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Chapter 23 by checker625 checker625

The next morning...

Katie has a vivid dream

Katie approached Andrew's hotel room door, and it opened before her. She gazed inside to see Andrew sitting behind his desk, focused on his computer. His desk faced the door, so he wouldn’t even need to turn his head to bathe Katie in the intoxicating pale blue light of his gaze. Still, he stayed transfixed on his computer.

He was wearing a navy blue suit jacket with a pale pink shirt underneath. A necktie was noticeably absent, and his top three buttons were undone, allowing his shirt to open in a lazy V. The rest of his buttons strained to contain the broadness of his chest. Katie realized for the first time how muscular Andrew was. Maybe if she had noticed earlier, it wouldn’t have taken her so long to realize he was sexy.

She walked into his hotel room, her bare feet padded against the bouncy carpet. The room was cold, and she could feel the air breeze around every inch of her body. She shivered as goosebumps spread like wildfire, and her nipples hardened in response to the frigid air.

Andrew looked up, his icy eyes cast a pleasant warmth on Katie's body as he took the time to appreciate her form. She felt his gaze descend her legs, circle her butt, and linger lasciviously on her bare breasts before he finally looked her in the eyes. She felt the cold room encapsulate her once again, but she felt comfortable and content while they exchanged a heated glance.

"Katie," he said with a relaxed smile and a practiced confidence, "I've been waiting for you. I need you." He pushed himself away from the desk and turned so he could await her approach from the side.

Katie's body reacted immediately, and she began to walk around the desk. Andrew needed her. Her boss needed her. That was enough motivation for her to act. When she rounded the corner of Andrew's desk, she saw that he had no pants on and his legs were exposed to the chilly ambient air just like her entire body. His erection, stiff and long, was covered by a loose tent formed from the bottom of his shirt.

Katie knew what she had to do.

She approached her boss and kneeled between his open legs. She touched his thighs, first with her hands and then with the sides of her chest as she sidled up to him. His skin felt so gloriously warm in contrast to the cold room. She wanted to rub herself all over him. Her hands began stroking his legs, and they moved upwards past his hips and up his bare chest. She leaned forward and began kissing his thighs, increasing the amount of his skin that she touched as she did. He groaned and leaned back into the couch as she continued touching him, stroking him, kissing him.

His skin felt like warm water cascading down her body on a cold day. Her eyes were closed as she continued to kiss Andrew's back. Her arms were wrapped around his body, and her hands continued to glide over his chest and belly. Her own chest was pressed into his back, and she relished the feeling of his skin against hers. The warm water continued to flow over them both, and the steam began to enshroud everything so she couldn't even make out the shower head coming out of the wall. She just had the feel of Andrew's body to guide her.

"I need you," he said, and Katie knew what to do. Her hands left their arena of his chest and abdomen, and descended lower until they wrapped around his thick, wet erection. She began to pump. Slowly at first, but she quickly picked up her pace. The steam obscured sight of everything, all she saw was fog, but she felt his rigid shaft in her hand.

And it felt good.

His lips latched onto one of her nipples, and Katie hissed a heady sigh of pleasure. She looked down at him and ran her fingers through his dark hair, her other hand continued to pump his shaft. Katie was lying down on a bed and Andrew's warmth radiated above her. A phone rang, but they both ignored it: exploring each other's bodies and the pleasure that it brang was more important than anything the phone could offer. His tongue began flicking her nipple and she groaned in pleasure. She could feel his erection twitch in response. His hands roamed her body endlessly, ceaselessly leaving warmth and pleasure in their wake. She didn't want it to stop.

The phone rang again, but she continued pumping and moaning.

His hand nestled between her legs and she felt his warmth press against her wet sex. He began rubbing while his tongue licked her nipple.

The phone kept ringing. She had to ignore it.

She felt him inside her. His finger or his... She moaned.

"Good girl," he said and she felt him begin to pulse inside her. She gasped in pleasure and she-

Katie blinked her eyes open. The incessant ringing of the phone brought her back to reality and **** her to look around her hotel room. The sound was coming from the room's phone, unceremoniously hiding behind some of the shopping bags she had tossed onto the table. She dashed out of bed and answered it.

"Good morning!" came a cheery voice through the receiver. "This is your requested 6:00 a.m. wake-up call."

"Th-thanks," stammered Katie, before realizing it was an automated message. She hung up the phone and took stock of the situation. She was in her hotel room, she was horny (a minor side effect of the vivid dream she had woken from), and she had overslept... significantly. 6:00 a.m. was too late for her to go to the gym and still meet Andrew for breakfast. How had she overslept? That made two days in a row that she had to skip the gym! Fortunately, the wake-up call gave her just enough time to get herself ready before meeting Andrew, but when had she requested it? She always just used the alarms on her phone, so it didn't make sense that she would request a call from the hotel.

That question led her to another: where exactly was her phone? She glanced over at the phone charger and saw the cable dangling lifelessly from the wall. Her next instinct was to check her pockets, but she found herself naked, having decided a few days ago that her pajamas weren’t sexy enough to wear even at night. Was it in her bed? She vaguely remembered watching a video in bed, or maybe she had been scrolling through social media or...

She strode over to her bed and tossed back the comforter. Her phone tumbled out of the twisted mess and bounced gingerly on the carpeted floor. That was one mystery solved, and Katie quickly solved another when she picked up her phone and found it dead.

"No wonder my alarm didn’t go off," she said aloud to no one in particular.

A quick glance at the clock in the room informed her that time was still ticking away, and she was due to meet Andrew shortly. She cursed inwardly. Time was not her friend. She had really wanted to straighten her hair to go with the outfit she’d chosen, but it also would have been nice to do something about how annoyingly horny she was.

A grin spread across her face. Maybe she’d be able to find a reason to take care of that when she met up with Andrew. She felt her nipples harden at the thought, and the cool air conditioned hotel room made it very apparent that she was still naked. She ran to her shopping bags and picked out the clothes she needed. If she hurried, she’d still have enough time to put on makeup and tease her hair just enough so it didn’t look like she had just woken up.

Shortly after, Katie found herself once again outside of Andrew’s hotel room door. This time, though, unlike many times before, she didn’t feel uneasy, unsure, or apprehensive. Instead, she felt determined, she felt confident, and she felt sexy. She was so eager to see Andrew. She was excited for him to see her in her outfit. But mostly, she was excited and eager for what they might do after he answered the door.

She just wished she’d had time to go out and get them some coffee. Sleeping in really messed with her plans. She hoped he would let it slide just this once.

Andrew quickly opened the door after she knocked. He was dressed in a smart suit with a patterned red tie. When he opened the door, Katie was greeted by an expression that was becoming increasingly more common each time they met. His icy blue eyes draped over every curve of her body with an expression of hunger and lust. Despite seeing it so many times before, it still made Katie blush. She loved knowing that her appearance turned him on. She loved that he thought she looked sexy.

And why wouldn’t he? She was dressed in a black tube top that left her shoulders and midriff bare, and she wore a long yellow maxi skirt with a slit down the side to show off her slender legs when she walked. It wasn’t quite as risqué as her outfit from the day before or as revealing as many of the outfits she’d seen women wearing at the convention, but paired with her figure, it was incredibly sexy and showed off all her best assets.

Katie giggled as she walked past Andrew and into his room. She loved seeing him react like that. She loved knowing that her body could make his mind short-circuit. But as sexy as her outfit was, she wondered how he’d react if she had shown up completely nude. Katie should have paused at such a foreign thought, at how it manifested the moment she walked through his door. She should have wondered why she hadn't thought about it out in the hallway, or even while getting ready and excitedly imagining all the ways this scenario could go. Something should have told her the thought was off, but fueled by her exceedingly vivid sexy dream and how his eyes lit up passionately when he saw her, the idea of being naked around Andrew really excited her.

Of course, showing up nude to his hotel room would be a completely unexpected surprise, so his reaction would be unfairly affected by that. She imagined his questions would outnumber his other coherent thoughts, but still, she found herself oddly excited by the idea of his hungry, lustful gaze on her bare skin. She wondered how he’d react seeing her bare breasts for the first time. She wondered how long he would wait before he reached out for a feel, a fondle, a grope, a pinch, and a squeeze.

Her fantasy made her hungry. Her fantasy made her wet. And as she walked deeper into his room, she began to think about what she was there to do.

Her plan was simple: just like yesterday, ditch the skirt, get him nude, and ride him to an incredible mutual orgasm. But in the wake of her dream, Katie found herself considering an audible. How much would one piece of clothing really change what they had done?

Katie found herself standing near his bed

She had walked far enough into the room to show off how the minimal support of the tube top made her breasts bounce generously when she walked, and how the slinky fabric of her skirt emphasized the rhythm of her hips. She turned to face him.

“I’m glad you like this outfit,” she said once he had closed the door and began to approach her. “I was worried you'd complain about how much skin it covers.”

Andrew picked up his chin and managed a smile. “No,” he said, “I think it shows off your skin quite well.” His frosty eyes still scanned her body hungrily. She didn't care that he wasn't looking at her eyes. She didn't want to lose herself in his gaze, she wanted him to want her body.

Katie sensually walked up to him, making sure to sway her hips and let her skirt flow around her. “You don’t think it should show off a little more skin?” she asked suggestively.

She paused, allowing him to consider her question, but before he had a chance to respond, Katie tucked her fingers under the bottom of her black tube top, stretched it out and pulled it above her breasts to reveal her large bosom and painfully erect pink nipples.

The look on Andrew’s face was everything she had imagined it would be. His eyes widened in shock and surprise, and his mouth fell open before passionate hunger and lust reclaimed control of his face and he bit his lower lip in admiration. Katie expected a reaction like that from him, what she hadn’t expected was how good it felt. A tidal wave of pleasurable endorphins intoxicated her senses. She felt so free baring herself to Andrew, and she felt so sexy revealing the nude form she knew he had fantasized about many times before. It felt so good and so right that she wondered why she had never done it before.

Andrew's hands were quick to react. Katie had initially wondered how long it would take him to test the waters and touch her, and evidently it wasn’t long at all. He reached up and gently placed his warm hand on her naked breast. His fingers grazed the flesh surrounding her nipple, causing a shiver of goosebumps to spread across her skin. He took his time to admire their shape while distinctly avoiding her nipple, seemingly on purpose.

His hands roamed all over her breasts, and Katie had to admit it felt very good. She closed her eyes and let out a moan, feeling her panties grow heavy with the wetness of her arousal. His touch felt wonderful, euphoric, even orgasmic, but what she really wanted was for him to play with her damn nipples.

It was ****!

The sensations were overwhelming, and every time his palm lightly grazed the tip of one of her nipples, a bolt of electricity shot through her directly to the growing neediness between her legs. It quickly became too much for her to handle and she decided that if she wanted something done, she’d have to take charge herself.

After one last jolt of pleasure and one final moan, she reached out and pulled his head toward hers, embracing him in a steamy kiss. Andrew quickly reciprocated, and with her breasts now firmly pressed against his chest, he could no longer tease her like he had been.

The kiss felt electric. His lips against hers felt even better than before. She enjoyed the kiss, she loved it, but she knew it was also merely a stepping stone toward something better. As their tongues danced between their mouths, she slowly pivoted herself around him. Her hands stayed busy removing his suit jacket, and once she had placed herself opposite him from the hotel bed, she broke off the kiss and gave him a small shove backward.

Like a freshly-sawn tree, Andrew toppled and landed firmly on the bed. The look of surprise across his face made Katie giggle with a naughty grin. She quickly and deftly finished removing her tube top before untying the knot that held up her maxi skirt and letting it fall to the ground. This time, she favored speed over showmanship.

Wearing only a black thong and her strappy black stilettos, Katie crawled onto the bed and straddled her boss. She could feel his rock-hard erection straining against the fabric of his dress pants, and she knew it was only a matter of time before she would free it to the surrounding air—but first…

She untied the knot of his necktie and began unbuttoning his shirt. Each unfastened button exposed more of his chest and she really wanted his chest bare. She wanted to feel his skin against hers. She craved it.

The whole time, Andrew just laid back and watched her, his eyes roaming her whole body. Katie wished it were his hands instead.

With his shirt unbuttoned and pulled out from his dress pants, Katie leaned forward and began kissing him again. Lips to lips, tongue to tongue, and chest to chest. Katie savored the feeling of his skin on hers, and she relished in the pleasure she felt when his hands finally left the bed and began roaming over her bare back. She shivered at his touch and moaned with each caress. She still really wanted him to play with her nipples, but feeling his hands on the back of her neck, running down her spine, and playing with her butt was a good alternative.

She openly moaned in pleasure, uncaring about who might hear so early in the morning. Fortunately, her moans were mostly muffled by Andrew's mouth, and she found herself lost in the pleasure of his touch, almost forgetting about her duty as an employee, but a voice in the back of her mind was quick to correct her. She was there to be a good employee for Andrew.

She was there to be his good girl.

Once again, Katie broke from their kiss and lifted herself off her boss. If her body could have screamed its dissent at being removed from Andrew, it would have, but Katie knew she couldn't let her urges take over. She still had a job to do.

She lifted her leg over Andrew's body, so she was no longer straddling him and was instead kneeling at his side. Her hands quickly grabbed his belt and made quick work of everything keeping his pants on his waist. She grabbed the top and pulled them down, while Andrew lifted his hips to help. When his erection sprang into view, Katie heard his request from the night before echo in her mind.

“I want you to jack off my cock directly."

She looked from his... cock to his face. He was lying back with his hands behind his head to prop it up. His beautiful, mesmerizing, captivating azure eyes shone at her. She knew he still wanted her to do it. He wanted her to wrap her fingers around his raging erection and jack him off until he came.

Katie trembled in excitement. She really wanted to make him cum.

But she could also simply do again what she had done before. She could straddle him and grind on him. They'd be separated by her soaking wet thong, but they'd both get pleasure and they'd both orgasm like before.

And she really needed to cum.

But when she tore her eyes away from his tractor-beam-gaze and looked at his erection, a different want struck her. A different need made itself clear and resolute in her mind.

She wanted to be a good girl.

She needed to be a good employee.

Andrew wanted her to jack him off. Andrew deserved an employee who could follow orders. Andrew needed to have someone grab his cock and stroke it until he came.

Katie needed to be that person.

With her mind made up, Katie quickly reached over and grabbed a pillow from the head of the bed and tucked it under Andrew's head. She was certain he'd appreciate that attention to detail. She lingered for a moment while adjusting the pillow, when her breasts tongue enticingly close to Andrew's face. His warm breath on her flesh reminded her of exactly how much she wanted him touch her, but Andrew needed her to be a good employee, not some sex crazed hedonist.

Katie resumed her position kneeling at Andrew's side. She gazed at his erection. Her mind was aflame with the realization that she was finally going to touch it, after all this time. She reached out tenderly to grasp it and wrapped her fingers tenderly around his shaft. She wanted to be gentle. She knew she wasn’t going to break it, this wasn’t the first penis she had handled, after all, but she knew better than to start rough.

As her fingers wrapped around his girth, Katie gasped at the feeling. She was by no means obsessed with cock, but finally feeling his erection, skin to skin, felt very intoxicating. The warmth of his shaft radiated through her and amplified her own hot arousal. The head of his erection glistened with its own lubrication as his body prepared itself for sex, and Katie reached her thumb up and began gently, sensually spreading it all around the tip. Andrew let out a soft, low moan that further stoked the fires of Katie's arousal. His hand moved from its resting place on his belly and gripped at her bare thigh as he writhed under her stimulation.

"Do you like that?" she asked, knowing the answer but eager for his approval.

"Oh God, yes," he replied.

Katie adjusted her grip, tightening it slightly, and started stroking up and down. Her mind was acutely aware of his hand on her thigh and how he started to gently caress her skin. Her breath hitched in response to the touch of his soft hand. She scooted closer and leaned in toward him, giving his hand better access to the rest of her body.

She saw the tip of his erection glisten with more lubrication as she diligently worked her hand up and down. Her face was so close to it, and the smell was so enticing, she really wanted to give it a small lick, a small taste.

But Andrew had asked for her to jack him off. He wanted a handjob, not a blowjob, and besides, wrapping her lips around his erection was far closer to cheating than she was willing to go. Katie resolved that she'd have to find her pleasure elsewhere. She focused on the pleasure of giving her boss a handjob and feeling his hand caress her body.

Katie found herself getting lost in the moment. Even though his hand rubbing her body felt so damn good, she found herself fixated on his manhood in her hand. She felt it slowly throb with passion. She watched it swell and strain under her touch. She heard him moan in pleasure as she continued her movement—up and down, up and down. She became enraptured by the idea of making him cum. She wanted him to cum so badly. She wanted to watch his sticky seed spurt from his tip. She wanted to feel his cock pulse with orgasmic release in her hand.

Katie gasped at a new sensation. His wandering hand had found her hanging breast and he had finally decided to give her nipple the attention it craved. She arched her back, pushing her breasts further into his hand as he pinched her nipple and rolled it between his fingers. She hissed a long, low syllable of consent as the feeling alone nearly brought her to orgasm. Her body was so ready for release. She was practically dripping wet with arousal.

"God, yes," she hissed. It felt so damn good that her hand forgot what it was doing, and she had stopped stroking him. When she realized her mistake, her hand resumed its ministrations with renewed fervor, but it was so hard to keep a steady rhythm with the distraction of his fingers pulling, pinching, and playing with her nipples.

"Stop," she stammered, and his fingers immediately released their grip. "Save that for later," she whimpered. Andrew dutifully moved his hand away from her breasts, tracing a lazy line down her taut stomach, back to its place on his thigh.

With the distraction out of the way, Katie was able to continue being a good employee. She resumed jerking off his cock. Her hand moved faster but still steadily, drawing a series of moans from Andrew. She lost herself in the nearly hypnotic motion and didn’t notice when his hand remobilized. His fingers walked their way up her thigh to her pubis, slipping under her damp thong.

She didn’t realize until his finger slid easily between her wet folds, positioning itself at the entrance to her love tunnel. Katie moaned loudly, her hips pushing forward involuntarily. His touch felt so good, and she wanted him inside her desperately, but she knew it would distract her from her duty.

"Stop," she stammered through a ragged breath. She had managed to keep her hand working diligently on his erection, but she had completely lost her cadence.

She waited for him to acknowledge her. She waited for him to withdraw, but his hand stayed put.

"I want you to cum with me," he said.

His statement was like music to Katie's ears. He had given her permission- No, he had expressly directed her to enjoy herself. He told her to lose herself in the pleasure of the moment. Katie felt her hips press further into his touch.

"Okay," she whimpered.

"Good girl," he stated, just as his finger entered her.

That was too much for Katie to handle, and she felt her body explode in orgasm. Pleasure burned across her body, shutting down her thoughts. At first, she thought she had messed up. She thought that she had found release too early, that she was supposed to cum when he did.

But as her muscles convulsed around his invading finger, her hand had kept up its duty—stroking him. Stroking her boss. Stroking Andrew.

A small part of her brain registered the rhythmic pulsing of his erection in her hand. Her head hung low in the throes of her own orgasm, and she felt shot after shot, spurt after spurt of his seed splash against her cheek as she found herself caught in the crossfire.

She would have probably been disgusted, if she wasn't lost in the throes of her own pleasure. Knowing that she had made him cum, knowing that she did her job and came at the same time as he did, knowing that she was a good employee, knowing that she was a good girl, Katie found her orgasm elevate to a level she had never experienced before. She felt her legs shake and her toes curl as she became enraptured in the nirvana of their mutual pleasure. She felt her mind unravel as their orgasms reached a climactic singularity.

The world began to strip away from around her. All the pleasure, all the feelings, all the noise, all the light slowly faded into a single nothingness and Katie lost consciousness.

*Author's note: I'm having trouble writing chapter 24, so it might be a bit until I post it, but it is constantly on my mind. It will be written eventually.

How does Katie reconcile with what she's done?

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