#2206: Boss Holiday Blowjob
Original Image: @artdegenere
Jess, a hard working project manager, has a secret crush on a colleague that could be considered her boss due to his seniority. At a Christmas work party they flirt and share a cheeky kiss. But it’s during client holiday drinks that they finally get together and Jess performs a hot and quick blowjob in the bathroom…
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Transcript
Jess had always been the responsible one at the office. As a project manager in a large marketing firm, she prided herself on her punctuality, attention to detail, and dedication to her work. Colleagues often admired her for her calm demeanour under pressure and her ability to handle even the most challenging clients with grace. But there was one thing about her that nobody at the office knew—the secret crush she harboured for a colleague named Josh.
Josh was the company's creative director, known for his brilliant ideas and charismatic personality. He had a magnetic charm that drew people in, and Jess was no exception. Every morning, she would steal glances at him from across the open office space, marvelling at how effortlessly he seemed to navigate the chaos of the advertising world.
Jess' infatuation with Josh had started innocently enough, but as the months went by, her feelings deepened. She couldn't help but admire his creativity, his sense of humour, and the way he interacted with everyone around him. Jess, however, never had the courage to act on her feelings. She had always been cautious about maintaining professional boundaries, and the last thing she wanted was to jeopardise her career or make things awkward at the office.
As the holiday season approached, the office buzzed with excitement about the upcoming Christmas party. It was an annual event known for its extravagance, held at a lavish venue with an open bar and gourmet food. This year, Jess coworkers were especially enthusiastic about the party because it marked the end of a challenging project that had consumed everyone's time and energy for months.
Jess had been looking forward to the Christmas party, not only for the opportunity to relax but also because she hoped to catch a glimpse of Josh in a more casual setting. She had picked out a stunning deep-red dress that made her feel confident and beautiful, and she even dared to wear a pair of heels that added a few inches to her height. She had a plan—she would enjoy the party, perhaps strike up a casual conversation with Josh, and savour the moment giving Josh just enough to think twice about her.
The evening of the Christmas party arrived, and the venue set, twinkling fairy lights adorned the walls, and a giant Christmas tree stood tall in the centre of the room. As Jess entered, she was greeted by her coworkers, each one dressed in their holiday best, and she exchanged pleasantries with a smile. The atmosphere was festive, and the laughter and chatter filled the air, with a few younger members of the team well past their first drink.
Jess spotted Josh near the bar, engaged in conversation with a group of colleagues. She hesitated for a moment but decided to approach him. With a glass of wine in hand, she joined the group and engaged in the discussion, feeling a surge of confidence from the holiday spirit and perhaps the addition of alcohol.
As the evening wore on, Jess found herself talking to Josh more and more. They discovered shared interests, laughed at each other's jokes, and seemed to click effortlessly. Jess couldn't help but wonder if the alcohol had loosened both their inhibitions, enjoying the moment too much to really care, the scene was being set.
As the clock neared midnight, Josh leaned in closer to Jess and whispering in her ear, if she wanted to get some fresh air. Jess’ heart raced as she nodded in agreement. They made their way to the outdoor terrace, where a light snowfall added to the enchantment of the night.
They stood side by side, looking out at the city's twinkling lights, and Jess’ felt a mix of excitement and nervousness. It was as if the world had faded away, leaving just the two of them in that magical moment. She turned to Josh, their eyes locking, and before she knew it, he leaned in and kissed her.
The touch between their lips felt electrifying, sending shivers down Jess’ spine. It was passionate yet tender, filled with years of pent-up desire. For Jess, it was the beginning of a fantasy she had never dared to hope for. In that moment, the line between their professional lives and personal feelings blurred, and they surrendered to their attraction.
As the night came to a close, Josh walked with Jess to the tube, where it was no surprise, they kissed again, promising to call her the next day. Jess travelled home with a smile on her face, but she knew that navigating a relationship with a colleague would be challenging, but she couldn't deny the spark between them.
Over the following weeks, Jess and Josh continued to see each other outside of work. They enjoyed dinners and a long walks in Richmond park. They were cautious about keeping their a secret rendezvous out at the office, aware of the potential consequences.
As a marketing agency they both had a busy calendar of christmas client drinks, which they both agreed to keep their distance, as not to raise any clients eyebrows. After a few glasses of wine and her patience with clients wearing thin, Jess was ready to leave, but knew she had to stay for a while yet.
Having yet spoke to Josh this evening, she was desperate to get a moment alone, but not opportunity presented itself, until she saw him head towards the toilets. Seeing her moment Jess heading in the same direction. As Josh went through the first door, Jess quickly followed, before he moved into the gender neutral bathroom the speed of her heals tapping on the floor, Josh turned around to notice her just as she pushed him towards the wall and kissed him.
Shocked Josh pushed back, not expecting it he looked at her. Jess held one hand on his shirt, the other reaching behind her grabbed the cubicle handle. Pushing it open she pulled Josh in with her, with little resistance from him as the door closed behind them.
Locking the door, their lips touched in the tight dimmy lit space, Jess’s hand still on Josh’s shirt, they moved down towards his belt and began undoing it. Losing it’s grip she reached down and gabbed his cock, already semi excited, Josh was eagerly waiting what was about to happen next.
A women who knew what she wanted, Jess pulled out his piece and held it firm in her hand, she moved her hand over his shaft, still kissing him at the same time, she paused to playful bite his bottom lip before she moved her lips towards his waist. Hand still firm on his cock, she licked the head of his cock a few time then moved her mouth onto his head, which was met with a very pleasant moan from Josh.
Jess swirled her tongue around his tip, then up his shaft, before placing her mouth over his cock fully. Slowly pulling her lips back to the top of his cock she slightly sucked around his head enjoying the pre cum taste in her mouth. Josh, was hard pressed against the wall, holding in his moans as not to alert anyone else in the washroom.
Feeling his lower half move in enjoyment, Jess increased her cadence, moving her lips over her head back and forth. She took a firm firm of his shaft and moved it in unison. As much as she wanted to tease Josh more, she knew she couldn’t keep the pair away from their clients for too long.
Josh’s cock throbbed as Jess’s hand and mouth moved together, the pleasure building, Josh’s hands held his hair as he felt every movement bringing him closer to orgasm. Biting his lip he told Jess he was about to cum.
Jess pushed his cock deep inside of her mouth, repeating the action, Josh could feel every touch over his piece as he released his load into her throat, Jess pulled her mouth back, holding his cock once more she wanked every last drop of his seed out of him into her wide open mouth.
Josh looked down, to his surprise Jess licking her lips and smiling back at him. As she stood up, Josh’s cock still out, she moved in, kissing Josh with the taste of his cum still on her lips she told him, he could reciprocate at her place later.