month to the day since my last orgasm when my wonderful Mistress called me into our bedroom. She was sitting on the edge of the bed in a black mini-dress, her feet visible only through the gaps in her sluttiest shoes. She looked amazing and she knew it. She pointed to the floor in front of her and I obediently knelt, lowering my head in a gesture of compliance and submission. I couldn’t take my eyes off her beautiful feet and wished that I could worship them, but I knew I must be patient.

Her first words were delivered with little discernible emotion.

“Have you touched your cock since I last punished you slave?”

I shifted uneasily on my knees, my cock already starting to grow a little inside my jeans.

“Yes Mistress.”

She sighed loudly, slightly exasperated by my lack of self-control.

“I thought we agreed that MY cock is no longer yours to play with slave?”

“We did Mistress, I am sorry…”

“And yet still you touch it.”

“Yes Mistress.”

My head hung a little lower, the knowledge that I had yet again failed to fully live up to Mistress’s expectations weighing heavily on my shoulders.

“How many times?”

“Three Mistress.”

“I see… and how many times have I touched it this month slave?”

I wasn’t expecting this question and had to quickly calculate the number from memory.

“Eleven, I think, Mistress.”

“Eleven… that sounds quite generous, doesn’t it?”

“Yes Mistress, very generous.”

“And yet you still can’t keep your grubby little hands off of it, can you?”

“No Mistress.”

Mistress smoothed her hands down her thighs before continuing.

“I tire of punishing you for the same infraction, over and over… in fact I'm starting to wonder if you enjoy  being punished for your behaviour, since you seem to make so little effort to avoid it."

I started to protest, but she held up a hand to silence me.

"No, this time I’m going to try something different, something you will find much less appealing.”

I shifted nervously on my knees once more which brought a firm rebuke from my Mistress.

“Keep still! Unless you want me to paddle your arse anyway.”

“Yes Mistress, I mean no Mistress... I am sorry Mistress.”

Mistress smirked at my obvious confusion.

“Good. I take it that you can at least assure me that you did not push yourself too far and allow yourself to enjoy an orgasm at any time?”

“Yes Mistress, I assure you, I would never do that.”

“Good slave, that pleases me greatly, but still I am determined to stop you touching what is no longer yours to touch.”

“Yes Mistress.”

“You say you have touched my cock three times this past month, well then, I shall not touch it for three weeks. That should teach you a lesson. And if that does not work then I shall have to think of something even more drastic and draconian to influence your behaviour.”

Three weeks! I couldn’t believe it, but it was true enough that Mistress had told me time and again not to touch my cock and I had never managed to comply fully with her instructions, so I couldn’t really argue.

“Rest assured slave, if you cannot learn to control your actions I may have to take matters further and invest in something which will physically prevent you from playing with MY cock. Do you understand?”

“Yes Mistress.”

She leaned forward now and lifted my head so that she could look me in the eyes.

“I know the idea of being locked up appeals to you slave, but I’m sure you would soon come to regret it. Just imagine the pain and frustration you would suffer as you ate my pussy night after night, trapped in your chastity belt, those little spikes digging into your engorged cock as you licked me to orgasm…”

She reached down and squeezed my throbbing cock through my jeans, noting how hard I was getting.

“…that turns you on doesn’t it, the thought of suffering at my hands?”

“Yes Mistress.”

She stared directly into my eyes, as if trying to read my innermost thoughts.

“I don’t care if the thought of it turns you on,” she whispered. “If I decide it is necessary to implement the use of a chastity belt, be assured that you will not enjoy it as much as you think you will. I will make damn sure of that.”

I felt my chin tremble slightly as she sat back up

“Begin,” she said leaning back on the bed slightly and lifting her right foot up just a few inches away from my face.

I leaned forward and supported her foot in my hands, my cock throbbing even harder as I began to kiss her patent leather shoes.

“That’s it, worship my shoes like a good slave, a slave who knows his place…”

Her words spurred me on to worship her feet even more enthusiastically, hoping that soon she would shed her footwear and allow me to indulge myself with the taste of her bare skin. But as the minutes ticked by Mistress showed no sign of doing so, indeed she seemed to be in no hurry to bring this part of the session to any sort of conclusion.

After a while I glanced upwards to see that Mistress had rucked her mini dress up around her waist, exposing her beautiful thighs, and if that wasn't an erotic enough sight for a man who hadn't cum for thirty days, I also  noticed that she was idly stroking her pussy through her black lingerie.

“Keep your eyes down slave,” she barked, slightly annoyed by my unauthorised peeking.

“Yes Mistress,” I gabbled between breaths, doubling my efforts to make her shoes feel thoroughly worshipped.

Abruptly she pulled her foot away and instructed me to bend down and worship the other shoe on the floor. I bent forward and began to do as instructed and I felt her rest her other foot on my back and lay back flat on the bed.

I must have stayed like that for a good ten minutes, kissing and licking the warm, shiny leather until Mistress groaned loudly and her foot shot upwards almost kicking me in the face. Once her foot had fallen back to the floor I resumed my duties as Mistress recovered from a powerful self-induced orgasm.

Finally she sat up and told me to stop and kneel up. I complied immediately, my back somewhat stiff from the awkward position I had been holding, but not as stiff as my aching cock. A month without relief had left me desperate to be allowed to cum and I would do almost anything Mistress wanted if she would just permit me that release, however depraved.

I kept my head bowed, the luscious scent of her pussy was in the air now and desperate as I was I would have gladly traded my much needed orgasm for the chance to taste her. Almost sensing what I was thinking I heard her sucking her own juices from her fingers before she leaned forward once more and planted a single delicate kiss on my lips.

“My pussy tastes so good slave, don’t you wish you could taste it properly?”

“Yes Mistress,” I said, visibly shuddering as I spoke the words.

“That’s a pity,” she said. “If you hadn’t played with my cock I would probably have let you eat me for as long as you wanted, but of course…” she tailed off leaving the sentence unfinished.

I cursed myself silently for my lack of control. Almost as if she could read my mind Mistress let out a small but evil laugh at my obvious distress.

“You want to taste me so badly don’t you slave?”

“Yes Mistress,” I sighed, the ache in my voice more than apparent.

“Not today slave.”

I must have looked absolutely heartbroken because Mistress quickly added that I should not worry as she would need my tongue soon enough. It was the first sign of compassion she had shown today.

“Stand up,” she ordered.

I rose to my feet clumsily, my legs stiff after such a long time on my knees. I stood up straight, my hands clasped behind my back as I knew she liked me to present myself. She reached forward and lifted the front of my dark blue T-shirt, felt underneath for my belt and quickly unbuckled it. Then she unbuttoned my jeans and slid them down to my knees. Beneath the hem of my T-shirt my black cotton boxers bulged as my cock finally had the room to reach it’s full height.

Mistress stood up and smoothed her mini-dress down, the material clinging to her gorgeous, full breasts. She stepped closer and kissed me full on the lips, the taste of her pussy was overwhelming and I felt my cock pulse violently. She continued to kiss me, her tongue snaking into my mouth, offering me more of that addictive taste as she gently circled the tip of my cock with her finger tip.

Then she grasped the hem of my T-shirt and lifted it over my head, exposing my upper half. I would loved to have taken the initiative and lifted her mini-dress off over her shoulders too, but knew it was not my place to do so.

“Just think,” she said reaching inside my boxer shorts and squeezing my cock rhythmically. “This is what you’ll be missing for the next three weeks… think about that next time you are tempted to touch your cock without permission.”

I groaned loudly, a mixture of pleasure and absolute frustration, the thought of being denied her touch for so long was absolute torture and she knew it.

“I’m sure the time will pass quickly,” she whispered. “And you’ll still be allowed to worship me, that should make it easier for you, shouldn’t it?”

“Yes Mistress’ I croaked, not entirely convinced.

“Are you going to touch my cock without permission again?”

“No Mistress, never.”

"Really slave?"

"Yes Mistress, I promise you."

“Good, I knew this would be more effective than the paddle.”

“Yes Mistress.”

“You’d take just about anything I could give you now, wouldn’t you, rather than wait three weeks to feel my fingers or my pussy on your cock?”

“Yes Mistress,” I groaned.

“What if I said you could fuck me right now, in return for six strokes of the cane?”

I hesitated a while as she gently manipulated my throbbing cock, a few drops of pre-cum dripping from the tip and soaking into the front of my boxers. As much as I wanted to be inside her and to cum hard within the tight wet warmth of her beautiful cunt, I wasn’t sure I could handle that level of pain for the privilege. Eventually I gave the only answer I felt I could give in the circumstances.

“If it pleases you Mistress.”

Sensing my reluctance, Mistress backed away and sat back down on the edge of the bed. She lifted her foot and pressed the sole against my crotch. The pressure was intensely pleasurable, but also dangerously stimulating.

“No slave,” she spat. “It doesn’t. I have no intention of letting you cum inside me today, you do not deserve such pleasure until you can learn to obey my instructions. Of course... I could cane you anyway, just for fun...”

I hoped she wouldn't and was relieved when she added, "...but perhaps it would be better saved for a day when you actually need it."

I thanked her profusely, I am no pain slut and the cane is something I always strive to avoid at all costs.

I felt Mistress’s foot fall away and the pressure on my crotch subside, just in time as I was leaking more pre-cum onto the cotton boxers that were protruding from my groin. Mistress leaned forward once more and hooked her fingers into the waistband of my boxers, sliding them slowly down until my throbbing, erect stalk sprang loose and hung in the air just a few inches from her mouth. She moved forward as if in slow motion until she was just millimetres away from taking me between her parted lips and then looked up at me and breathed heavily onto my twitching cock.

She pulled back, smiling wickedly and then reached for my balls. She curled her fingers behind my sack and circled the top with her finger and thumb. Her other fingers closed around the package and she began to squeeze my overflowing balls, a little harder every time. It was heavenly, but I was so close to cumming now it was becoming impossible to hold back, but I knew that I must for fear of repercussions.

Mistress brought her other hand up and started to claw at my cock with her long painted nails, the pain was exquisite and I had to warn her that if she continued I would not be able to hold back. Mistress looked up at me, and after a few more seconds of squeezing and scratching she let go, just as I started to feel myself tipping over the edge. Thankfully, somehow, my cum stalled in it’s tracks. It felt as though my cock was now primed full of cum and the slightest touch on any part of my throbbing length or balls would be enough to cause it to explode from the tip. I could almost feel it, hovering an inch from the end of my urethra, and I wondered how long I could reasonably hope to keep it there.

Mistress studied me from her position on the bed, watched as my cock throbbed and bobbed in the air, desperate for that one last stroke which would truly signal the end of my chastity period. She must have known just from looking at me that my situation was desperate and she looked as if she was enjoying every second of it.

“Don’t you dare cum without permission slave,” she warned, a hint of menace in her voice.

I somehow managed to hold back, using every trick I could think of to maintain control for those vital last few seconds.

She sat in silence for a short while, enjoying my internal struggle to obey her, before finally showing pity and ordering me to kneel once again.

I sank to my knees, the impending orgasm receding slightly as the seconds ticked by, but still my cock felt like it was full of cum and ready to explode at any second.

She reached out and squeezed my left nipple, feeling it harden under her touch. She squeezed it harder, and harder again before moving over to the other one, eventually leaving both of them tender and bullet hard.

“Three weeks slave, three long weeks without my touch… how will you cope with that?”

“I don’t know Mistress,” came my honest answer.

“Well, there’s one thing slave, you’d better not touch MY cock without permission, otherwise I will just roll that three weeks over, and I’ll keep rolling it over until I know MY cock has felt no pleasure for a whole three weeks, do you understand?”

“Yes Mistress.”

“You’d better.”

She stared at me for at least a couple of minutes, her hard nipples clearly visible through the clingy material of her mini-dress.

“That being said… you have given me some lovely orgasms this last month and I wouldn’t want you to think that your efforts aren’t appreciated…”

“Thank you Mistress.” Her approval meant more to me than she could possibly imagine.

“Appreciated, but expected nonetheless slave!”

“Of course Mistress.”

She dragged her nails down my body, across both nipples, down across my stomach and either side of my twitching cock to the middle of my thighs, the pain was absolute heaven.

“As such, I have decided that you will be allowed to cum today slave.”

“Thank you Mistress,” I gasped, realising that I had been holding my breath and genuinely relieved that the pressure she had built up inside me would be granted release today.

“The only question is where…”

I looked up at her hopefully as she lifted the hem of her mini-dress to expose her black lacy panties.

“I already said not today,” she snarled, dropping the hem and smiling at my visible disappointment.

I lowered my gaze once more, not wishing to annoy her or jeopardize any other avenues which might currently remain open.

“I know where you’d like to cum,” she said. “And I might let you if you beg nicely enough.”

I raised my head slightly and looked up at her, unsure as to which part of her she was referring to. I was pretty sure it was either her breasts or her feet, but I knew that it was more likely to be her feet and if I begged to cum on her breasts and she meant her feet she might not allow me to cum at all. After a few seconds of deliberation I decided to play safe.

“My wonderful Mistress… may I please be permitted to cum on your beautiful feet?”

“Perhaps…” she said enigmatically. “Or, perhaps you might choose an alternative.”

I looked at her a little dumbly, confused by this new development.

“It’s up to you of course, I know you love my feet and I’m sure you would love to spray your load all over them, but…”

She paused for a moment watching me as I pictured her cum covered feet in my mind’s eye.

“…let’s not be too hasty. As it stands, you are about to begin three long weeks of complete denial… what if there was a way you could reduce that, would you be interested?”

I let the thought permeate my brain and a warning light flashed inside my head, what if she was going to offer the cane as an alternative?

“I’m not sure Mistress,” I answered cautiously.

Mistress raised an eyebrow.

“Well slave, it’s your choice, should I at least give you your options?”

“Yes…please Mistress.”

“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 am allowed release, ruined or not. I picked up the right shoe, lifted it to my mouth and eagerly began cleaning up my cum...