The Job (Monday – Part 1)

"Jake's first day on the job is more that he could have ever expected."

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Monday arrived and Jake felt a thrill pulse through him as he rode the elevator to the top floor and approached the door marked ‘Brooks Enterprises – Employees Only’. He placed his keycard on the pad next to the door and heard the lock release. He stepped inside to a very nice room with carpeted floors, padded benches, and open cubby style shelving along two walls. Emily was sitting on a bench removing her shoes, her jet black hair flowing around her shoulders. She looked up giving Jake her brilliant smile, “Good morning Jake.”

“Good morning,” Jake responded, “did you have a nice weekend?”

Emily stood and started removing her clothing, placing it in one of the cubby lockers as she casually continued the conversation. “It was lovely, just recharged and relaxed. Oh, and I went out to dinner with Rachel and Shay,” she replied with a grin. Her blue eyes were twinkling, behind her stylish glasses, with the same playful light he remembered from this past Friday when he had first met her during his interview. “How was yours?” she asked as she stood there dressed only in a pair of delicate lace panties.

“It… it was good.” Jake stammered as he gazed at her bare breasts. Despite their smaller size, they were still plump and pert, with delicate rosy pink areolas and small protruding nipples. He couldn’t tear his eyes away from her, captivated by the way she moved with such grace and poise.

“Don’t be shy,” she taunted, nodding towards him with a playful smirk as she slid her panties down her toned legs, revealing her perfectly shaped mound beneath a small patch of dark pubic hair.

Taking her cue, Jake sat down on a bench and removed his shoes and socks and began to unbutton his shirt, allowing it to slip from his shoulders and drop quietly to the floor. He stood up and slid off his slacks, then grabbed his clothes from the ground and put them in a cubby. When he turned, Emily was right there in front of him, her intense and appreciative gaze fixed on him. She reached out, her hands tracing lines over his chest and down his stomach, stopping at the waistband of his underwear. With a gentle tug, she pulled them down, freeing his already stiffening penis. Even though this wasn’t the first time she had seen him naked, Jake felt a slight flush of embarrassment.

Emily neatly folded his underwear and placed them in the cubby with the rest of his clothes. “Are you ready to see your office?” she asked, motioning towards the door.

“I guess I am,” Jake replied, his voice laced with a mixture of trepidation and anticipation.

Emily led the way, her bare feet silent against the plush carpet. They walked through a corridor lined with abstract paintings that somehow seemed erotic to Jake’s eyes.

As they reached a door labeled ‘Jake Thompson,’ Emily paused and turned to him with an encouraging smile. “This is your space,” she said, her hand resting lightly on the doorknob. “Everyone here has their own personal area where they can feel comfortable and productive.”

With a gentle nudge, she slowly swung open the door, revealing a spacious and regal office. The walls were adorned with similar paintings to the ones in the hallways and large windows allowed natural light to stream in, casting a warm glow over the room. In the center of the room was a grand wooden desk, strategically placed to face anyone entering through the door. On one side of the room, there was a small conference table with four leather chairs set around it. On the other, there was a comfortable looking sitting area with an earth-toned rug and a large leather couch facing a spacious coffee table. It was clear that this was not just an office, but a distinguished and well-appointed workspace.

As he walked into his new office, Jake immediately feeling a sense of belonging. Emily followed him in and closed the door behind them.

“As part of your orientation, I’m here to make sure you’re fully comfortable in your new environment,” she explained as she approached him and gave him a playful swat on his naked backside, causing his cock to twitch. “Remember, we encourage openness and connection among our team,” she continued, walking past him and over to the leather sofa. “This is actually a pull-out with an already made up king-sized bed inside. You know, in case you need a nap or… anything else,” she explained with a wink. “Pillows and other items are in the cabinet in the corner,” she added, pointing towards a mahogany cabinet that stood elegantly against one wall.

Jake walked over to the cabinet and opened its doors, revealing an array of plush pillows, cozy throws, and a couple of small drawers. He slid open one of the drawers to reveal a small assortment of sex toys and a couple of bottles of lube. The notion that his office could swiftly transform into a place of relaxation, or pleasure, added an alluring layer of excitement to his career at this unique firm. He glanced over at Emily and raised an eyebrow. She responded with a smile and a playful shrug, causing her breasts to bounce in a delightful manner.

Emily sat down on the couch, patting the space beside her. “Come sit with me for a moment. Let’s chat about your first day’s agenda.” As Jake sat down next to her, the closeness in such an intimate setting stirred a tantalizing tension between them. Emily leaned in slightly, her breath warm against his ear. “We’re all very excited to have you here, Jake. There’s a lot you can learn from us, and I suspect there’s quite a bit we can learn from you as well.”

With a grin, Emily reached over and took Jake’s penis in her hand, expertly teasing and caressing it until he was fully erect.

As she spoke about the company’s upcoming projects and their innovative approach to balancing personal and professional lives, she continued stroking his cock. She effortlessly answered his questions and they engaged in stimulating conversation, all while jacking him off. It was a surreal experience for Jake, having this stunning naked woman simultaneously pleasuring him and discussing their work environment as if it were the most natural thing in the world.

As Jake opened his mouth to reply to one of Emily’s remarks, there was a gentle tap on the door. Emily cheerfully beckoned, “come in!” and Rachel from HR entered, her nudity a captivating sight. She was in her mid-twenties with long wheat colored hair that cascaded like waves; her bright blue eyes twinkling with a mischievous spark. Jake couldn’t help but glance down her lithe and tone body admiring her small firm breasts with their tiny nipples and her smooth bare pussy that was a delightful light shade of pink. The absence of hair revealed every curve and crevice of her feminine form, the gentle folds and delicate ridges of her vulva perfectly displayed.

Rachel flashed a warm smile at Jake and took a seat beside him on the sofa as Emily kept up her steady stroking of his erection. “I see you’re settling in well,” Rachel purred winking at Emily, her voice both soothing and seductive. “I brought some documents for you to review, Jake. It’s part of your onboarding process.”

She handed him a sleek folder, her fingers lingering slightly. As Jake took it, his eyes flitted across Rachel’s tiny breasts, then back to Emily, whose hand had not ceased it’s slow stroking.

“Don’t worry,” Rachel chuckled softly, “we’re all about multi-tasking here.” She leaned closer and whispered in his ear, “It’s all about balance,” as she reached down and took his scrotum in her hand gently massaging his balls.

Jake inhaled deeply, savoring the pleasure of these two gorgeous naked women lavishing attention on his genitals as he opened the folder. Inside were documents outlining the company’s policies, their innovative approaches to market strategy, and several case studies that demonstrated their success. He tried to focus on the text but found it challenging with their continued caressing and intoxicating presence beside him.

Rachel gently took the folder from him and placed it on the coffee table. “We can go over those later,” she said softly, her hand softly tugging on his testicles. “Right now, it seems like you’ve got more… pressing matters to attend to.”

Emily smirked at Rachel’s comment and then suddenly released Jake’s throbbing penis. She placed a hand on Jake’s chest and gently reclined him against the sofa. “Lie back,” she commanded softly, Jake obeyed, his heart pounding with anticipation. “Let us make your first day memorable,” Emily whispered into his ear, her voice thick with promise.

With a pleased smile, Rachel continued to massage his balls with one hand while her other hand took over for Emily, slowly stroking his cock. “We believe in thorough orientations here,” she murmured seductively, her tone light yet laden with desire. Jake’s heart pounded as Emily began softly kissing his neck then along his jaw, finally to his lips where she kissed him passionately. He eagerly responded, their tongues dancing together as they explored each other’s mouths.

With Rachel’s soft hand fondling his sack and her expert fingers pumping his swollen cock, Emily moved down to Jake’s chest, her mouth trailing kisses along his collarbone and pecs. She took one of his nipples into her mouth, sucking and flicking it with her tongue. Jake moaned softly, lavishing both women’s attention.

Rachel shifted herself on the couch and slipped the swollen head of his penis into her mouth, continuing to manipulate his testicles. Jake gasped at the feeling of her warm mouth; her tongue swirling around the head before sliding down to take more of him in. She expertly worked her lips along Jake’s shaft, her head bobbing up and down in a rhythmic motion. The blowjob was slow and sensual, causing Jake to let out a long low groan of ecstasy from the intense pleasure coursing through him.

Emily playfully nibbled on his earlobe before gently tracing the tip of her tongue along its curve. She whispered huskily, “I want you to watch me masturbate for you, Jake.” She laid back on the sofa and parted her legs, one bent against the back cushions and the other planted firmly on the floor, revealing her glistening folds to Jake’s gaze. With a coy smile, she slipped two fingers into her mouth, wetting them thoroughly. Then, with a teasing slowness, she reached down between her legs. Her engorged pussy lips begged for attention as she slowly circled her slickness, relishing in the sensation. The scent of her desire filled Jake’s nostrils, driving him wild. Her eyes met his and a smile played on Emily’s lips as she inserted two fingers inside herself. She moaned softly at the feeling and began to pump them in and out at a steady pace. She used her other hand to massage and tease her breasts. Her fingers danced over her skin, causing quivering delight to run through her. She couldn’t resist tugging on her already erect nipples, savoring the sensation as they hardened even more.

Rachel took him out of her mouth and began to swirl her tongue very slowly around the head as she slid her hand up and down his lubricated shaft. “As human resources, I like to ensure all our employees are thoroughly satisfied,” Rachel murmured, then engulfed him once again with fervor. The room was filled with the sounds of their synchronized activities — the squishing of Emily’s fingers in her sopping wet cunt, Jake’s whimpers and moans, and the wet sounds and sucking noises of Rachel’s diligent blowjob.

Emily’s hand trailed down her stomach until she reached her hood, which she gently pulled back with two fingers to fully expose her clit. She withdrew her fingers from inside her, slick with her own wetness, and began rubbing her clit furiously. Jake couldn’t tear his eyes away from the sight, his breaths coming in quick gasps as he watched Emily pleasure herself as Rachel continued to suck him off.

Jake was on the edge of orgasm when his supervisor, Jessica, gracefully entered the room, exuding both authority and comfort. “Hey Jake, there’s a new project we need to discuss once you’re finished here,” she stated in her alluring voice, amusement sparkling in her eyes. Jake turned his head at the sound of Jessica’s voice to see her drop a file folder onto his desk as she passed by, making her way over.

Jessica was in her late thirties or very early forties, her hair was a rich shade of chestnut that caught the light in a way that made it seem to have golden highlights. It framed her face in soft tousled waves, the strands perfectly styled, with not a hair out of place. She was completely at ease in her nudity, her posture relaxed yet commanding, her hips swaying as she strode over to the sofa. Jake watched the gentle bounce of her ample breasts as she approached, his eyes traveling down her body to admire the thick patch of curly brown hair that framed her pussy.

Jessica’s heart raced as she watched the erotic scene unfold before her, Rachel’s head bobbing up and down with her lips wrapped around Jake’s cock and Emily expertly masturbating herself towards orgasm. Entranced by the sight, Jessica locked eyes with Jake and began to caress her own body. One hand kneading her breasts while her other hand slid down between her legs.

The image of Emily and Jessica masturbating while watching him being blown by Rachel was enough to push Jake over the edge. His entire body tensed, a guttural groaning, “ohhhh fuuuccckkkk,” escaping his lips as waves of intense pleasure surged through him, amplified by the sight and sounds around him.

Emily’s fingers went into a frenzy as she saw that Jake getting close to climax. She thrust her hips off the sofa, matching the rhythm of her own hand as she continued rapidly rubbing her clit. With a loud scream, she had an intense orgasm that left her flopping around boneless next to Jake.

Rachel stopped sucking and started rapidly stroking, allowing the women to fully experience his ejaculation. His semen came in spurts spilling onto his stomach, his groin, and Rachel’s hand in thick ropes. Emily’s body went limp but she kept lightly caressing her sensitive pussy sending twitches of aftershock through her body. Rachel leaned forward and softly kissed the sensitive swollen head of Jake’s penis, then seductively licked his cum off her fingers.

Jessica, walked over to join them on the sofa. Her sultry gaze swept over Jake’s sated form. “Looks like we’ve introduced you properly to our team dynamic,” she said with a light chuckle.

Jake, still catching his breath and overwhelmed by the experience, nodded. “I… uh… wow. I definitely wasn’t expecting all this on my first day.”

Jessica looked at the clock on the wall and then back at Jake, her tone switching back to business as usual. “Now why don’t you go take a shower and get cleaned up and we can discuss your first project.”

Jake, struggled to stand up from the sofa and made his way on wobbly legs to the restroom connected to his office to take a shower. “Having some trouble walking?” Emily asked teasingly as she and Rachel snickered. Jake waved them off with a dismissive hand as he closed the door behind him.

Jake entered the shower letting the hot water cascade down his body, washing away the remnants of the intense encounter. The steam enveloped him, soothing his muscles and calming his still-racing mind. Still tingling from the aftershocks of ecstasy, Jake rest his head against the cool tile. The warm water was therapeutic, rinsing off the physical evidence of his initiation but searing the experience deep into his memory. He felt a mixture of exhaustion and elation; this office environment was beginning to reveal layers he hadn’t anticipated. After a few minutes, he turned off the shower and stepped out onto the plush bath mat. Feeling a bit steadier on his feet, he began to dry off. As he wiped the fog off the mirror, Jake met his own gaze and thought that this job wouldn’t just be about fitting into a new role professionally but also embracing personal discoveries and pushing boundaries.

Drying his hair with a towel, Jake walked back to his office and froze at the sight before him. Jessica was on the couch with her eyes closed and legs spread as Emily knelt between them, eagerly licking her pussy. Rachel was sitting in Jake’s desk chair, her legs parted, intensely watching something on his computer monitor and finger fucking herself. Jake walked over to his desk to see what Rachel was viewing on his monitor and was aghast. She was watching video of him on the sofa with his cock in her mouth and Emily masturbating beside him. “What the fuck is going on?” he questioned.

Jessica opened her eyes and turned to look at him, slightly panting due to Emily’s skilled tongue. “We document all significant training sessions for quality control and… personal development.” She moaned softly as Emily slid two fingers inside her while teasing her clit with the tip of her tongue, then added, “It’s also a way to help us remember these intense sessions, so we can analyze them and improve.” Jessica ran her fingers through Emily’s hair as she continued to pleasure her.

Rachel paused the video and looked up at Jake, her expression serious yet inviting. “It’s important for us to embrace transparency here, both in what we do and how we grow together as a team. Watching these videos helps us connect on a deeper level, understand each other’s desires and limits.”

Jake stood there, momentarily unsure how to process the scene before him. A myriad of emotions coursed through him—shock, curiosity, arousal. Seeing himself on the screen in such an intimate moment brought a flush to his cheeks, but also a strange sense of excitement.

“So who has access to these… training videos?” Jake asked, afraid of the answer.

“They are all stored on the company’s servers, so anyone in the company with the proper login information can view them at anytime.” Rachel replied.

Trying to regain his composure, he cleared his throat and asked hesitantly, “And everyone is comfortable with this… arrangement?”

“Absolutely,” Rachel answered. “We believe in an open culture here, it helps build trust and teamwork.” She then reminded Jake, “You did consent to being filmed when you signed your employment paperwork. Didn’t you read the fine print?”

Jake remembered being distracted by Rachel giving him a hand job while he signed his employment papers. He met her gaze and sarcastically replied, “I may have been a little preoccupied at the time.” Rachel gave him a knowing smile.

Emily lifted her head and slowly withdrew her fingers from Jessica, giving her a smack on the thigh as she stood and made her way over to Jake. “It’s quite liberating, actually,” Emily said, sliding the fingers coated with Jessica’s cream into her mouth. “You’ll find that it encourages a very honest and open dialogue among coworkers.”

Rachel added as she rubbed her small breasts, “Plus, it can be quite… exhilarating to revisit your own performances.”

Jessica let out a melancholy sigh, longing for the sensation of Emily’s tongue. She got up from the sofa and strode over to the desk, retrieving the file folder that she had brought in with her. Her voice took on a professional tone and addressed Jake, “Now that you’re cleaned up and rejuvenated, we can discuss the project I mentioned earlier. Ladies, could you please excuse us?”

With a few quick movements, Emily and Rachel straightened up the room before saying goodbye to Jake and heading out.

Jessica went and sat at the conference table, gesturing for Jake to take a seat. The sudden transition from intimate moments to work-related discussions was jarring for Jake. “How do you that?” he asked Jessica as he sat down.

“What do you mean?” she inquired.

“I mean, just a couple of minutes ago, you were sprawled out with Emily’s face between your legs, and now we’re focused on work,” he said confused.

Jessica laughed softly, her eyes crinkling at the corners. She started sensually rubbing her large breasts and pulling on her hardening nipples as she thought about her answer, “Jake, here we don’t see these two worlds as separate. Our work and our play, they intertwine; they feed into each other to create a more relaxed, open, and productive workspace. It’s about balance and understanding that one can very much influence the other in positive ways.”

After giving her nipples one final tug, she let out a small whimper and opened the file folder. She laid out some documents on the desk in front of him as she spoke. “Let’s talk about the Smithson account. We could use a fresh perspective on their portfolio, and I believe your analytical skills would be valuable.” Jake was entranced watching Jessica fondle her breasts and he had to shake his head to refocus on work. He nodded, his mind shifting gears as he looked over the figures and projections in front of him. He started pointing out potential areas for investment growth and risk minimization, gradually feeling more at ease with the dual nature of his work environment.

As they delved deep into financial strategies and market trends, Jessica’s demeanor remained professional, yet there was an undercurrent of warmth that made Jake feel valued both for his intellectual contributions and his openness to the company’s unique culture.

“Let’s take a closer look at these figures,” Jessica said as she moved her chair next to Jake’s so they could both review the spreadsheet. She slid her hand into his lap, her fingers deftly fondling his flaccid penis until it responded and grew hard in her palm. Jessica maintained a professional business demeanor as she continued to stroke him while discussing the account. Jake couldn’t help but be aroused by the sensation of being masturbated by this beautiful older woman, but he forced himself to focus. The meeting carried on with Jessica’s slow and steady strokes, precum leaking out of the head of his cock running down her fingers adding lubrication. The sexual tension between them was palpable yet controlled. They bounced ideas back and forth, seamlessly blending their work conversation with their sexual connection. It was an invigorating fusion that Jake was starting to appreciate about this unique workplace – the perfect balance of professionalism and pleasure.

As their conversation neared its end, Jake’s breathing grew a little faster and Jessica could feel his erection throbbing in her hand, a clear indication that he was close. She smiled and let go of his member, bringing her glistening fingers to her lips and sensually licking them. A soft, frustrated groan escaped from Jake’s lips, causing Jessica to stifle a quiet chuckle. She leaned back in her chair and stated, “You’re doing great, Jake. I hope you’re starting to see how being open can really enhance your experience here – not just in personal interactions, but also in your approach to work.”

Jake reflected on Jessica’s words, realizing that his initial reservations were slowly dissolving in the face of this bold, unorthodox workplace culture. He nodded, feeling a new sense of empowerment and confidence.

Jessica’s eyes twinkled with approval. “Good,” she said, standing up and gathering the documents. “Think over everything we discussed today. I’m confident you’ll bring fresh insights into the Smithson account.”

As she filed away the folders, Jake watched her move with a fluid grace that spoke of years of confidence and authority. He respected her not only as a mentor but now also as a woman who knew how to seamlessly integrate sensuality into professional growth.

“Thank you, Jessica,” Jake said genuinely, feeling a mix of desire and intellectual fulfillment.

“You’re welcome, Jake. Remember, we don’t just work with our minds; we engage with our whole selves. It makes for better teamwork, creativity, and yes, even productivity,” Jessica replied with a knowing smile.

Jake watched her shapely ass sway as she left the room, he remained seated for a moment longer, contemplating this unique integration of personal openness and professional expertise. He was beginning to understand how these sensual experiences were woven into the fabric of their work life—an innovative approach that challenged traditional boundaries and encouraged a deeper connection among staff.

Resolved to fully immerse himself in this new environment, Jake stood up and headed back to his desk, his thoughts already drafting ideas for the Smithson account. He felt invigorated and ready to tackle his responsibilities with a newfound enthusiasm that was both sexually liberating and professionally stimulating.

Thanks for reading. Likes and favorites are greatly appreciated and your comments are always welcome.

Published 2 months ago

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