<p>Justin hadn’t been called into his boss’s office for a one on one meeting since his interview, which is why his heart was pounding as he walked down the hallway.</p><p>He couldn’t help but assume the worst. It was in his nature. He’d already called his wife and she’d assured him that everything was going to be fine, but he was still certain that he was about to lose his job.</p><p>“You can go right in,” the assistant sitting outside the door said.</p><p>Justin knew his boss usually made people wait. His coworkers said it was a power move, that she liked to remind people that she was in charge before she’d even let them walk through the door. The fact that she wasn’t making him wait made Justin certain he was going to be fired, and that doing it quickly was a kindness on her part.</p><p>“Justin,” his boss said in a surprisingly cheerful voice. “Why don’t you have a seat?”</p><p>Justin sat in one of the leather chairs in front of his boss’s desk and did his best to look relaxed, though he was certain he was doing a poor job.</p><p>“I know it’s a little unusual for us to have a face to face meeting, but I figured I’d do your performance review in person this year,” she said.</p><p>Justin tensed up. He couldn’t stop the narrative that had already played out in his head. He was getting fired. There was no question about it.</p><p>“Oh. Okay. Well, you’re the boss, Ms. Spencer.”</p><p>“Please, Justin, you can call me Annabelle. And you can relax, too. I’m not that scary, am I?” she asked.</p><p>The truth was, she was that scary. She had a bit of a reputation around the office for being short-tempered and occasionally downright cruel. Of course, that also meant she was exceptionally good at her job and her department was among the company’s top performers.</p><p>“Yes, of course, Annabelle. Thank you for inviting me to your office.”</p><p>Annabelle opened the blue folder sitting on her desk and took a few moments to read through what Justin assumed were the performance reports from his direct superiors. When she closed the folder and leaned forward a hint of cleavage was exposed that Justin caught a quick glimpse of before looking away.</p><p>“The truth is, you’re an excellent employee. Your performance has been excellent since you were hired, your coworkers like you, and there isn’t a single complaint in your HR file, which makes you a rarity in this building.”</p><p>Justin felt a huge sense of relief wash over him. It seemed impossible that he was going to be fired.</p><p>“There is one little problem, though.”</p><p>His nervousness returned immediately as Justin racked his brain for a problem he might have caused at work. If his performance was excellent and his coworkers liked him, he couldn’t imagine what it would have been.</p><p>“Really?” he said. “What sort of problem?”</p><p>Annabelle pushed back her chair, stood up, and walked to the front of her desk. Justin couldn’t help but admire how sexy she looked in a knee length pencil skirt and black heels.</p><p>“Do you remember the last time you stayed late? It was a little over two weeks ago,” she asked.</p><p>“I do,” Justin said. “I was working on the McMillan project. There was a mistake that needed to be fixed.”</p><p>“Yes, one of your coworkers screwed up and you stayed late to fix it. That’s why he was let go and you get to keep your job. Do you remember that you went to the bathroom a little after 10 p.m. that night?” Annabelle asked.</p><p>“I honestly don’t remember the time, but that sounds right,” Justin said. He was amazed at her memory.</p><p>“To be honest, I only remember it because of a very particular detail that stands out in my memory. Do you have any idea what that detail might be?” she asked.</p><p>Justin felt uncomfortable as he looked up at his boss. She’d crossed her arms and was looking down at him like a disapproving mother. He suspected he knew what she was referring to, but he wasn’t about to be the one to say it.</p><p>“I’m sorry, I don’t,” he said instead.</p><p>“Are you sure, Justin? It was a fairly significant detail.”</p><p>Justin looked at the ground. He couldn’t bear to look into her eyes.</p><p>“Don’t look away from me, Justin. Look me in the eye and tell me what we both know is true,” Annabelle said in a calm but surprisingly forceful voice.</p><p>Justin did as he was told. He looked up at his boss and said, “You saw that I was wearing panties that night.”</p><p>Annabelle smiled. Justin couldn’t help but be a little confused. It wasn’t the kind of smile that led to him being made fun of. It seemed like there was a sense of admiration behind it.</p><p>“What kind of panties, Justin?”</p><p>He felt deeply uncomfortable, but his only choices were to answer or quit his job, and it wasn’t realistic to quit.</p><p>“Pink lace panties,” he said.</p><p>“That’s right. You were wearing beautiful, feminine pink lace panties,” Annabelle said as she sat in the other leather chair in front of her desk. She crossed her legs and reached out to pat Justin’s knee. “Tell me, are you wearing panties right now, Justin?”</p><p>He looked at her hand on his knees and then into her eyes. She was a remarkably beautiful woman with long, shiny brown hair that was perfectly styled, as usual. The soft silk blouse she wore was particularly fetching and the scent of her perfume filled the air around them.</p><p>“Yes, I am,” he admitted.</p><p>The same smile returned to Annabelle’s face before she said, “I know you are. I know you’ve worn them every day for the past nine months. I know that your cock is locked in a chastity device, too.”</p><p>“What? How? How is that possible? What?” Justin said as utter befuddlement enveloped his brain.</p><p>Annabelle laughed as she leaned closer and let her fingers move up Justin’s thigh. Here touch was overtly sexual, but he couldn’t pull away from it.</p><p>“I talked to your wife, Justin. Lauren and I have had several long, fruitful conversations over the past two weeks and she’s informed me of your status in your marriage.”</p><p>Somehow, Justin was utterly mortified and aroused at the same time. A beautiful woman was openly caressing him and confessing that she knew the most intimate, humiliating details of his life.</p><p>“Really? Lauren told you…everything?” he asked.</p><p>“She did, Justin. She told me that it’s been over a year since you’ve fucked her. She told me that another man gets to enjoy her body and that you’re tasked with fluffing him and cleaning her pussy after they’re done making love. She told me that you haven’t owned a pair of male underwear in the nine months since she put you in panties. She told me that she’s never been happier and that you’ve never been more productive. Was your wife being honest, Justin?”</p><p>He nodded. Those were the major beats, and Justin was certain that Lauren had offered any details Annabelle wanted to hear.</p><p>“Why are you telling me this?” he asked. “Are you going to fire me for wearing panties to work?”</p><p>“No, of course not. You can wear whatever you like to work, Justin. You could fully crossdress and I wouldn’t fire you. I don’t care about that. I care about having hard-working employees that deliver for me.”</p><p>Annabelle stood up and moved behind her desk and into the expensive, exquisitely designed chair that sat behind it.</p><p>“I’m telling you all of this because I’ve decided to take advantage of your submissive nature. Your wife and I have talked it over, and she’s agreed to lend you to me whenever I need you in exchange for a raise.”</p><p>“I’m getting a raise?” Justin asked.</p><p>“Yes, as long as you agree to the requirements of your new position, of course.”</p><p>The excitement was obvious in Justin’s voice as he asked, “What are the requirements?”</p><p>“There’s only one. You do exactly as I desire, whenever I desire it, and you do it without complaint. Can you do that?” Annabelle said.</p><p>Justin had no idea what his boss had in store for him, but the past year’s worth of experiences with his wife left him feeling certain it would be more than getting her special coffee orders and giving the occasional shoulder rub when Annabelle was feeling particularly stressed. He knew it was going to be humiliating. He knew some of it would likely be unpleasant.</p><p>He also knew he couldn’t resist, especially if Lauren was already on board with it.</p><p>“Lauren is really okay with all of this?” he asked.</p><p>Annabelle picked up her phone, tapped the screen a handful of times, and showed it to Justin. It was a text exchange with Lauren. The last text his wife had sent was short and simple: “Do what she says, cuck.”</p><p>“Okay. I’ll do whatever you desire, whenever you desire, without complaint or hesitation,” Justin agreed.</p><p>“Very good,” Annabelle said as she leaned back in her chair. “Then your first task is to strip to your panties. I want to see what your wife sees when you’re doing chores around the house.”</p><p>Lauren always made Justin do chores in his panties and his cock was always in its cage. She said it served to remind him of his place and deepen his submission. Justin was certain she was right about that.</p><p>Justin stood up and stripped, though he felt nervous and a little humiliated as he did. He knew that most men didn’t go to work in panties and most men didn’t spend their lives in chastity. Most men hadn’t taken a deeply submissive position in their marriages. Most men weren’t okay with their wives taking numerous lovers, either.</p><p>Justin had picked a white lace thong before he got dressed that morning. He liked how it cupped his locked cock and balls and he’d grown quite fond of the material moving over his asshole as the day wore on. It always left him rather aroused by the time he returned home.</p><p>Annabelle smiled as Justin exposed his pantied cock, but she didn’t laugh. She looked amused and more than a little fascinated. “Come here,” she said.</p><p>Justin moved until he stood in front of his boss. Annabelle leaned forward and reached out to grasp his imprisoned cock through the panties. She caressed his lace-clad testicles too and he couldn’t help but unleash a quiet moan.</p><p>“Does that feel good? Do you like it when a woman touches your cute little balls and locked up cock?”</p><p>“I do,” Justin admitted.</p><p>“Does your wife touch you?”</p><p>“Daily,” he said. “She likes to tease me, to make sure that I experience arousal while only rarely experiencing the relief of orgasm.” Lauren had said those very words countless times.</p><p>Annabelle squeezed Justin’s balls, making him wince slightly before she said, “Your wife is a very smart woman, Justin. I’m thrilled that she’s given me the chance to be your domme at work and she and I are going to work together to further your training and ensure that you’re exactly the kind of submissive male we need you to be.”</p><p>Justin still couldn’t believe Lauren was on board with Annabelle’s plan, though it was obvious he didn’t know his boss very well. Perhaps she had a great deal of experience in training submissive men. Perhaps she could teach Lauren, who was relatively new to the world of female domination.</p><p>“You should know that your job is going to change, Justin. You’re going to become my personal assistant, though you will be getting a raise, largely because your duties are going to expand significantly,” Annabelle informed him.</p><p>“Yes, of course,” Justin replied. He was long past arguing about such things. If his wife had decided this was for the best, Justin was going to go along with it.</p><p>“Now, where does a submissive belong?” Annabelle asked.</p><p>Justin sank to his knees without hesitation.</p><p>“Very good,” his boss said as she stood up. “Take my skirt off.”</p><p>Justin reached up and unzipped the tight skirt. He gently pulled it down, working it over her hips and down her legs before neatly folding it and placing it on her desk.</p><p>“Your wife has trained you exceptionally well, Justin. I hope you let her know how thankful you are for her guidance. It’s exceptionally hard to find a woman like that.”</p><p>“I thank her every day,” Justin said. It was true. While he fought against his wife’s training at first, he’d long since come to accept that she had his best interests at heart as she guided him to a live of submission.</p><p>“Take off my panties,” Annabelle instructed.</p><p>Justin reached up and pulled down her black satin thong. He neatly folded it and placed it on top of her skirt.</p><p>Annabelle smiled at him and stepped forward. Her hand found the back of his head and pulled him close. Justin’s lips pressed against her pussy, though he knew better than to lick her without permission.</p><p>“You may worship me,” his boss said.</p><p>Justin did as he was told, as he’d done countless times for his wife. He felt the same thrill, too. He’d grown to love worshiping pussy more than almost anything else in life. He’d come to accept that it was the place of a submissive to eagerly get on his knees and worship his domme when given the chance.</p><p>Annabelle moaned in delight and the sounds of pleasure thrilled Justin. There was nothing in the world he enjoyed more than making a woman feel good. He craved it more than his own orgasm. It was more important to make his domme happy than it was to achieve climax.</p><p>“Your wife has trained you very well, Justin. Your tongue is exquisitely talented,” Annabelle said between moans.</p><p>Justin’s heart soared. His carefully trained submissive nature made it so that it felt impossibly good to hear his boss’s complimentary words. Making her happy is what made him happy.</p><p>It was only a few minutes before she cried out in pleasure and had an orgasm. Annabelle pulled Justin’s face closer, leaving him covered in her juices by the time her climaxed ended and she stepped back.</p><p>“You look good covered in my juices. I’d like you to wear them on your face for the rest of the day,” she said. “Now, dress me.”</p><p>Justin pulled the panties up her legs and did the same with her skirt. He tucked in her silk blouse and zipped it up, ensuring that she looked just as wonderfully professional as before he’d undressed her.</p><p>Annabelle sat once more and opened her desk drawer. She pulled out a small silver butt plug with a pink jewel and a bottle of lubrication.</p><p>“Before you take your place outside my office, I’d like you to put this in,” she said.</p><p>Justin hesitated. Despite his submission to his wife, he’d never been anally penetrated.</p><p>“Lauren and I talked this over, Justin. I always demand that my submissives receive regular anal penetration. It helps to further destroy the male ego. There’s nothing quite like being bent over my desk and taking it up the ass to show a man that he’s not actually a man.”</p><p>Justin looked up at her from his knees. “You’ve had other submissives?”</p><p>“I always have a submissive, Justin. Do you remember Mark? He left a month ago to take a job across the country. He was my submissive for a decade before that. Now you’re going to take his place.”</p><p>“Thank you for giving me the opportunity,” he said.</p><p>Annabelle smiled and leaned forward. She caressed his face and said, “Trust me, the pleasure is going to be mine. Now, fill your pretty little ass with this plug, get dressed, and take your place at the desk outside my office.”</p><p>“Yes, ma’am,” he said.</p><p>Justin took the butt plug and the lubrication and pulled down his panties. He lubed his asshole and the toy and then pressed the plug against his asshole. It took quite a bit of pressure and it was unquestionably painful, but soon enough he’d filled his ass as his new domme desired.</p><p>“How does it feel to have something in your ass?” Annabelle asked.</p><p>“It’s a little uncomfortable,” he admitted.</p><p>A broad smile broke across her face before she said, “Don’t worry. You’ll get used to it, and before long you’ll be a perfect little anal slut for me.”</p><p>“Yes, ma’am,” Justin said.</p><p>“We’re going to have so much fun, Justin. Your wife and I are going to work together to take your training so much deeper. A year from now, you won’t recognize the man you are now.”</p><p>Justin was equal parts excited and terrified at the idea. He knew how effective training was on him. He knew he was a natural submissive and that he’d likely go as deep as Lauren and Annabelle wanted to take him.</p><p>“Thank you, ma’am,” he said.</p><p>“Good. Now get dressed and take your place outside my office like a good boy.”</p><p>Justin did as he was told.</p>