Monday morning

You prepared for work on Monday as usual with one notable exception. Your fiancé, Jill, was also getting ready to head to the same office with you. Now that she would be working for the same company as you in the same building, it only made sense to carpool. She had seemed a bit distant this whole weekend, and you wondered if she was anxious about taking on a new career so suddenly. You were sipping some morning coffee when she came downstairs. She was wearing a tight black pencil skirt which hugged her hips tightly, and a white blouse top with a few of the top buttons undone. Not really a morning person, you nonetheless **** yourself to be supportive. “Ready for your first day?” You asked, wondering her thoughts on the matter. She looked nervous, but nodded nonetheless. “Yeah, I mean… I feel like I can handle being a personal assistant. How hard could it be?” She said, still sounding on edge despite her positive-sounding words of reassurance.

As you both got into the car, she looked deep in thought. Finally, she turned to you. “Hey… Andy… you really REALLY want to keep this job, right?” She asked. You couldn’t see her face, given you needed to focus on the road, but her voice sounded uncertain. “Do I want to keep my job? Of course babe. I know that might not happen, but… well, I actually feel like my odds are much better now that you’re on the payroll too. I feel like we’re probably a package deal.” You told her. She was silent for a few seconds as your words sank in. “Yeah, you’re probably right… it really is wonderful that he wanted to hire me…” she said, but she didn’t sound enthusiastic or all that happy. She turned away from you and looked out the window again. She wondered what was going to happen on her first day of work. She had the strong sense that what had happened back at your home was going to repeat itself. She played the events of that evening back in her mind…

*Three days earlier*

You’d just given Jill permission to give Shaun a tour of your home while you wrapped up dinner. Jill had been rambling a little bit about the living room and it’s interior decor when Shaun had interrupted her. “Actually I got a pretty good look at the first floor on the way in… why don’t you show me around upstairs?” He said, sounding a little impatient. She blinked in surprise at his sudden insistence, but immediately sensed it was better not to disagree with him. “Oh… yes of course, right this way.” She said, leading him upstairs. Shaun followed her up the stairs, and was treated to an excellent view of her ass and hips for his trouble. “So… this is one of the guest bedrooms. I guess if you drink too much tonight you’ll end up in here” Jill joked, trying to lighten the mood. Shaun laughed. “Oh I wouldn’t worry about that.” He said, closing the bedroom door behind the two of them. That made Jill look between him and the door uncertainly, but she didn’t say anything. “So… listen Jill… you know that I have to make some really hard choices as a manager, right?” He asked, looking at her expectantly.

She felt a sudden wave of dread. That was why he had closed the door. He was about to quietly inform her he was going to fire Andy, wasn’t he? She spoke up quickly, in a bit of a panic. “Of course… but you have to make a well-informed choice, the best and most logical choices…!” she blurted out, still hoping to change his mind. Shaun laughed, but this time his laugh was much drier and more sardonic. “Listen. Andy is… a fairly decent worker, but… it’s my job to trim the fat.” Shaun said, continuing with his grave insinuations. Jill stepped closer, her expression ****. “Please don’t do this. Andy is so devoted to the company, this will just crush him…!” She protested, looking up at him with wide, pleading eyes. Shaun made a show of heaving an impatient sigh. “I’ve already seen what Andy has to offer. It’s not enough.” He said, his tone stern and severe. Jill looked distraught. “But… maybe you could sweeten the deal.” Shaun said vaguely. Jill cocked her head. “Sweeten the deal?” She asked, her voice a mixture of confusion and hope.

Shaun grinned, his eyes straying down her body. “I’m saying that a woman like you might just be able to change my mind… if you’re really serious about helping Andy” he said, and Jill’s jaw dropped as she realized he was staring at her big tits. “You mean… Shaun… you can’t be serious…?” She said in disbelief. Shaun shrugged. “Fine. If you’re not interested in making a deal, then…” Shaun turned to the door and took a step to leave. “Wait!” Jill cried out, her cheeks turning a deep red as she begged the lecherous older man to stay in the bedroom with her. Shaun turned and looked at her with a smug grin. “Yes?” He asked. She fidgeted and nodded her head. “Okay…” she said quietly, and in an instant Shaun had stepped forward. His hands lunged forward, grabbing and cupping her big breasts through her tight dress. “Ohh!” She gasped, biting her lip to stop herself from making too much noise. She didn’t want Andy to find out about this. “Fuck yes… you have great fucking tits, you know that Jill?” Shaun murmured as his hands groped and fondled her chest. “Okay… is this enough for you?” She asked timidly, wanting this cruel attack on her body to be over.

Shaun laughed at her. “Are you kidding me? No. No no no… you want to save Andy’s job?” He asked, and he pointed down to the floor. “You get down on your knees for me. Now. Right now!” He commanded her. She looked down at the floor and saw a large bulge had already formed at the front of his pants. She hesitated, but she knew she had already come too far to turn back now. She had to do this. “Please lock the door…” she pleaded. He walked over and locked the guest room door before walking back to her. As she fell to her knees, looking up into his face for some sign of mercy, he grinned smugly and undid his pants. He slid them down, along with his briefs, and in an instant his long and thick cock sprang free in front of her face. “Oh…” she said, unable to pull her gaze away from his impressive dick for a moment. After a moment she drew an unfortunate conclusion- it was much bigger than her fiancé’s.

“Get to work” Shaun growled at her, snapping her out of her momentary trance. She nodded silently, leaning closer. Her pouty and full lips, looking so appealing in her deep red lipstick, formed into a circle as she wrapped her lips around the head of his cock. It had been years since she had sucked a cock this long and thick, and she started to work on it slowly, sliding her head lower on the shaft and taking a few inches inside her warm and wet mouth. Her tongue teasing the head all the while. As she focused on his hard shaft she saw her lipstick had begun to smear across his dick. She would have to reapply it or remove it after this. She couldn’t let you find out she had sucked Shaun’s cock to save your job. “You’re not taking it deep enough.” Shaun told her sternly, and as she looked up at him with an apologetic look, his hands seized the sides of her head. Her eyes widened as he **** his cock all the way to the back of her mouth and then down her throat. She loudly gagged as he **** her to deepthroat his dick, but then tried to keep her **** quieter as he started to forcefully fuck her mouth. She felt her own saliva spilling down her chin and dripping down onto her bouncing breasts.

She could barely breathe, and her eyes were watering with tears. She could taste not only the taste of his big and hard dick, but also the occasional spatter of his precum inside her mouth. Her face had started to turn red from the **** and the difficulty breathing, so he finally relented, sliding his cock out from her mouth. Though a long strand of saliva still connected her lips to his thick shaft. “Do you get it now? You take the whole shaft. All of it.” He told her impatiently, and she nodded submissively. “Yes sir.” She found herself saying, now knowing that if she angered him, he might forcefully fuck her face again. “Then get back to it.” He growled, sounding utterly without pity or patience for her. She started to suck his dick once more, but made herself take it much deeper, and bob her head much faster. She told herself she was just trying to get it over with quickly as she soaked his shaft with her drool. Soon his expression of anger gave way to one of pleasure. “That’s right… you work that dick bitch…” he panted as his body tensed. Jill continued to frantically slurp and suck on his dick, hoping you weren't anywhere near the door to hear her **** on your boss’ dick.

Finally, Shaun couldn’t hold back any longer. “Open your mouth and stick out your tongue” he ordered her, and your fiancé quickly acquiesced. She opened her mouth as wide as she could, and her wet and pink tongue stretched out lewdly in front of her as your boss groaned in pleasure. The first long and thick rope of his cum shot straight inside her mouth and hit the back of her throat, making her gasp. The next splashed against her tongue itself, and she was immediately **** to taste the strong and intense flavor of his thick and manly cum. Shaun thrust himself closer, cumming inside Jill’s mouth at point blank range now. Wanting to make sure she caught and tasted every single drop. “God… yess…” Shaun said, his voice shaking as he finished. Having caught all of his cum inside her mouth, Jill looked up at him. Showing him how much of his cum was soaking into her tongue. How good and obedient she’d been. And then, without a word from him, she withdrew her tongue and swallowed all of it. Shaun looked impressed. “Wow…” he said, catching his breath. He glanced towards the door, listening, and then back down at her. “Do you have a job? I might just have an opening for you.” He told her breathlessly as she got up from the floor. Soon, he was making her an offer which she could not refuse.

*In the present*

She couldn’t believe the way he had taken advantage of her like that. One heard stories about men abusing their positions, but in her own home? With her fiancé downstairs? It was shameless. Shaun was a cowardly and horrible man, and she had never been treated that way in her entire life. He had used her like a cheap toy for his pleasure. Grabbing her breasts. Fucking her throat. It had all been so humiliating… but when she noticed that the two of you had almost arrived at her new office job she suddenly felt her heart racing, and her cheeks flushed. She looked in the car’s mirror, adjusting her hair. Then, from the corner of your eye, you saw her slowly reach down and undo another button on her blouse.