Ceo Penitent Man 02

CEO Penitent Man 2

The words now came easily as though they had been on the tip of her tongue the entire time rather than a last thought, and she struggled to keep the glee from her voice, despite her own current excited condition.

"And smile whilst you do so."

The man knelt there panting and she hoped feeling humiliated by what she had already put him through to that point, and obscurely even more excited at the look on his face as he realised his ordeal was still not over.

She had beaten him; training was complete after this...

But how had they got to this point?

For her, it had been a perfect result, as she had continually cycled up her punishment inventiveness since the start of the meal, getting she hoped, more cruel with each edict in order to establish her dominance.

A penitent man kneels before his deity, and without any other practical alternative she had stepped into the role of his goddess, and he had therefore spent considerable time on his knees that evening since the meal has finished.

It was only a short time ago that they had left the restaurant.

The popular phrase is, 'go big, or go home', and their current employee/employer dynamic had been the perfect opportunity to test that edict. She had thought that she may as well ask a lot of the driver, and see how responsive he could be. It was on him to prove his regrets for his workplace fuck up.

When they stood from the table he had immediately come around to her, gallantly swept her coat from the back of her chair, and held it for her to reverse her arms into.

That brief interaction put the pair of them very close, and obscured the angle for anyone else to see what she wanted from the apologetic man.

"Cock out... through your fly... and then hands behind your back!"

She had initially wanted that to sound like a commanding decree but as she started the words she worried that her voice sounded slightly pleading instead. Was she begging him to comply? Was she unsure of his adherence to the new rules?

That uncertainty would not do at all.

Therefore, partway through she decided to just make her words sound almost conversational; a perfect pitch and volume she decided with no need for anything more. There should be no requirement to raise her voice as she had already stated her future expectations of him. Shouting or snarling instructions would just lessen her feeling of control, and perhaps draw attention to the dynamic she had with her staff member. Staying coldly aloof would instead emphasize the new normal that the driver would quickly have to learn to cope with, and also hide any of her natural nerves in that moment too.

She did, however, spin slightly on the spot to use her coat to block even more of anyone else's view of the front of the driver's trousers and was gratified to see out of the corner of her eye, his fingers immediately pulling down his zip as directed.

She started squaring the coat on her shoulders and shaking down her arms within, whilst watching him withdraw his cock, barely concealing a grin of achievement on her face. Success. He was still remaining amenable and obedient.

It felt good having this, much larger man, at her whim; sexy and erotic and extremely powerful. He had already proved his loyalty with his drink accompaniment to the meal, an entertainment which was still causing her some considerable excitement as was the memory of his forced smile as he drained his glass.

But, she wanted to take it further.

He looked of reasonable girth despite the fact his cock had been pulled through the small aperture and was obviously rubbing uncomfortably on the zip's metal teeth. Nerves and temperature must also have been having a negative effect, as were the folds of his underwear keeping his flesh slightly twisted.

Irrespective of this, she couldn't help but feel impressed and realised that nevertheless, he had done as he had been told and had left his circumsized cock protruding from his trousers whilst his hands were behind his back. She noted with a sense of glee that his eyes were fixed on her, despite the public nature of his humiliating exhibition and his obvious natural concern as to who else could be watching.

She faffed slightly to make him worry that she was about to step to one side and leave him completely exposed, but then allowed him to replace himself safely behind material once more before they made their way to the door.

He now just needed repeated training, while watching his eyes each time of course to make sure that he never once looked to his surroundings before obeying her completely. That was going to be a fun element over the rest of the evening.

As they walked back to the car in the dusk of the evening, she had him stand still, remove himself once more, and then wank himself to create some hardness. No one was around, but he didn't know that, fixated as he was on her face as instructed.

That felt very dirty to her, and as much as she would have been appalled if a random man had approached her to do such a thing, the fact that she actually fancied him and had ordered it to happen, was a massive turn-on for her.

It became obvious he was now uncomfortable when he squeezed his erection back into his trousers, but that only served to excite her further as she witnessed the bulge in his trousers continuing unabated, and his subsequent pain at her insistence.

The third time she ordered his removal, she felt compelled to touch it, aware beforehand that he might see that act as a kindness and therefore trying to do it almost as an offhand inspection, running her fingernail up the shaft length to see how he would react. The fact it jumped and twitched under her improvised disdainfulness really turned her on, though she would never share that fact with him.

Seeing his bulbous helmet swell made her feel even more compelled to test his limits. An idea for an ultimate test of his obedience began to form in her head. One that would involve a payoff from keeping him aroused and give her some happy memories for her own, more reserved and demure moments later on in bed alone.

It had to be seen what would turn this man on without his prior agreement or complicity. Having a cock out in fresh air was something she assumed men could and would do anyway should they feel the need for an immediate urination. Doing it under instruction and instantly gave the act a new level of thrill for her, like watching a reluctant everyman stripper could be considerably more erotic than an overly confident and typically self-aggrandizing, cocksure one; each forced demonstration of their body adding to the excitement.

The need for him to have erotic thoughts was a must. Her body was in great shape and he obviously appreciated it, smitten as he was by her legs and choice of footwear, and the fact she had caught him glancing surreptitiously several times earlier at her cleavage whilst she had berated him for not following her instructions at work.

Keeping herself an air of mystery was one thing, but also using her body to tease him mercilessly would keep him aroused. She discreetly pulled her coat lapels apart as they walked, confident in her breasts bulging and straining in their halter, whilst very aware now of the constant tenting in his trousers as he noticed.

"And this time... Wank yourself slowly."

They were between road lights. Their car wasn't too far away in this line of parked ones now and the headlamps of passing vehicles briefly illuminated their torsos whilst shadows kept his body private from view.

His eyes were fixed on hers once more, though she could see he was desperate to glance down at her heaving breasts. His body had seemed to have acclimatised itself to freeing his penis, but gone into temporary shock at having to stroke himself again. The instruction on how to wank it was new. It had girth but she could see it wasn't fully hard.

Was that a smirk on his face?

She couldn't be sure, but if the balance of power had rocked into his favour now, and he didn't mind baring himself for her viewing, then that wouldn't do at all. He was obviously confident that she wouldn't embarrass him and this was becoming nothing more than a game for him.

She put her hands on her hips and glared at him. He had better get it bigger or else. The slowness of his movement emphasized the shock his body was in or perhaps the relish he was taking in his promiscuous act.

"Do you need your trousers down by your ankles? Squeeze it hard for me."

She could feel his sudden fear at her question. It was one thing extricating himself from his trousers whilst modestly shrouded by darkness, it was totally another to be so blatantly exposed. The confident and slightly arrogant look on his face drained slightly. Yes, that was taking it further. Her words had an effect however and his cock hardened, the new pressure having an immediate effect.

"Trousers down," she hissed softly, "and kiss my feet."

There was the horror she wanted to see; he had better not pause to think. The smirk or whatever she had seen on his lips drained and despite the darkness of the night, his face paled instantly. Seconds later, his trousers were around his ankles and once again that evening he was on his knees, beside the road this time, kissing the tops of her sexy black stilettos. He was lucky the ground was dry, but that was not a concern of hers either way; she almost wished that there was a muddy puddle she could make him kneel in.

She should have specified which way to point his naked ass. The pros and cons of this current act, as far as passing traffic were concerned, being as they were on the wrong side of parked vehicles, she now appeared to all to be on her own and he was hidden from view. The pro however, was that he looked very submissive and she was becoming very excited again at feeling his lips on her foot. Plus his ass did look very firm and glowed somehow in the minimal light sources. It was a groveling position and she took a half step backwards to make him follow her on his hands and knees and keep his lips pressed to what obviously turned him on.

He needed a spanking. That ass was perfect for a smack. As he stretched his head forward to keep his lips on her foot, his shirt rode up his back a bit further and exposed more of his waist, his trousers dragging further towards his ankles.

She leaned down and spanked once on each of his cheeks. The slap sound resonated briefly between the sounds of passing cars and as she stood once more to full height, she could just about see her hand print remaining in red on one buttock.

From her point of view, he was almost naked at her feet. She needed a little personal relief.

She lifted her dress at the front to bare the little black triangle of her panties and instructed him to change what he was kissing.

Now his mouth lips were on her lower ones through the fabric, the rough of his beard minimised by the barrier but the emphasis on exciting her still there. Her knickers must have smelled of her pee from earlier, as she had been flustered and uncoordinated at the time and worrying about how her plan for him would be taken when she had pissed into the cup. The fact he had no say in what she was asking of him now, and had his nose pressed into her still moist cloth, only heightened her arousal.

She was getting quickly lost in those emotions as the feel of his head between her legs became more insistent. It was no good, she needed his tongue inside her. He was practiced at this, and she was only denying herself if she didn't take full advantage of his skill.

A quick glance around to make sure that they were alone on that side of the street (after all, she wasn't going to be embarrassed) and an adjustment of the gusset, and his tongue was exactly where she wanted it, tracing up and down her now gaping slit, pushing and caressing on her labia. She knew where to find the sweet spot, and her twitching body moved in time with his tongue to keep the focus exactly right.

It felt heady and decadent standing there, ostensibly dressed and proper, while a half-naked man was crouched down licking at her pussy. Could she afford a quick cum? The memory of his pleading eyes earlier as he had unwillingly drank her piss as though it was nectar from the gods, was still with her and circulating in her memory, and with her own finger in her clit she came hard, mashing her pussy into his face without care. No one else around, she felt herself squirt a little and instinctively hooked her spare hand around the back of his neck so that his face took the full effect of it without option.

Then panting, she pulled away from him and quickly rearranged her clothing, looking around instinctively for confidence in her surroundings.

That had been a strong orgasm, but he would never need to know that. She sucked air into her lungs and felt her body quiver slightly as the aftermath slowly dissipated.

A couple of distant figures were their side of the road and the penitent man was still on all-fours and mostly naked on the pavement. She could feel she needed a pee now. Too late for the moment though with witnesses approaching.

Struggling to keep her voice steady and commanding, she told him to get up. After seeing that he was obviously turned on, and wishing she could walk him all the way back to their car naked and following behind her on a leash, she reluctantly got him to tidy himself so as the approaching couple were not inconvenienced.

His face definitely smelled of her. The night air was quite still, and the scent of her squirt, which she was not allowing him to wipe from his lips, lingered. Did she imagine it, or did the couple sniff the air in curiosity as they passed them?

Was that now a smirk again on his face? Bastard. Did he know how strongly she had cum then? The controlling dynamic needed shifting back to her, and as quickly as possible.

They continued their journey and were almost at their car. A high wall was to the side and, despite the occasionally passing cars, the location offered considerable privacy with an empty pavement for as far as she could see both ways.

That was when the idea occurred to her.

She opened her coat fully, leaned back against the wall, hooked her foot up behind her against a brick and lifted the front of her dress once more, pulling the knicker's gusset to one side to show him her still moist, shaven and swollen pussy.

"Trousers down, kneel before me." Her voice was icy calm, now practiced and offering no compromise.

Like a trained animal, he complied immediately, his cock still hard, his eyes fixed on her and desperately trying to look her in the eyes rather than across and down through the alluring pose she offered.

"Wank yourself to orgasm, and then..." Her voice was barely a whisper, "catch your cum in your hand."

She knew she presented an erotic sight. From his viewpoint, she looked tall and commanding, her hair cascading down over her shoulders, her breasts heaving out of her blouse. Her heels accentuated her legs and with his focus on her parted naked pussy, he was obviously aroused by her.

She watched him nervously cup his spare hand before him as he stroked his member up and down. She watched the pressure he applied and listened for his shaky breathing. In the gloom, she could see his eyes flash down past the haughty expression she was deliberately keeping on her face to take in her completely bared pussy and long luscious legs.

His hand was pumping back and forth quite furiously now. She watched his cock head bulge on each back stroke and the veins along his shaft protruding in a very pronounced way. Was that precum being produced? His face was going slightly red, and his movement became slightly hypnotic to watch. His eyes were fixed on her, and she felt like his queen or maybe a goddess.

She was still desperate for a piss and the perfect opportunity was presenting itself. They were outside and with nothing to bespoil except the man beneath her, there was no better time to relieve herself. With her bottom pressed against the wall she felt her muscles relaxing.

Almost at the point of his orgasm, she managed to release her own stream of piss, showering his head, face and body as his mouth opened in relief. As he filled his hand with a couple of ropes of white cum, it mingled with her own piss.

He was panting from the efforts he had just put in, though he seemed aware somehow that his journey was not completely finished. His cock sagged slightly and even in the shadows beside the road, she could see the last few drops, drip into his cupped palm, his eyes still fixed on her. It looked a powerful cum for him.

If he was sorry, and now trained to obey instinctively, this next task would be a cinch for him. Her own fingers were already stroking once again on her clit with excitement at what she wanted from him now as she spoke softly. She needed cleaning up but also wanted one more cum, and knew exactly what entertainment she had in mind for that occurrence before he was made to do that.

He was still kneeling before her: a penitent man.

"Now... eat it and then lick your hand clean."

The wet mess in his hand looked milky white and very much a handful, especially with her addition to it.

She needed an extra humiliation for him and instinct and inspiration cut in.

"And smile whilst you do so."