Chapter Ten
Chapter Ten
He stood there, mind racing.
He hadn’t meant to look at her phone, but the noise brought his attention and then it was right there.
Or at least, he thought it was.
He hadn’t looked at the image for that long. His head was spinning and he wasn’t sure if he was hallucinating, if he was just seeing what he wanted to see.
He needed to know.
But what if it wasn’t them?
“Fuck it,” he said, turning quickly and marching out of his office.
“Hey boss,” she said, as she sat typing at her computer, “come to take another peek at my private messages?” She picked up her mobile phone and held it out to him.
“You know them,” he said.
“Know who?” she asked, innocently, her phone still held out to him, daring him to take it.
“Your friends.”
Yes,” she said dryly, “I know my friends. That’s part of the whole ‘having friends’ thing. Are you feeling ok? Do you want to sit down?” She swivelled on her chair to face him, but didn’t get up. Instead, she just tapped her hand on her lap, as if offering him to sit on her.
He felt himself getting hot. She was toying with him, teasing him, making him say it.
“Your friends…” he repeated.
“What about them?”
“They were…” he paused, trying to let the words come. There was a wry smile on Stepphy’s face, barely concealed. “They were
there
.”
“Where?” she asked innocently.
She was definitely fucking with him.
It was enough to make him want to bend her over her desk and spank her pale ass until it shone bright red.
“At Spring Break.”
“Were they?” she asked innocently, as she began swiping through her phone. “Mmm, now that you mention it, they
were
just on holiday together, although I forgot to ask where. Hmm,” she said, tilting her head slightly as she examined her phone screen, “I
particularly like
this photo.” She held up her phone for him to see and he thought his heart was about to explode out of his chest. “Don’t they look
so cute
like that?”
It was them.
Chiho.
Aiko.
Emi.
The three women of his dreams taking a group selfie on the beach, the sky as clear and blue as the water behind them.
“Did you see them there?” she asked, an almost off-hand question that didn’t really require an answer.
“Yes,” he muttered, barely able to get the word out.
“Yeah,” she said as she resumed flicking through photos on her phone, “can’t say I’m surprised, they’re
very
easy on the eye, hard not to notice. Especially for men with certain predilections.”
“What’s that supposed to mean?”
“You tell me.” She smirked.
“I’ve no idea what you’re talking about.”
“Oh please,” she said, “we both know you have a thing for Asian women.”
“
I what?!
”
“There’s no shame in it, we all have our preferences and our
kinks
.”
I
do not
have a thing for Asian women.”
“Some women, for example,” she continued, ignoring his protestations, “have a thing for older guys, or big guys who could pick up their petite bodies and toss them around like toys, using them however they wanted with their big, thick–”
“This is not an appropriate workplace discussion,” he said, the words surprising even himself. He was right of course, this was completely inappropriate, even if his cock wanted more.
“Yes,
sir,
” she said, sitting up primly, her hands resting on her knees as she straightened her back, “my apologies. Is there some work you would like me to discuss? Is there any work you would like me to do for you? Is there any way I could assist you?”
She sat there quietly, her face innocent, patiently awaiting instruction.
There were a million things he wanted her to do for him, none of which had anything to do with work.
“I…” he began, trailing off. “I want you to tell me about your friends.”
“Which ones, sir? I have
lots
of friends.”
“The ones in the photo.”
“I’m not sure how that relates to the workplace, sir.”
“Just… tell me,” he said, sighing, letting the pretence drop.
“Very well,” she said, leaning back in her chair. “They’re my besties, my girls. Emi is in my class, we’re studying the same course. There were only a handful of women in the class, so it was natural that we would become friends.”
“But she was working there?”
“Spring Break isn’t
cheap
,” she said, firmly, “And a girl’s gotta find a way to earn a living. Unfortunately, what we’re studying doesn’t exactly bring in the big bucks, certainly not for a few years. Why else do you think I’m sitting here?”
She signalled around the office, then continued.
“
Anyway…
Emi wanted to go and the only way she could afford a holiday
and
rent
and
college fees
and
all the other expenses that come with
actually trying to have a life
, was to get a job whilst she was there.”
“And the others?”
Stepphy shrugged.
“Chiho and Aiko are absolute sweethearts,” she said, smiling softly, “but they have yet to experience the real world. They’re both a couple of years younger than Emi and me. They’re roommates in college, even though both of their families could
easily
afford to get them single apartments. But it was decided that they should both be forced to share a room, to get,” she made quote marks in the air with her fingers, “‘the real college experience’”.
She laughed.
“But if their families knew
just how much
experience they had gotten sharing a room together, well… But we’re getting off-track. Chiho and Aiko didn’t work their way through Spring Break because they didn’t need to. Their entire trip, like their entire lives, was funded by their parents.”
“So they could lounge around all day whilst they waited for Emi to get off work?”
“Precisely,” she said, “that insightful nature of yours is why you’re the big boss man.”
He stood there, letting the silence between the two of them linger, both waiting for him to ask the inevitable.
“So you set me up?”
“Of course not,” she said, placing her hand on her breast in mock offence, “I would
never
do that. But perhaps, I
might
have set a few things in motion which made certain… outcomes inevitable.”
“What things?”
“Like sending you there for one, and booking you into the same resort for another.”
“But that doesn’t mean anything,” he said, “there were hundreds of people there, thousands, probably. The odds of running into them, let alone striking up a conversation with them, was pretty slim.”
“As I said earlier,” she said, “some people have certain predilections. Some women like older men, older
white
men. So, when you put them in an environment that is made up entirely of college-aged people, someone who doesn’t fit the bill would stand out like a sore thumb.
“Plus,” she said, “I
might
have sent them a few photos of you, just to keep them on their toes. Ooops.”
Josh stood there, staring at her, the slightest of smirks on her face.
“Did I displease you,
sir?”
Fuck.
“Do I need to be
punished?
”
Fuck. Fuck.
“Yes,” he said, “you do.”
Fuck. Fuck. Fuck.
“As you wish,
sir
,” she said, standing up. “Where would you like to punish me? Here?” she ran her hands over her desk, as if she was reading his mind.
“There is fine.”
What in the loving fuck was he doing?
“Very good,
sir
,” she said.
His mind began racing as he watched as she neatly and precisely cleared a space on her desk, neatly organising the papers as she moved them to the other side, as if carefully conducting a piece of work.
This was insanity.
He was her boss!
Her much older boss!
Once cleared, she turned to face him and looking him directly in the eye began to unbutton her shorts, her fingers working slowly as they undid one button after another, until her shorts fell to her feet. She stepped out of them and kicked them to the side, wearing nothing but a pair of plain white panties, then bent over the desk.
“Like this,
sir?
” she asked, sticking her ass out behind her.
“Just like that,” he said, his eyes devouring her tight ass, her panties clinging to her cheeks.
“Please be gentle, sir,” she cooed, “I’m very delicate.”
He stood behind her, heart racing, cock throbbing, hand poised, barely able to believe this was happening. But before he did anything else, he needed to touch her. He reached out and gently stroked her ass, feeling her soft skin for the first time.
“Please sir,” she begged, “I need to be punished.
I’ve been so bad.
”
“You’ll be punished when I decide it’s time,” he said, his voice far more gruff than he had intended.
“Yes, sir,” she said, wiggling her ass in front of him. She moaned as he grabbed her asscheek, digging his fingers into her firm muscle. Then she sighed as he let go. Then without warning, he raised his hand and brought it down with a
SMACK
.
“
Ahh!
” she cried out as his hand spanked her for the first time, her pale asscheek quickly reddening,
“oh, fuck!
” she added as he brought it down for the second time.
“Is that enough?” he asked, suddenly overcome with concern that he might have hurt her.
“No sir,” she gasped through heavy breaths, “I still have a lot left to learn.”
She cried out as he spanked her ass again and again, her cheeks reddening under his large hand. She cried out again and again, each more breathless than the last, until finally he was done.
She lay there, breathing heavily, her hands gripping the desk tightly.
“Have you learnt your lesson, now?”
“Yes, sir,” she gasped, “I have.”
Her ass was bright red and she winced as he gently ran his fingers over it.
He dropped to his knees behind her and gently ran his hand over her hips, her thighs, as he gently kissed the sore skin, his lips soothing on it as he moved across her.
“What are you doing, sir?” she asked, weakly.
“You’ve taken your punishment,” he said softly, “now it’s time for your reward for booking a first-rate holiday. That is, if you want to be rewarded?”
“Please,
sir
, I’ve wanted to be rewarded for my efforts for the longest time.”
She moaned as he slipped a finger between her legs and ran it over her panties. They were soaked through already and he could smell her desire. She gasped as he gently peeled them off her body, strands of desire sticking to them as they were removed from her lips, then gently slid them down her smooth legs to the floor.
She stepped out of them and pushed them to the side with her foot as she spread her legs. He knelt there, marvelling at her tight pussy, her smooth, wet lips. He could practically taste her already, and then he did.
“Oh fuck,” she moaned as he ran his tongue over her wet slit, the taste of her flooding his mouth. He repeated the motion, licking again and again, sliding his tongue deeper into her as he tasted her fully, her wetness on his face as he buried his tongue deep inside her tight hole, sucking at her entrance as he watched her little asshole pucker with excitement.
She began to rock on the table, rubbing her ass against his face, grinding her wet pussy against his mouth.
She groaned as he slid his hands up to her red asscheeks, spreading them further apart as he pressed his face deeper in between them, giving her exactly what she needed, sucking at her wet hole as he tongued her.
She groaned as he slid his tongue out of her, strands of her desire running between his mouth and her. He licked his lips, breaking the strands then stood. He stepped from between her legs and took her by the ankles. She cried out with surprise as he rolled her across the desk onto her back, sending stacks of papers flying through the air and stationary clattering to the ground. She pressed herself up on her elbows, her legs spread, waiting for him.
“Please,
sir
,” she whispered, “I need you inside me, like you were with them.”
She watched as he quickly undid his trousers, pulling them and his boxers down, sighing as his hard cock was freed.
“Mmmm,” she moaned to herself, biting her bottom lip as she gazed upon his heaving cock. He stepped closer and she spread her legs, inviting him closer to her. He ran his hands over her calves and the backs of her thighs, lifting her legs as he walked between them.
He moved closer and rubbed the tip of his cock against her slit. She moaned rocking on the desk and he teased her again.
“Please,” she begged, “
sir
.”
He moved closer and pressed himself in, moaning as he slowly worked his way inside her.
“Oh fuck,” she moaned as his thick cock stretched out her tight pussy, her body gripping him as he moved in and out, first just the tip, then the top of the shaft, slowly working himself deeper and deeper into her body, feeling her heat and warmth and desire spreading across his cock. He licked his lips, her taste still on him, his desire to eat her out still growing, but right now, he knew he had to fuck her.
“Oh,
sir
,” she moaned as he began to move in and out of her, thrusting slowly but deeply, picking up speed as her body adapted to taking his cock. “
Fuck
.”
He fucked her faster and faster, lifting her ankles onto his shoulders, elevating her legs as he stepped closer, pushing deep inside her, fucking her hard as she reached behind her and held onto the desk for dear life.
She moaned as he fucked her hard and fast, her t-shirt rising, showing off her tight stomach, her large breasts bouncing underneath the tight material.
He had to see them.
He reached down with one hand and pulled her t-shirt up and she reached down to help him. He ran his hand over one breast and then the other, feeling their firmness, her nipples hardening under his touch. She moaned in pleasure as he squeezed her breast, her legs tightening against his head, her ass lifting off the desk, tugging at his cock as he continued to fuck her.
She continued to moan, squeezing her other breast as he kept the other in his hand, watching as she twisted her nipple and he did the same.
He kept going, feeling himself getting close already. His three lovers had spent the past two weeks milking him dry, but fucking Stepphy, listening to her moan as he fucked her on her desk, it felt as if he hadn’t cum for years.
“Oh fuck,” he moaned, pounding away at her tight slit, “I’m getting close.”
“Oh fuck,” she echoed, “me too, I want to feel you cum inside me.
They said it felt so good when you came inside them.
”
He could feel her tightening on him, squeezing his cock as he got closer and closer, the thought of him fucking her friends bringing them closer and closer to the edge, until there was no way back.
“I’m gonna cum,” he moaned.
“Yes,” she cried, “cum for me, sir.”
He let out a low moan as he came, squeezing her breast as he pumped away deep inside her, filling his petite assistant full of cum.
“I can feel you cumming inside me,” she moaned, “it’s gonna make me – I’m gonna- aaah!”
She cried out as she came on his cock, her body tensing as he continued to pump her full of his seed, her orgasming body shaking as he coated her walls.
He could feel her wetness dripping from him, as he continued to cum deep inside her, giving her every drop until he was finished.
“Don’t stop,” she begged, desperate for his cock as she continued to cum.
He kept fucking her, pushing his semen deeper into her body as she rode wave after wave of pleasure, her body shaking until she too, was finished.
Her body went limp, her ass dropping back to the desk, but he wasn’t done with her yet.
He gently lowered her legs from his shoulders and dropped to his knees once again. He could see his cum dribbling out of her well-fucked hole, down towards her ass. She moaned as he took her clit in his mouth, sucking on her as he slid two fingers inside her, pushing his cum back into her body.
“What are you doing?” she asked before her words became a groan, as she lay there, helpless as he finger fucked her and sucked her clit.
It seemed like no time at all before she was cumming again, her legs tightening on his face as she rocked against his face, her swollen clit throbbing in his mouth as he licked and sucked at her, his fingers moving quickly in and out of her cum-filled hole, until she climaxed for the second time.
“Oh fuck,” she moaned, her face covered with perspiration, “I’ve never cum so close together or so
fucking
hard.”
He stood and leaned in and kissed her, sharing the taste of pussy with her. She slid her tongue into his mouth, eager for more, before he pulled away.
She looked at him as he held two fingers up, covered in her wetness and his cum and held them out for her. She opened her mouth and gladly accepted them, sucking them clean, sighing with satisfaction as she did so.
Once clean, he pulled them out and watched as she swallowed his cum. Then, showing how good of an assistant she was, stuck her tongue out to show her mouth was empty.
“Good girl,” he said, leaning in and kissing her again, feeling his cock pressing against her wet body, twitching at the prospect of round two, “you might be the best assistant I’ve ever had.”
“Always happy to be of service,
sir
,” she cooed, “
always.
”