Monday at work Diane was doing her best to be productive, and it seemed as though Michael wasn't going to be distracting her too much. She was wearing a buttplug as usual, but he'd pretty much left her alone for the morning. Most of her distractions came from Juan who kept smirking at her... it was hard to keep her mind on work with him in the office, her face was bright red from remembering Friday when she had sucked him off. It was pretty obvious he remembered too. Fortunately, it didn't seem as though he could take liberties with her without Michael's say so, and so for the work day he was restricted to looks.
However, an hour before the end of the workday, Michael came out and looked over the work done by both Diane and Juan.
"I think that Juan's completed just a little bit more work than you," smiling at her, "I think that deserves a reward for such effort, don't you Diane?" Numbly, she nodded her compliance. She had no way of knowing whether or not Juan had really completed more work than her, but she wasn't going to argue with Michael's assessment either. His voice became hard and demanding, "Position Two Diane."
Red faced, she bent over and grabbed her ankles, ass high in the air. The men both moved around behind her to see the delightful view of her exposed asscheeks. Someone's hands, she didn't know whose, ran over her ass and then pulled her panties down, just enough to expose the end of the plug in her ass and her wet pussy. Now both men were touching her, running their hands over her ass and her thighs, pushing fingers into her pussy and pulling on the plug; she gritted her teeth to keep from moaning aloud. Bad enough that she was completely exposed and vulnerable, bad enough to have completely given her body over to her boss, but now he was sharing her with her co-worker too! She felt like a complete whore, the worst kind of slut... and none of those feelings of shame or humiliation stopped her arousal or desire. After several minutes of the hands prodding at her nether regions, they retreated, to be replaced by a dick nudging its way into her pussy.
It had to be Juan, she could feel her pussy gaping even wider than it had to for Michael; it felt obscenely stretched around his meat. Panting with the effort of not falling over, she was barely aware of Michael moving around to the front of her, his dick was already out and in one of his hands. Obligingly, her pouty lips parted to allow it entrance; smoothly he moved down her throat, quickly establishing rhythm with Juan, the poles moving her body back and forth. Michael reached down into her blouse and began playing with her tits, tugging on her nipples; she tried to ignore everything that was happening below her waist and just concentrated on giving him the best blow-job possible. Sucking and panting as Juan really began laying into her from behind, every time he slammed home he'd push against the plug, making it rock in her ass. She realized that while her mind might be trying to ignore her pussy, her body was having no such luck, and that if Juan didn't cum soon, she was going to.
The room was filled with the smells and sounds of sex, the two men groaning as Diane's tight body pleasured them; her muffled sighs and moans around Michael's thick cock. He began really pulling on her breasts and nipples, using them to move her body to his rhythm. The combination of intense pain/pleasure in her breasts, and the thick cock slamming into her pussy finally pushed Diane over the edge. Gripping her ankles hard for balance, she started cumming on Juan's cock, completely forgetting her embarrassment as her body took over. Lost in a haze of pleasure, she barely noticed that Michael was shooting cum down her throat, or that Juan was loosing his own load into her pulsing pussy. Coming down from her orgasmic high, she came back to herself, realizing that this man she barely knew had just cum in her pussy while she sucked Michael off. And not only that, but she'd cum for him.
She stayed in position, head hanging down, as the men said their goodbyes to each other. After Juan had left, Michael came back over to her.
"Good girl," his hand stroked her hair as it covered her burning face. She could feel Juan's cum starting to leak down her thigh. Leaning into the strokes Michael was giving her, she sighed and relaxed. He put one finger under her chin and brought her back up to standing. "You'll come home with me again tonight." She nodded.
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The ride home in the car was to be expected, he'd made her take off her panties so that Juan's cum was freely leaking from her pussy - not that he'd let her sit on his seat. Instead, she was bent over, her ass towards the passenger window so that anyone could see her pussy leaking cum and even get a glimpse of the plug in her ass. She was spared having to see anyone looking, since her face was in Michael's lap, her mouth full of his cock, but there were plenty of horns and shouts, letting her know that plenty of men were enjoying the show.
That night they ate dinner, completely naked. It was becoming a comfortable routine that Diane couldn't really imagine being without. Everything in her life was finally coming together, she felt happier than she had in a long time, and really content with herself and her life. Michael wasn't what she thought she'd wanted in a man, but maybe he was what she really had needed. Looking at him across the dinner table, she felt like she could live like this forever, the lack of real control in her life was almost comforting.
Dinner ended and he led her to the basement. There he cuffed her wrists together and attached them to a hook hanging from the ceiling, a small penis-gag was placed in her mouth, and then he cuffed her ankles to a spreader bar. Completely open and vulnerable, Diane watched him with complete trust in her eyes, she didn't even question whether or not she was about to be punished, if she was there'd be a reason for it. But Michael smiled at her when everything was in place, "Good girl." The feeling of accomplishment that ran through Diane was like a rush of pleasure, she felt proud that she hadn't resisted or questioned a single thing that he'd done to her. Michael took a pair of nipple clamps and clipped them onto her already hard nipples, tightening them enough to make her gasp behind the gag. The pain shot straight to her pussy, and she realized that she was becoming addicted to the dosage of pain with her sex.