The Office

Katelyn walked through the nearly empty office; almost no one was there yet. Katelyn looked a vision in her skintight red dress, the hem about six inches too high for something she'd usually wear to work.

She moved quickly but carefully, tottering on her cork wedge heels, which were strapped to her ankles with what looked like little decorative padlocks. They were functional, meaning she wouldn't remove them until Max allowed it.

The thing that Katelyn was most conscious of was the cramping in her pussy as she struggled to convince her tired pussy muscles to keep holding onto the weighted dildo that Max had insisted she keep within her.

Katelyn avoided the gaze of the few cleaners and co-workers that watched her glide across the open plan office to Max's corner office door. She gave a quick knock before entering.

Looking around, her stomach in knots from nervousness, Katelyn locked the door behind her before approaching Max's desk. She saw the eyemask he'd left for her. It said "Sex Kitten" in bejewelled letters. Picking the item up, Katelyn felt both a pang of humiliation and anger at the thought of this guy who had been hitting on her for so long, thinking he could do this to her. Then a slight thrill as she remembered how commanding and dominant she'd found Max to be and started to feel her pussy juice up around her dildo, requiring her to squeeze it tighter to stop the smooth dildo from sliding out of her. The thought of her finally taking Max into her deeply into her womanhood made Katelyn blush.

Clearing her throat and spreading her feet to shoulder width apart Katelyn looked at her reflection in the window as she pulled the eyemask over her eyes, blocking out any light as she bent at her waist to lean over Max's desk.

A few moments passed, and Katelyn took a deep breath as she reached behind herself and lifted the hem of her dress over her sweet round butt, exposing herself to the empty room and letting the material fall onto her lower back.

Now, placing her hands flat on the desk by her shoulders as Max had asked, Katelyn waited.

After a few minutes there was a bang at the door as someone rattled the handle, trying to get in. Katelyn jumped but managed to keep her position and spread her legs a little wider for her master.

As Katelyn stood there, bent over Max's desk, her eyes covered with an eye mask that read "Sex Kitten", Katelyn felt ****, exposed. She was trembling with a mixture of fear and shame. The door made a noise again; this time, the jangling of keys made Katelyn's stomach tie itself in knots as she waited for Max to enter.

With a slight breeze of air as the door was opened and closed, Katelyn prayed that no one had been walking past at that moment to see her.

Max entered the room, his presence weighing on Katelyn, she shuffled her feet even further apart to try and show him how compliant she could be.

Max didn't say a thing; Katelyn felt his gaze boring into her, stripping her of any last vestiges of dignity.

Without a word, Max approached her, running his hands up the back to her legs, causing Katelyn to flinch as he stroked her exposed naked buttocks and sex with his fingers. Katelyn's cheeks burned with humiliation as she remained bent over his desk, her breathing shallow and ragged.

Max pulled the weighted dildo from Katelyn without warning. To Katelyn's surprise, she felt strangely empty without the falic object to hold onto.

"Please, sir, take me," Katelyn let out a moan as she felt his fingers stroking her pussy lips.

The feeling of emptiness didn't last for long as Max placed the well-lubricated dildo at her backdoor, sliding the smooth object into Katelyn's anal passage in one fast thrust. Katelyn's eyes bulged under her mask, and she let out a surprised grunt at the sudden, surprise violation. The weighted object entered her colon, heavy and kept her anal sphincter stretched as she clamped down on it, trying not to drop it.

"Thank you, sir," Katelyn choked out, surprising herself as she tried to accommodate the dildo.

Kneeling behind Katelyn, Max began to lick her pussy and kiss her butt, his tongue exploring every inch of her, drawing out her arousal, every so often sinking his teeth into her round soft butt, making Katelyn yelp in surprise and pain. Katelyn's mind swirled with conflicting emotions as she felt his touch; a mixture of disgust and a twisted kind of pleasure coursed through her.

She couldn't suppress the moan that escaped her lips as Max stood up behind her, stroking the head of his penis up and down her wet pussy lips, teasing, not quite penetrating her, enjoying Katelyn's moans as she tried to push back slightly onto him, waiting to be penetrated by the man she'd hated so recently but somehow adored as her master.

Taking Katelyn out of her daze, Max suddenly thrust forward, pinning her to the table as he penetrated her pussy fully, deeply, bottoming out against Katelyn's cervix, eliciting a "urgh" of pain before she stifled herself, not wanting to be discovered.

"Yes, please fuck me, master," Katelyn whispered.

Max withdrew slowly, almost completely, loving the feeling of Katelyn's powerful grip her trained pussy had on the shaft of his penis as he dragged himself out of her, leaving only his cock head inside her as Katelyn's twitching pussy pulsated, massaging his head.

Without warning and with an intensity that bordered on brutality, Max penetrated Katelyn fully again. Her head bobbed uncontrollably, her senses overwhelmed by the sensations coursing through her body.

Pulling out almost entirely once more, Max drove into her relentlessly, his movements becoming more forceful with each thrust. Katelyn felt a hand on her back, pushing her down onto the desk, crushing her chest against the hard surface, and spreading her large breasts into the desk surface with all of Max's weight. Then Katelyn felt Max grasp the back of her head with his other hand, pulling her to him, painfully back into a kiss; he took her with a ferocity that left her breathless.

Katelyn had initially loathed Max for his harassment of her, then feared him as he blackmailed her and her husband, but after showing her over the last few days how commanding and dominant he could be, she'd become infatuated with this creep to the point that she'd been frustrated that he'd resisted taking her for his own and fucking her pussy. Now, as Katelyn lay there, being taken, powerless to resist his will, she knew he could have her whenever and however he wanted. Katelyn felt a warm glow of her cum growing inside her; Evan had been the only person to make her feel this in her recent sexual history; Katelyn felt herself flush at the thought of Max bringing her to orgasm and began to enjoy the rough, almost frantic fucking she was receiving.

"Yes, yes, I love it; keep going," Katelyn breathed mindlessly.

Snapping Katelyn back to the moment, she heard a primal groan as Max buried himself into Katelyn's pussy to the hilt. She had hoped for more as Max climaxed inside her, his release flooding her insides with his seed. Katelyn, unfulfilled, felt empty and used, her body trembling with the aftermath of their encounter and her lack of satisfaction.

"Please don't stop," Katelyn begged as she humped back onto Max's softening dick, trying to get her own release.

As Katelyn struggled to catch her breath, Max grabbed a handkerchief and wiped up the mess of their combined juices. With a cruel smirk, he shoved the filthy rag into her mouth, forcing her to suck on it obediently.

Katelyn complied, her jaw aching from the effort as she sucked on the rag, tasting the salty tang of their fluids mingled together. It was a degrading act, but one she had been conditioned to accept.

Whilst Max was stroking her patronisingly on the head, Katelyn heard the door open and a breeze hit her. Scrambling to cover herself and remove her eye mask, Katelyn's cheeks began burning with embarrassment.

Katelyn stood there, trembling, exposed and confused, as she processed Max standing by the door.

Katelyn's heart sank as she turned to see the man behind her wasn't Max, the man who she'd just fucked, who'd violated her, who she'd begged to fuck her, was one of the cleaners.

Katelyn's stomach dropped; what had she done? She tried to feel angry at the cleaner, who she realised she didn't even know the name of. She tried to feel hatred for Max for putting her in this position, but it was her choice to obey.

Katelyn felt disgusted and shame; she felt a wave of humiliation wash over her as she stood there, her dress not quite covering her pussy as this stranger's cum filled her insides and started leaking down her legs.

Exposed, violated and sodomised, Katelyn quickly crossed her legs, trying to stem the flow of the cleaner's cum leaking down her thighs, feeling the weighted dildo in her ass that he'd lodged in her behind.

Max casually dismissed the cleaner with a smile and a chuckle, which only deepened Katelyn's sense of humiliation.

"Come back later," Max said to the cleaner, giving him a pat on the back as he left the room. Katelyn's cheeks burned with humiliation as she watched him go, still not even knowing his name, feeling like nothing more than a piece of meat to be used at their whim.

With trembling hands, Katelyn spat out the cum-soaked rag, her throat raw with disgust. She felt violated and degraded, her body still trembling from the encounter. Tears welled up in her eyes as she struggled to comprehend what had just happened.

Max approached her, his expression unreadable. "There, there," he said, embracing Katelyn softly, "Couldn't wait, I see," he said, his tone almost caring.

Katelyn wanted to scream at him, to lash out in anger and frustration. But she knew it would do no good. She'd fucked only two men in her life, well, three now, and one of them was an anonymous office cleaner. She grimaced at the thought that she'd put herself on display for him, even welcomed him into her pussy, and begged him to fuck her without even knowing his name. This was a nightmare, and Katelyn started to cry again.

Katelyn tried to leave the room, but Max stopped her, telling her that he hadn't fucked her yet and to assume the position. Katelyn tried to protest, but one look at Max told her to comply.

With tears in her eyes, Katelyn assumed her now familiar position and bent over Max's desk as he placed the eye mask over her eyes again.

Moving behind Katelyn, Max told her that since the cleaner had left her sex a mess, he would have to fuck her up the butt.

Katelyn tried to protest, but as Max pushed Katelyn down into the desk and pulled the intruder from her butt, she enjoyed the relief of her sore anal sphincter being allowed to close momentarily after being stretched for so long before she felt Max thrusting into her behind firmly.

It was all that Katelyn could do to stifle her screams from being heard by the rest of the office outside as Katelyn finally felt Max inside her.

Katelyn mewed as Max filled her colon, pumping his penis into Katelyn's behind; he reached around, picking her up with a hand on each breast, pulling her back onto him; she turned her head, getting used to the gently but firm pounding Max was giving her behind, listening to the sound of his hips slapping into her butt as she groaned into his mouth as Max tenderly kissed the woman he loved.

It was no less than fifteen minutes that Max fucked Katelyn for, turning on the clit vibrator; Katelyn was **** into a welcome cum just as Max filled her back passage with his cum.

Leaving himself inside Katelyn as he softened, luxuriating in the massaging that her anal muscles were giving his penis, Max told Katelyn, "Don't worry, I know you're not a fan of anal, but with the proper training, you'll soon find you're able to cum from just anal stimulation", Katelyn baulked at the idea, but Max smiled.

Straightening himself up, Max told Katelyn to reinsert the weighted dildo back into her pussy. Katelyn groaned as she penetrated herself, asking Max if she could please go clean up.

Max refused, telling Katelyn that she was to keep the cum inside her until the end of the day and would give it as a present for Evan.

Katelyn groaned at the thought of keeping the strangers cum inside her all day as she struggled to keep the dildo inside her, his cum lubricating her vaginal passage. Wanting it to slip out, Katelyn clamped down even harder, wanting to hurry to her seat.

"You'd better take this," Max said as he offered a pill to Katelyn.

"What's that?" She asked.

"Well, vitamins and something to help with the little guys swimming around in your womb" Max joked.

Katelyn blushed to say, "It's fine; I'm on the pill."

"This is better, and it's not optional", Max insisted with a scowl, not liking having to discuss this with his ****.

Katelyn took the pill, swallowing it with a drink of water Max also handed her. She didn't feel any different but was glad at least that she was double protected from carrying a stranger's child.

Max dismissed Katelyn, telling her he'd summon her if he needed her.

Katelyn walked stunned to her desk to begin her day.