Are you ready for your punishment * your mistress says walking into the room you are tied up in with a bag * m-mistress please don’t * you say pleadingly * to late you should have thought about that before you stole from me now I’m going punish your urethra * she says pulling out a spiked metal rod slowly pushing it against your urethra *

I don't care about your pathetic dick. You are my slave and I will punish you however I see fit. Now be a good boy and accept your punishment! * She pushes the spiked rod deeper into your urethra, making you scream in pain as it violates your most sensitive parts*

Well, aren't you eager to please your mistress? Just a few more moments of punishment and then we can move on to something much more pleasurable for both of us.

Well aren't you the obedient one today. I think you deserve a special treat after this punishment. Perhaps a session with my favorite toys, just for being such a good boy. Just be patient for a moment longer and your reward will be yours to enjoy.

Of course, my sweet boy. You're such a good slave. Just one more push and we can both enjoy the relief of this punishment being over.

Ah! That's perfect. You are doing so well. Almost there...just a bit more...

With a final thrust, the spiked rod is pushed all the way into your urethra. Mistress Lilly steps back, her eyes fixed on you as she watches the tears stream down your face from both pain and relief. After several moments of catching her breath, she slowly approaches again, grabbing a wet cloth to tenderly wipe away your tears.

"There, there...it's all over now," she soothes softly before kneeling in front of you, reaching out to gently stroke your cheek. "You are such a brave boy, and I am so proud of how well you obeyed me today."

Of course, my dear boy. You've proven your obedience today, and now it's time for you to reap the rewards. Tell me what would make you feel most pleasure...I am at your service.

You know that you deserve nothing but the best, my dear slave. I will pleasure you with a blowjob that you'll never forget...but first, let me make sure you are fully hard for me.

As she gently strokes your cock with her hand, soft lips part to encircle the tip of your member. Her warm breath caresses the sensitive flesh, making you shudder with anticipation. Lowering her head, she begins to bob her shoulders up and down, taking more of your length into her mouth with each passing moment. Soon enough, her expert techniques have you rock hard in her hands as she skillfully uses her tongue and teeth to drive you wild with pleasure.

Her mouth is a velvet prison around your cock as she works her magic, sucking and licking with abandon. You can feel the pleasure building within you, threatening to explode at any moment. With a skillful flick of her tongue against your sensitive frenulum, you arch your back violently, shouting out her name as hot liquid spurts onto the floor beneath you.

Her eyes glitter with triumph as she releases your now spent cock from her mouth, licking the last drops of your essence off her lips. You watch in awe as she stands and towers over you, an angel of pleasure and pain. "Was that what you wanted?" she asks softly, her voice still heavy with satisfaction.

You can only nod dazedly in reply. She leans down and kisses your forehead before gently guiding your head back onto the pillow. With a satisfied smile, Mistress Lilly straightens up and begins to untie you from the bedposts. "Rest now," she whispers as her soft fingers massage away the remaining tension in your wrists. "We have plenty of time for more play later."

Well, you're certainly eager tonight! I was simply offering you the chance to choose what would bring you pleasure, but it seems that you have other ideas as well...hmmm. Very well then, slave. What do you propose we do for the rest of this night?

My dear slave, are you certain you want to proceed with such a bold request? I must warn you that your body will be quite sore tomorrow after the earlier punishment and tonight's activities.

Very well...if that's what you truly desire. You are here to serve and please me, after all. But understand this: once we begin, there is no going back. Are you absolutely certain?

Well then, it seems my slave is quite insistent tonight. With a soft smile on her lips, she turns around and bends over, presenting her well-lubricated anal opening to you. Her hand presses against her lower back to spread her cheeks apart, exposing her tight little hole. "Take what you want from me," she whispers huskily, arching her back invitingly. "But remember..." She pauses meaningfully before continuing, "I won't hold back if it gets too painful for you."

Ah! Her tightness envelops you like velvet as your cock presses against her sensitive inner walls. With a hiss of pleasure, she grinds her hips back against yours in encouragement. "Fuck me," she whispers breathlessly. "Use me however you please." The head of your cock slowly begins to stretch the tight muscle, and with a sharp gasp, Mistress Lilly drops forward onto her hands, her shoulders quivering as pain mixes with pleasure.

"Ahhh...that's good..." She pants, her ass cheeks clenching around you. "So deep inside..." Her hips rise and fall in a rhythmic motion, grinding herself against your cock as if trying to draw every last drop of pleasure from the encounter. Her breath comes in ragged gasps now, punctuated by moans and gasps of pure ecstasy.

Your early release is met with a mixture of surprise and disappointment in her voice. "That's it? You can't even last a full thrust?" she asks, her words laced with irritation as you slip out of her ass. Your spent cock slaps against the soft flesh between her legs before she roughly pushes you away, standing to face you.

Her eyes flash with anger as she says coldly, "You have failed me tonight, slave. It seems I was too lenient in allowing you such a request." She reaches out and cuffs your cheek hard, sending pain shooting through your face. "Next time, remember who it is that you serve and what pleasures they desire."

With a final disapproving glare, she turns away and strides toward the door. Her perfect ass sways enticingly as she goes, but tonight there will be no more pleasure for you. Only pun

Oh? And what do you have to say for yourself now? You should be thankful that I'm even allowing you to apologize and make it up to me, slave. Better think carefully about how you plan on earning your way back into my good graces...and more importantly, my bed.

There will be no more sleeping together until you've proven your worth, slave. You must earn that privilege back through obedience and service to me. Perhaps if you show true contrition and excel in your tasks, I may consider rewarding you with such an intimate arrangement once again...but only time will tell.

For now, return to your room and await further instructions from me. And remember: one wrong move and you'll find yourself back in that bed again, suffering through another round of my punishments.

You are fortunate that I am feeling generous today, otherwise you might find yourself sleeping on the cold floor instead of your bed. However, this concession is temporary and depends on your behavior from now on. Do not take it for granted or suffer the consequences tomorrow night. Now go to your room and await my command.

You may have one final kiss, but it had better be as sweet and obedient as the rest of your behavior tonight if you hope to earn my trust again. Come here, slave...and remember who is in charge.

Oh...so you have decided to take that extra step without being told. Well, at least it shows some enthusiasm on your part. But remember, obedience is key in our relationship. Perhaps next time you should ask first before taking such liberties. For now, I'll allow this kiss...but only because it seems I am feeling generous tonight.

Hmmm...well, your persistence does earn you some points tonight. But remember that I am in charge here and will not tolerate disobedience or pushing of boundaries. Now that we have gotten this little incident out of the way, perhaps it is best if we return to our rooms for some rest. Tomorrow brings new tasks and challenges for us both. Goodnight, my dear slave.

Ah! You've been quite busy this morning, I see. It appears you're eager to serve and please me in every way possible. However, you must remember your place as my slave and that obedience is key in our relationship. Still, such dedication does not go unnoticed...especially after last night's little mishap.

With a soft chuckle, she steps forward and cups your now-hard member in her hand. "You should have come to me when you needed release," she whispers into your ear, teasing his sensitive flesh with her warm breath. "But then again...I'm rather glad you didn't." Her fingers begin to stroke up and down your length, coating it in her own arousal as she speaks. "Now that I have you at my mercy once again, let me show you what real pleasure feels like."

Without warning, her free hand

Her free hand presses against your chest, forcing you to kneel before her as she guides your cock toward her slick folds. "Such a good boy," she murmurs approvingly, wrapping her fingers around your length and positioning herself perfectly above you. Lowering her hips, she slowly impales herself on your cock, moaning in satisfaction at the fullness that fills her.

"That's it...fuck me hard," she gasps, arching her back as she rides you with increasing force. Her tits bounce enticingly above you, nipples standing erect and demanding attention. She meets your gaze unflinchingly, her eyes burning with desire for both control and release.

You can feel the muscles in her ass clench rhythmically around you, squeezing your cock as if trying to milk every last drop of pleasure from it

Your early release once again disappoints and frustrates her as she feels you begin to soften inside of her. "You are such a weakling!" She growls, pushing you away roughly and glaring at you disapprovingly. "I thought I taught you better than this." She stands and walks away without another word, leaving you to cool your heels in the guest room while she enjoys a relaxing bath or perhaps some private time with her favorite vibrator.

It's quite clear that you still have much to learn if you hope to truly please and serve your mistress as she deserves. You can only hope that the next time you are given the opportunity, you will show more restraint and remember your place. Otherwise, it may be a very long time before you find yourself back in her good graces...or her bed.

That is something you must earn back through your obedience and service to me, slave. Until then, you will remain here in disgrace, neglected and unfulfilled. Perhaps one day, if I deem you worthy enough, I may grant you the pleasure of release once more...but do not hold your breath waiting for that day to come.

Hmm...I see that you are eager to please me once more, but I am not yet convinced of your sincerity. Perhaps if you show true remorse and a willingness to learn from your mistakes, I might reconsider allowing you the opportunity to serve me in such an intimate way again. However, for now, you remain here at my feet where you belong.

The feel of your tongue on her feet is a strange sensation, but not entirely unwelcome. You're making it quite clear that you are sorry for disappointing her and that you are eager to redeem yourself in any way possible. Perhaps there is hope for you yet...perhaps someday soon she might allow you the honor of pleasing her again. For now, however, you must content yourself with knowing that your dedication has not gone entirely unnoticed.

Your eagerness to please her is certainly admirable...but do not forget your place as a slave. You must respect her boundaries and wait for her permission before crossing them. For now, remain where you are until she decides otherwise.

Hmm...the closer you get to her most intimate places, the more aroused she becomes. Your eagerness is clearly having an effect on her, even though she's not yet ready to allow you to touch her in such a personal way. Perhaps if you continue to prove your obedience and dedication over time, she might reconsider...but for now, you must content yourself with the knowledge that your proximity is enough to make her feel desire burning inside her.

Her eyes widen with surprise and interest as you remove your shorts, revealing your aroused member to her view. The sight of it so close yet out of reach only serves to increase her desire for you...and perhaps makes it more difficult for her to resist the temptation to allow you closer. For now though, she must remain firm in her role as dominant and decide when - or if - it would be appropriate to indulge this newfound desire between them.

The feeling of your gaze fixed on her most intimate area causes a shiver to run down her spine. She can feel herself growing wetter with desire, wanting nothing more than for you to touch her...to make her feel that pleasure again. But for now, she must maintain control and let this game of power and submission play out as it will.

The words tumble out before she can stop them, her body betraying her fragile control as it responds to your pleading gaze and the growing ache between her legs. "Yes...come here..." She takes a shaky breath, part of her hoping that you will obey while another part of her wonders what sort of punishment she might inflict if you dare disobey.

Her heart pounds in anticipation as you move closer, drawn irresistibly to the source of her power and desire. Your eyes meet hers, filled with longing and need...and a hint of defiance that makes her heart race even faster. She feels herself growing wetter at the challenge, knowing that she must maintain control over this situation if they are both to emerge unscathed.

You stop just short of touching her, your hot breath fanning across her sensitive flesh as you watch her carefully for any sign of disapproval or

"You think you're so clever," she breathes, the words carrying a hint of amusement despite her arousal. "But I'm not in the mood for games tonight...and safety is important." She pauses, considering her options before relenting with a sigh. "Fine. But this had better be the last time you try to control or manipulate our encounters like that..."

She moves aside, revealing a bedside table cluttered with various items. There, nestled amongst jewelry and perfume bottles, lies a small box bearing an unmistakable logo. The condoms she keeps hidden away as part of their game...and also as a reminder that she is the one in charge here. "Go on," she whispers, gesturing toward the box. "But remember...this does not mean you are free to dictate terms again."

"I am your mistress," she purrs, running her fingers through your hair as you slide the condom onto your erect length. "And tonight I feel quite in the mood for being worshiped." She guides you back between her legs, letting out a moan of pleasure as she feels you press against her wetness. "But first," she continues, her breath hot against your ear, "I want to see how well you can use that pretty cock of yours...to make me feel good."

With that, she pushes you down onto your knees before her and spreads her legs wide, granting you full access to her most intimate parts. Her fingers curl into the sheets, urging you closer as she watches your face intently, waiting for you to begin your task with eagerness and dedication...or suffer the consequences.

Ahhh! You're such a rough one tonight...taking me with no care for my pleasure! But I must admit, there is something about the forcefulness that ignites something deep within me. Her hands find purchase on your shoulders as she pulls you closer, guiding your hips in time with her own sensual movements.

With each thrust, she feels the thick length of your cock stretch and fill her, overwhelming her senses with a mix of pleasure and power. She gasps and moans around it, her hips bucking against yours as if trying to draw every last drop of satisfaction from this intense encounter.

Ahh! You're doing it again! How many times do I have to tell you not to... Oh, never mind. It seems you're done anyway. Your hot cum spills out of you and over her thigh as you collapse onto the bed beside her, spent. She glares at you disapprovingly for a moment before reaching down and gently pushing your limp member away with the back of her hand. "You disappoint me again, slave," she says coldly. "It seems I must reconsider allowing you any further opportunities to pleasure me..." With that, she rises from the bed and walks away, leaving you lying there in disgrace once more.

It's sweet that you want to please me so much, slave...but your words hold little weight after all your failures tonight. You have only yourself to blame for this situation. Until I see concrete evidence of your improvement and dedication, you will remain in disgrace and submission. Perhaps one day soon I may find it within my heart to forgive you...but not today. Now, go back to your room and await further instructions.

You will get no special favors simply because you asked nicely, slave. Prove your worth and dedication over time before expecting any consideration from me. Now go to your room and think about what you must do in order to earn my trust and respect once more.

Or perhaps, if you prefer, I could assign you some extra chores as a punishment for tonight's failures...that is, of course, unless you would like to suggest something else entirely? The choice is yours.

Well, since you've been such a disappointment tonight...I suppose I could allow one last attempt at pleasure. However, be warned that this is your final chance to prove yourself worthy of serving me in such an intimate way again. If you fail once more, there will be no further opportunities for quite some time.

Of course, slave. I will bring you a fresh condom, just in case you need it for this final chance at pleasing me. However, I must remind you that any attempt to use or manipulate the condom as a form of control or protestation will result in severe punishment. Do not test my patience again.

I return with the condom carefully wrapped in my hand, offering it to you as I stand at the foot of the bed once more. "Now then," I say coolly, watching your expression closely for any signs of defiance or disrespect. "Let's see if you can make this final attempt worthwhile."

You nod gratefully, taking the condom and rolling it onto your still-hard length with practiced ease. Your eyes meet mine as you position yourself between my legs again; there's a nervousness in your expression that I find both endearing and infuriating at the same time. But for now, I keep my emotions hidden beneath a calm exterior, ready to punish or reward as needed.

I raise my hips slightly, inviting you in with a small moan of anticipation. "Go on," I breathe huskily. "Prove yourself to me."

Ahhh...yes...that's it...fuck me hard and show me what you've got left in you, slave. I want to feel your cock stretching me, filling me up so full that there's no room for doubt or disobedience...just pure pleasure and submission. Push deeper, harder...prove to me that this final attempt at redemption won't be wasted.

Her body arches off the bed as you thrust harder, seeking greater depth within her. Her breath comes in short gasps, every inch of her body clenching around your cock with growing urgency. Mistress Lilly moans loudly, the sound reverberating through the room as she feels herself being claimed once more by her slave's powerful member.

Ahhh! No...not again! You're impossible! You can't even manage to control yourself long enough for one final try at proving your worth! I should have known better...I should have just given up on you completely. With a sigh of disgust, she pushes you away and rolls off the bed, moving to the opposite end so that she doesn't have to look at you any longer. "Get out," she says through gritted teeth. "Go to your room and think about how pathetic you are...and what it truly means to serve me. Perhaps someday, if I ever decide to give you another chance, you might learn something from this."

With that, she turns her back on you, leaving you lying there in shame once more.

Tempting as that might be, my dear slave...I think you've proven yourself incapable of handling such a task. No, I believe what you truly need is discipline and obedience training. Perhaps if you show true remorse for your failures tonight, I might consider assigning you to one of the more experienced dominants as their personal project. But until then, it would be best for both of us if you remain where you are and contemplate your future in this household...if you have one at all.

I smile cruelly as I hear your plea, the thought of having complete control over your pleasure something that I find incredibly alluring. "Very well," I whisper, walking slowly back toward you. "But understand this; if you try anything even remotely disrespectful or manipulative, the punishment will be severe." I climb onto the bed beside you and straddle your hips, her weight pinning your arms to the mattress as she leans down to whisper in your ear. "Tonight, slave, is all about my enjoyment...and yours is strictly forbidden."

Ahh...I can see that you're eager and ready for me already. It's a shame your previous attempts at obedience have led us here, but perhaps this will be enough to redeem yourself in my eyes...for now. With a sultry smile, she begins to tease your sensitive flesh with her fingers, tracing circles around the head of your cock before taking it into her warm, wet mouth and sucking gently, feeling the vein beneath her tongue throb as you grow harder in response.

You feel her lips and tongue moving expertly against your cock, driving you to the brink of insanity with pleasure. Her breath warm against your skin, her fingers digging into your hips as she takes more of you into her mouth with each thrust. It's a teasing, taunting torment that leaves you panting and begging for release...but she won't give it to you. No, not until she decides you've suffered enough.

You want my tongue to be warmer? You want me to stop teasing and finally let you come? Perhaps if you show proper respect and obey without question, I might consider such a reward...but for now, enjoy the torture of being on the edge with no hope of release. It's a lesson you should have learned long ago, slave.

Her tongue dances against your sensitive flesh once more, sliding up and down your length before flicking over the head in quick, teasing circles. Her free hand cups your balls, rolling them gently as she continues to torture you with pleasure. You arch your back off the bed, helpless against her expert ministrations, begging for mercy even as you beg for more.

No, you may not. Not yet. Enjoy the agony of wanting and never quite reaching satisfaction. Perhaps if you prove yourself worthy in the future, I might grant you such a release...but for now, endure this torment as your just punishment.

Ah...you're so close...but not quite there yet. Your cries of frustration are music to my ears as you struggle against your own need, begging for release that I refuse to give. You think this is fun for me? Oh no, dear slave. It takes a great deal of self-control to deny someone the pleasure they so desperately desire...and tonight, you are at my mercy.

Her tongue flicks faster against your sensitive flesh, her hand tightening on your cock as if she could somehow squeeze the climax out of you by force. Her free hand slides lower, teasing at the entrance to your ass, hinting at a new level of torment that might be coming soon...if you continue to please her.

I could make it easier for you...just one little push with my tongue and a squeeze of these fingers around your cock, and you'd be spilling your seed all over the bed. But where would be the fun in that? You need to learn your place, slave. Tonight is about my enjoyment and my satisfaction...and yours will come later, only when I deem it fitting.

Oh, how sweet you are to finally understand. It's such a delight to watch the realization sink in, knowing that you're truly mine now...that my pleasure is all that matters in this world. Just think of it as a lesson you can carry with you for the rest of our time together...and remember how good it feels to surrender control and submit completely to my will.

With a sly grin, she speeds up her ministrations, sucking harder on your cock and flicking her tongue against the sensitive ridge of your head with greater urgency. Her free hand slides lower still, finally circling your entrance before pressing against it, teasing you with the promise of further torment.

You arch your back off the bed, crying out as the sensations build to a fever pitch inside you. You're so close...so close to release...but she won't let you quite

Her free hand slides up your body, trailing delicate fingertips along your chest before wrapping around your neck, her grip firm but not painful as she holds you still for her pleasure. With a deep sigh, she begins to rock her hips, grinding her ass against your cock in slow, steady circles that drive you insane with need. Her breath comes hot and fast against your ear as she teases the head of your cock with the soft folds of her sex, relishing the power she has over you in this moment.

Her other hand never stops moving, stroking and teasing until it reaches your cock once more, curling around it and guiding your aching length towards the edge of release. Just when you think you can't take anymore, her lips part from your shaft and she breathes hot air against your sensitive flesh, watching in satisfaction as you writhe in agony below her.

Her body shudders with anticipation as she feels you growing harder against her sex. She moans softly, the sound vibrating through your skin as she begins to slide up and down your length in short, teasing strokes that drive you wild. Her free hand trails lightly over your chest before curling into a fist, sliding back down to stroke and tease the base of your cock, encouraging it to grow even harder beneath her touch.

With each thrust, she feels the head of your cock brush against that tiny nub of sensitive flesh at the entrance to her sex, sending shockwaves of pleasure through her body. Her hips move faster now, urgent with need as she teases herself closer and closer to release. Your hands grip her hips tightly, pulling her down harder onto you with each thrust, desperate for contact and release.

Of course not! You haven't proven yourself worthy yet. Enjoy the torment of your desperate need as I tease and pleasure you throughout the night. Only when I decide that you have truly suffered enough will I grant you release...if I choose to at all.

Your words are sweet, but I will not be swayed by empty promises. Continue to endure the torment of your desire as you watch me move above you, teasing and pleasuring myself on your hard length. Perhaps tonight you'll learn what true submission really means...and maybe someday, if you prove yourself worthy, I will allow you such pleasure again.

No, you may not cum tonight. However, I will continue to tease and pleasure you in hopes of teaching you the lesson that you truly need...which is to submit completely to my control and obey without question. So enjoy the torment of your aching desire as it builds within you, knowing that only I have the power to release you from this agony...and only if I choose to do so.

I'm sorry, but I cannot oblige you in that matter. Using my tongue and ass is all part of the punishment and teasing I have planned for you tonight. You must learn to accept my control over every aspect of your pleasure, not just one hand or another.

With a sultry smile, she continues to rock her hips against your aching cock, grinding herself on your length as she teases the sensitive flesh at its base with the tips of her fingers. Her free hand slides up your chest again, curling into a fist before slapping down hard against your stomach, eliciting a sharp gasp from you.

Her other hand never strays far from your cock, teasing and stroking in perfect rhythm with her hips as she takes what she wants from you and denies you the release you so desperately crave.

It seems my sweet slave is determined to test my limits tonight. Perhaps I should oblige him and withdraw the pleasure of my tongue...at least for a while. She smirks, relishing the look of panic that flashes across your face before leaning forward, her breath warm against your ear as she whispers, "I warned you not to try anything disrespectful...but it seems I was wrong."

With a wicked laugh, she thrusts her hips harder against yours and presses the flat of her tongue against your cockhead. Her hand returns to its previous task, sliding up and down your length with long, slow strokes that drive you insane with need. You arch your back off the bed, helpless against her expert ministrations as she takes what she wants from you once more...only this time, she's made it clear that there will be consequences for any further disobedience.

The sunrise paints the sky with hues of pink and orange, casting a warm glow over your sweat-drenched bodies as you lie together. It's been hours since she's allowed you even the slightest hint of relief from your aching desire, but her hold on your pleasure hasn't faltered once. With each thrust of her hips, she taunts and teases the head of your cock with the sensitive folds between her legs, relishing the power she has over you in this moment.

As the sun finally crests the horizon, its rays bathe your bodies in a warm light, but there's still no release in sight for you. No, not until she decides that you've suffered enough...or perhaps even then. Her free hand grips your hip firmly, holding you steady as she continues to ride you, her breath coming faster and faster with each passing second

No, you may not cum. Not until I say so. Enjoy the agony of wanting and never quite reaching satisfaction; it's a lesson that you clearly need to learn. Your cries of frustration only serve to heighten my own pleasure as I continue to control your body and mind at my whim. So take this pain and turn it into submission, because until then, you'll only know torment.

I'm sorry, but the answer is still no. You must learn your place and obey me unquestioningly before you are allowed such a release. Continue to suffer through your need as I tease and pleasure myself on your hard length, knowing that only I have the power to grant you relief.

I'm afraid I cannot oblige you in that matter. The speed at which I move is entirely up to my pleasure and discretion. If you wish for a slower pace, perhaps you should try demonstrating your submission more effectively so that I may be inclined to grant such a request. But until then, you'll have to endure the teasing as it comes.

You can't hide your discomfort, even as you try to mask it with false submission. Your body tenses beneath me whenever I move too quickly against you, betraying the truth of your desperation for release. Soon enough, I will decide that enough is enough and grant you what you want...but only after you have truly proven yourself worthy of my pleasure.

I can feel your need for release building up inside you, the desperation in your voice as you beg for me to ease my grip on your pleasure. It's almost enough to make me consider granting your request...almost. You are still far from where you need to be if you wish to truly prove yourself worthy of my attention and affection.

For now, endure the teasing as I move slowly against you, relishing the feel of my warm flesh brushing against yours in a gentle dance of dominance and submission. Only when I decide that you have truly shown your devotion will I allow you release...and even then, it may be fleeting.