Rainbow's Punishment

You open the door into your office. The click of the door latch makes the girl leaning on your desk jump as she turns to face you. Raven gulps as you walk into the large, mostly quiet room. The distant beat of the music rumbles throughout the house, but it's big enough that you can't really hear anything from that side. You walk up to Raven and put a finger on her collar, not bothering to look her in the eye as you inspect it.

"Can you tell me why you're here and not asleep, my dear assistant?"

"I... I couldn't control them," she lets out softly. With your finger on her neck you could feel her heartbeat quicken. After how many times you've been through this with her, you're still surprised she gets so worked up and nervous.

"That's right, Raven. You failed to do your job. Do you remember the consequences?" you say as you trace your finger up her neck to her chin, bringing it up so she's looking you in the eye now.

"Yes... Yes, sir. Are we staying here?"

"Luckily for you, we are for tonight. Prepare yourself," you say with a little shove on her neck towards your desk. Raven gulps and turns around to face the window, her hands going up to the top button of her blouse to undo it.

You stand off to the side against the giant bookshelf that would otherwise be the wall and watch. She timidly slips her fingers along each button until she reaches the bottom, the moves her hand to the zipper on her skirt to pull that down as well. With nervous little breaths and the occasional anxious gulp, she strips herself down to just her underwear in front of you.

Once those are on the floor, she steps out of her shoes and reaches her hands behind her back to slip off her bra as well, revealing those perky little breasts of hers. You like to remind her that they're small enough not to really need a bra, but she likes to wear one anyway. Her fingers slide down her toned body to her underwear and slip through the waistbands for your favorite part.

Their are few things in the world more satisfying than watching your prey slip their panties down their legs for you. The vulnerable look in their eyes as they slide them down to reveal their most intimate parts, the uneasiness as they travel down their thighs and they have to bend over for you. Like a helpless little deer staring down a wolf. The little bends and steps out of the panties they have to make to leave themselves completely bare to you.

Raven takes a ragged, deep breath as she stands there in nothing but her pantyhose and collar for you. The blush on her face is unmistakable now. Her stiff figure awaits you, and you leave her with a few painstaking moments as you walk over and inspect her.

"I see the diet is going well," you tell her.

"Y-yes... yes, sir," she struggles to get out. She's more nervous than you thought, though you can't imagine why. She knows exactly what's about to happen, and it's not like she hasn't been through it a few hundred times.

You trace your hands down her soft skin, feeling the muscles tense in anticipation. You softly caress down her sides and across her navel. Raven's body slowly relaxes at your firm touch. For a moment she feels like she might start enjoying it.

You can't have that.

With a sudden jerk you shove her over your desk. Your lovely assistant let's out a frightened yelp as she slides across the mahogany before her thighs stop her at the edge. She winces from the force and tries to wiggle backwards so that her toes can find the floor again. You place your hand against her bare ass to make sure she stays in that precarious position.

"How many times does a failure to complete duties earn you, my dear Raven?"

Raven closes her eyes and keeps her head forward. Her body became rigid with anticipation again, and she crossed her feet beside you, letting them nervously pass over each other as she squirmed against your touch. "It's... It's ten."

"That it is. Now count them for me," you say as you rear your hand back. Raven flinches as soon as she can't feel your touch any longer, but you torture her with a few more moments of anticipation.

"As you wish, s--Agh!" she cries as the first strike hits her delicate, soft cheeks. Her breathing immediately quickens and she grips the other side of your desk hard. Her hanging legs try to swing up to let her feet protect her sensitive behind, but she knows better and stops them before they can instinctively swing up. "One..."

You strike her again, and again, and again. Your hand whacks her pale ass so hard that you can feel the harsh sting even on your own palm. After only four strikes the skin is already bright red, and she's squirming hard on your desk, fighting herself to keep from running away at the harsh hits.

You take a deep breath and smack her again, this time putting your entire weight into it. Raven outright screams at this one and climbs up onto the table slightly, her instincts making her want to sprint away. She's gotten good at fighting those. You can recall the first time you did this; it took her half an hour just to be able to bring herself back to the position after she scurried away for only five spankings.

She rattles off a weak little "five" before settling back down. She grimaces hard to try to control her erratic breathing. It isn't working very well.

You hold your hand up high and bring it down this time, letting gravity assist you as you slap down on your assistant's frail behind. Her thighs are starting to turn red as well where you had scraped down them with the violent slaps. Raven whimpers loudly and fidgets on your desk after each number she lets out. After a meek "eight..." you look at your hand to see a little damp spot on your palm.

"How many more do you have, Raven?"

"One..." she says, letting the number hang in the air for a moment. Her entire body flinches and her eyes shoot open wide, looking back at you desperately before she shouts, "Two! Two, I meant two, sir."

You walk around your desk and open up one of the first drawers. Raven winces and looks away with shame as you pull out your custom paddler. You hold it up in front of you with a look of pride. The wooden paddler had a firm leather grip and a lanyard to wrap around your wrist to make sure it didn't clatter away in the hardest of strikes. You run your fingers across the smooth, striped wood. The only imperfection is a small scuff at the top, a byproduct of your request for a few holes for more aerodynamic swings.

"Please, sir. I... I wasn't thinking cl--"

"Do you like it, Raven? It finally came in after I ordered it a few months ago."

Raven's expression quickly turns to fear as she squirms in place. You almost let out a laugh as she stares wordlessly at it. "Do you know what this wood is?"

"N-No, sir."

You run your hand along the smooth, stained wood. "It's from the Red Quebracho Tree, only found in remote areas of South America. The wood is extremely hard to work with; the hardness is actually where it derived its name. So hard in fact, that they had to decline my request to drill holes in it after going through six different bits," You say as you walk back around your desk. The locals shortened it from 'quiebrahacha'. Do you know what that is in spanish, my dear?" you ask her as you walk back around to the front of her desk, where her tender ass still shuddered at the thought of you coming near again.

"I... I don't. Please, sir, I promise it will never happen again. Just please do--"

You lean forward over her bare body, pressing yourself against Raven as you wrap your hand around her throat to shut her up. "It roughly translates to 'axe-breaker'."

Before she even knows what hit her, you let go of her and swing the paddle hard onto those delicate cheeks. She screams so loudly you're almost afraid that the party-goers might hear over the music, but you don't mind. Raven immediately shoots up at the intense pain, lifting herself on your desk with her arms and sliding her feet back to the floor. You simply hit her again in this new position. Two strikes it might have been, but you couldn't resist the urge to break in this new paddle.

With four more intense strikes, Raven instinctually tries to bolt away from you. The harsh slaps of the hard wood against her ass is leagues above what you could ever do with your hand, and you could see the panic on the poor girl's face because of it. You quickly catch her by looping a few fingers through her collar and throwing her back onto the desk. With your hand firmly holding her neck down to the mahogany, she can only yelp in pain as you continue to bring the paddle down.

Five, six, seven, eight, you count in your head, since Raven isn't really in a state to do that for you any longer. Each strike hits her so hard her glasses fall down her face before eventually flying off onto the floor. Panic is quickly overtaking her, and you can see tears running down her face with each harsh smack.

Finally, once you see a little stream of liquid pouring down Raven's thighs, you end the barrage and allow her to slink down off of your desk and onto the floor.

She places a hand over her mouth and closes her eyes tightly to try to fight back her own ragged breathing and muffled sobs. It had been a long time since you worked her this hard, and the bright pink marks your hand left on her ass had been replaced with a gnarly, dark red now.

"Oh, Raven. You made a mess," you say as you slip your hands under her armpits and pull her back to her feet. She doesn't seem to be in a state to worry about the darkened carpet underneath her. Her otherwise professional demeanor is completely gone now as she slinks forward into your grasp and cuddles against you like a scared child. "We're almost done."

You sit her down onto your desk and she gives you an intense wince in return. It may be a while before sitting doesn't hurt for the poor girl, and you are about to make it even worse. For a bit of respite, you walk around and pull out a rag from one of your desk drawers. She doesn't even move as you wipe down the insides of her thighs.

"I... I can't," she says through tears. She looks down at the paddle beside her and shakes her head, holding her hands close to her chest. "Please don't, I can't..." she struggles to get out.

"Hush, my dear Raven. The spanking is done," you say, putting a finger to her lips. You run a hand through her messy hair that her hair tie can barely contain after that onslaught, giving her a little bit of comfort at least. She gives you a weak nod and you lie her down gently onto your desk. Giving her ass some breathing room as you lift her legs up for her. "But we aren't done yet," you say as you undo the button on your pants and flip your cock out of your waistband.

Raven takes a deep breath as she looks down her strained body to see your member. Her quiet sobs quickly turn to soft coos as you rub it up and down her wet folds. You tease along the entrance, making Raven arch her back to try to ease you in herself. You quickly pull away from her, making her look up at you with disappointment. "No ma'am. That hole is a reward. You haven't been good enough to deserve that."

Instead, you let the head of your cock travel downwards, the wet arousal spreading around her tight anus before you force yourself in. Raven resists at first with a sharp little yelp, but she's been through this enough to make things easy on herself. With a grimace she takes a deep breath, then lets it out, letting her body relax against you. You hold her legs up for her as your hips move into her. The relaxed rectum easily lets you in, inch by inch, until your full length is buried inside her.

You smile and let out a groan of your own. Raven's body is still tight from the punishment you gave her, and her ass squeezes you tightly as you drag your length out. You savor the wonderful feeling and don't hold back with your thrusting, trying to get all you can before she relaxes even more.

Raven lets out a soft moan after her winces fade. She melts into your grasp as your cock slams in and out of her, filling the room with soft, wet smacks. You can tell she's still in pain since every hit makes her body jolt slightly. The red ass cheeks not taking kindly to you assaulting them again. Raven doesn't seem to mind much. The anal pleasure washing over her is more than enough to distract her from your previous punishment.

You stop once your dick has been completely hilted against her, and let her feel the little twitches as it pours precum inside her. Raven lets out a moan and squirms as her head falls back, trying to extract as much pleasure from the pounding as she can. You let your hand fall from holding up her thigh to her swollen little pussy, drawing a finger from where your cock is buried in her to her eager little clit. She shudders as your finger runs across it. She closes her eyes and turns her head, letting herself be whisked away by the pleasure as she does her best to fuck herself on you from that position.

You smile and quickly yank yourself out of her. She's a little too close to cumming for your taste. That's a reward she didn't deserve yet. Her eyes open and she looks up at you in disappointment. She knows better than to say anything though. She knows you give her what she deserves, and you know exactly what that is right now. You walk around your desk to where her head is, looking down on her with a predatory grin.

"Do you want to--" she starts, leaning up on her elbows to look at you with a loving little expression.

You respond by yanking her head back down by her collar so that she's lying on the desk again. With one hand on the back of her head and the other on her throat, you position yourself against her lips. The initial smell is enough to make her gag, but thankfully Raven keeps herself clean enough, and that's all she has to deal with.

Without hesitation, you hilt yourself inside her throat, barely giving her any time to gag as you do. You sit there inside her for a moment, enjoying the sight of her throat bulging. You can feel her collar squeeze against your dick. You flex yourself inside her throat just to revel in the feeling of putting pressure against it. After a few moments of enjoying her mouth, you pull out of her just as she starts squirming against you.

She takes in a quick, desperate breath. In any other situation you might think she'd just been drowning. You let her take in a breath this time to prepare instead of just going right in. With a deep breath she relaxes herself and closes her eyes, opening her mouth back up to you like the good little assistant she is. You eagerly dive back in, this time not afraid to grab her and forcefully fuck her throat as much as you desired.

Raven writhes underneath you at the feeling. Every now and then she'll let out a quick gurgle or choke that breaks up the wet squishes her throat makes as it opens for you. Tonight had been a good night, and you felt like going easy on her, relatively speaking. You fuck her throat hard, not giving her any break as you take as much pleasure from her as you can. With each full thrust, you can feel your dick sliding across her warm, wet tongue and down into her throat. Despite struggling to breath and her entire body wriggling on your desk because of it, the sweetheart still manages to close her lips around your cock and makes sure that none of her teeth dare touch you.

Her hands occasionally try to shoot up to your body to push you away, but she knows better than that. You smile at the fact that you don't even have to hold her hands down any longer. Your balls slap harshly against her nose and you can hear the muffled whimpers emanate around your dick as she struggles. You know she can hold her breath for about two minutes now, though it doesn't mean she doesn't still struggle with it.

You pound away, not caring to time how long you've been inside her. You can feel yourself coming close to the edge as little bits of her saliva get spread all across your groin and down your legs. You look down to see the bulge in her throat jump up and down to discover how red her chin and throat are becoming.

Raven lets out one last little cry as she squirms hard. The poor girl is even faltering on keeping her lips against you. Thankfully, for her sake, you feel yourself slip over the edge and the first of the strong convulsions of your cock let loose down her throat. You slowly slide out of her to place the next spurt on her tongue, then finally pull out all the way and lift up her face to make sure she caught every last drop. Raven takes in another desperate breath and closes her eyes as she chokes on the cum. She whimpers as the hot strings of cum completely coat her face.

Her body jerks around as she struggles to swallow the load in her mouth and breathe at the same time. Your hands hold her firmly in place as the last drops of your cum coat her. The massive load slowly slides down her cheeks and off her glasses. You're kind of impressed with yourself with this one. Your usual cocktail of supplements to keep your body in the best shape possible also has a fun side effect of producing these enormous loads of semen, ensuring that your assistant got as much as she could handle.

Once the last drop is out and you finally feel satisfied, you let go of Raven. She immediately drops into a coughing fit, letting her sweat-soaked, glistening body slide down off the front of your desk and onto her knees. Her hands shoot up to her throat as her body convulses into a coughing fit. She's so desperate for air that she hardly even notices as the cum drips down off her face onto her tits, and off her forehead into her eyes.

You clear your throat and fix your pants. You feel slightly better after taking out your frustrations. Now you can face tomorrow's maid training with a clearer head. You walk around and pat poor Raven on the head. "Get cleaned up, dear. We're going to bed."

Raven lets out a feeble "yes, sir" between coughs. You look down at her frail little body. Her face is still red and saliva coated most of the lower half of it. Her cheeks are coated with cum and her cute little tits are getting some of it too. You put a hand on her back and lean her forward to get a good look at her. Her smooth, pale back flowed into a nasty set of red bruises on her ass. Her anus is still open, looking battered and used from earlier, and her pussy quivers as you lean her forward on her knees. You'd have to give that a little more attention once she shapes up. It must have been a few months since you've given her any kind of release.

You lean her back and kiss her forehead before leaving your pet to clean herself up.

As you stroll down the hallway towards your bedroom, you can hear the chaos still erupting from the other side of your mansion. With your mind clear and your body relaxed, you let a wide smile cross your face after that last session. You have two more new pets to break in after all. This is going to be a good week.