<p><a href="https://www.patreon.com/beccabellamy/posts?filters%5Btag%5D=dominated%20by%20his%20boss">Click here</a> to read the previous parts of the story.</p><p><img data-media-id="67291014" src="/31/02/3102563e4639f840c5fabc279401de07e886e55dd9f590589428183860ae44b4.jpg"></p><p>“It’s a little early for swimsuit shopping, don’t you think?” Justin asked as Lauren led him through a bikini-filled section of the department store.</p><p>“Normally, yes,” Lauren said as she picked up a blue bikini and held it up. She turned, smiled at Justin, and pressed it against his body as she added, “But we’re not shopping for me. We’re shopping for you.”</p><p>Justin looked down at the blue bikini and then back up at his wife, whose smile had grown.</p><p>“You don’t know it yet, but Annabelle is taking you on a business trip. You’ll be meeting a new client in Miami and she said you’d need at least one killer bikini because you’re going to spend a little time at the pool. She said it’s only fair that you get to play a little on your trip, considering that you’ve been working so hard,” Lauren explained.</p><p>“Miami?” Justin asked as visions of sun-drenched beaches filled his head.</p><p>“That’s right,” Lauren said. “Annabelle said she wants you to look good, too. She said you’ll likely be doing more client relations work and that looking good is a big part of that.”</p><p>Lauren reached out and squeezed Justin’s ass before giggling delightedly. He found it a little humiliating that his wife clearly enjoyed the idea of him servicing a man, though he hadn’t exactly fought his transformation into the feminized man he’d become.</p><p>“I’ll send you with a few choices and Annabelle can make the final choice,” Lauren said as she collected two more bikinis and laid them over her forearm. “If anything catches your eye, feel free to grab it. You can put on a little show for me.”</p><p>They ended up in the fitting room with five bikinis and a one piece swimsuit for Justin to try on. After his initial hesitation, Justin had gotten into the spirit and picked out a pink string bikini that he thought Annabelle would enjoy seeing on him. She always seemed to enjoy his pink panties more than any other color he wore.</p><p>“Do you want to try the pink one first?” Lauren asked as she held up the bikini Justin had picked out.</p><p>He flashed a quick smile and stripped down to his chastity device before Lauren handed him the bikini bottoms. Justin pulled them up and she tied the strings for him before doing the same with the top.</p><p>When Lauren stepped aside Justin looked in the mirror and admired the surprisingly feminine body he saw. The bulge of his locked cock was obvious, but otherwise he looked like a slender, smooth, feminized man, which is exactly what he was.</p><p>“What do you think?” Justin asked his wife.</p><p>“We’re definitely getting that one. You have such a good eye, honey. Annabelle is going to love it, too,” Lauren said as she gently ran her fingers down Justin’s back before squeezing his ass. “I’ll bet the clients you’re going meet will love it too.”</p><p>Lauren slipped a hand into the bikini bottoms and her fingers worked their way between his ass cheeks. She applied pressure to his asshole and Justin moaned quietly.</p><p>“Does that excite you, Justin? Do you like the idea of a rich, powerful man enjoying what you have to offer?” Lauren whispered as she slipped the tip of her finger into his asshole. “Do you like the idea of Annabelle offering you as a little business perk? Do you like the idea of your mouth and ass sealing a business deal?”</p><p>Justin succumbed to the strangely intense pleasure of his wife fingering his ass as she whispered filthy delights into his ear.</p><p>“Yes,” he answered.</p><p>“Do you like that Ben is going to stay in our home while you’re gone?” she asked as her finger pushed deeper inside him. “Do you like that my bull is going to sleep in our bed while you’re on your little business trip? Do you like that he’s going to be fucking your wife multiple times a day while you’re busy showing how dedicated you are to Annabelle?”</p><p>Justin leaned forward and rested his hands against the wall as Lauren worked his asshole.</p><p>“Yes,” he said in a soft, strained voice as it felt like an orgasm was approaching.</p><p>“Me too,” Lauren replied as she pulled her finger from his ass and offered a soft, lingering kiss on the cheek. “You really do look good in that bikini. You should be proud to wear it.”</p><p>Justin swallowed the sense of frustration he felt at getting close to an orgasm and being denied his release before saying, “Thank you.”</p><p>“Let’s try the rest of these on and then we’ll go find a few new outfits for you to wear. A secretary has to look his best when he travels with his boss, after all,” she said.</p><p>Justin smiled at his beautiful, dominant wife and cuckoldress as he reached up to untie the pink bikini top. He wondered if what Lauren had said was true. Would Annabelle really be offering him up as little more than a party favor? Would he be servicing more men? Would he do it for the business or simply to please his kinky, dominant boss? He wasn’t sure what he wanted, though Justin knew it didn’t really matter. He’d end up doing what he was told, just like he’d been trained to do.</p><p><br></p><p>“Are you nervous?” Annabelle asked as she applied sunscreen to Justin’s back.</p><p>“A little,” he replied.</p><p>“You don’t have to be,” she said. “This is a very accepting hotel. You might get a few glances, but no one is going to scream at you or kick you out of the pool area. They’re going to accept you for what you are.”</p><p>“And what am I?” Justin asked as he looked at the smooth, slender, feminized man in the bathroom mirror.</p><p>Annabelle grabbed his ass and said, “My secretary. My submissive. My toy. My bitch.” She smacked his ass, smiled, and added, “Now, let’s get this milky white body of yours out into the sun.”</p><p>Justin was dressed in the pink string bikini – Annabelle had picked it from the selection of four he’d brought – and she looked stunningly sexy in a skimpy black bikini with a thong bottom that showed off just about everything. He felt a little self-conscious about walking through the hotel with the bulge of his chastised cock between his legs, but there was something about doing it with Annabelle that created a sense of safety, like she’d protect him from any unwanted or angry attention.</p><p>“Carry the bag,” Annabelle said as she stepped out of the bathroom and put on her sunglasses.</p><p>Justin picked up the bag that held their phones, the room key, more sunscreen, and a few other items and slung it over his shoulder. It was a decidedly feminine accessory and it felt like a perfection addition to his rather skimpy outfit.</p><p>Justin noticed a few glances as they walked towards the elevators, but no one seemed offended. Mostly they seemed amused.</p><p>“You’re a little bit excited, aren’t you?” Annabelle asked as they stepped into the elevator.</p><p>Justin nodded and pressed the button to take them to the rooftop pool. Annabelle flashed a smile and he watched as his boss slipped her hand into her bikini bottoms and played with her pussy.</p><p>When her fingers emerged they were slick with her juices and Annabelle didn’t hesitate to press them into Justin’s mouth.</p><p>“I’m excited too,” she said as he sucked her fingers clean. “Are you going to do as you’re told on our little trip? Are you going to be good for me?”</p><p>Justin nodded as Annabelle moved her fingers in and out of his mouth.</p><p>“Good girl,” she said with a smile.</p><p>The elevator door opened and Justin watched as his beautiful, confident, dominant boss walked out onto the pool deck like she owned the hotel. He followed with the beautiful ache of arousal between his legs and a mixture of excitement and fear at having no sense of what Annabelle had planned for him.</p><p>They found two lounge chairs by the pool and it took no time at all for Annabelle to settle into a relaxed-looking pose that let her soak up as much sun as possible.</p><p>Justin tried to do the same, but he couldn’t quite find the sense of relaxation Annabelle exuded. Instead, his eyes darted around the pool as he wondered if anyone was staring. After all, despite his feminization he was still a man and the bikini bottoms made that very clear.</p><p>Justin’s fears proved unfounded. As usual, Annabelle was right. He got a handful of glances and one couple spent a little more time staring than they should have, but otherwise no one seemed to pay much attention. He was just another person at the pool.</p><p>“Justin, do you see that man across the pool? The one in the blue swimsuit?” Annabelle asked after an hour of soaking up the sun.</p><p>Justin held his hand up to block the sun and searched the other side of pool deck. He focused in on a tall, exceptionally fit, olive-skinned man in a dark blue swimsuit. “I do,” he said.</p><p>“I’d like you to go over there and tell him that your boss would like to fuck him,” Annabelle instructed.</p><p>Much to Justin’s surprise, he didn’t hesitate to get up and saunter to the other side of the pool. He approached Annabelle’s object of desire, cleared his throat, and said, “Excuse me.”</p><p>The guy looked him up and down, flashed a quick smile, and said, “Yes?”</p><p>Justin turned, gestured towards Annabelle, and said, “My boss would like to fuck you.”</p><p>“The gorgeous woman in the black bikini?” he asked.</p><p>“Yes,” Justin replied as he watched the guy stare hungrily at Annabelle.</p><p>“Man, I love Miami,” the guy said before walking past Justin and heading towards the newfound object of his desire.</p><p>“How about you, sweetheart?” a cute young guy in a tight-fitting swimsuit that emphasized the bulge between his legs asked. “Do you wanna fuck?”</p><p>“Oh, no thank you,” Justin said as he headed towards his boss. He felt imbued with newfound confidence and happily swayed his hips as he suddenly relished the idea of people staring at him.</p><p>“I’m Annabelle,” his boss said as the man she desired approached.</p><p>“It’s a pleasure to meet you, Annabelle. I’m Mateo,” he replied.</p><p>“Did my secretary convey my desire?” she asked.</p><p>Mateo turned and glanced at Justin before saying, “Yes, your secretary was very clear about your desires.”</p><p>Annabelle stood up, eyed Mateo like a hungry tigress stalking her prey, and ran her fingers down his well-muscled chest and stomach.</p><p>She looked up at him and smiled as her fingers encircled the growing bulge between his legs. “I do have a few requirements before I let you experience the bliss of my pussy,” she said softly.</p><p>Justin marveled at how quickly Annabelle managed to wrap Mateo around her finger. It was obvious on the other man’s face that he’d do just about anything Annabelle asked for the chance to fuck her.</p><p>“Such as?” Mateo asked.</p><p>“As you can probably tell, Justin here is no ordinary secretary. He’s a very, very good boy for me. He does what I tell him because he recognizes that I know what’s best for him. That means he’s going to suck your cock when I tell him too. That means he’s going to be a fluffer for me because it turns me on to watch him act like the little slut I’ve turned him into,” Annabelle explained as Justin felt a wave of overpowering submissive bliss rush through him.</p><p>Mateo turned and let his eyes wander over Justin’s smooth, feminine body. “Your secretary sucks cock, huh?”</p><p>“He does,” Annabelle said. “He sucks because he knows it turns me on. He sucks cock because I want him to. He sucks cock because he knows that being a good boy for me is his true purpose in life.”</p><p>Mateo smiled at Annabelle before she turned to Justin and said, “Gather our things and make sure that pretty mouth of yours is ready to give pleasure.”</p><p>Justin grabbed their towels and the bag as Annabelle took Mateo’s hand and walked towards the elevators. He rushed to catch up and managed to hop in just before the doors closed.</p><p>“Are you eager to suck cock for me, Justin?” Annabelle asked as she massaged Mateo’s bulge.</p><p>“I am,” Justin said. “I’m always eager to suck cock for you.”</p><p>It was true. He’d never turned down her request. He’d sucked her strapon numerous times. He’d blown two men at her request. He’d sucked Ben’s cock numerous times too. Even if he’d wanted to Justin couldn’t realistically deny that he was a cocksucker. </p><p>“My secretary’s wife trained him to be a cocksucker long before I got my hands on him,” Annabelle informed Mateo. “She did a wonderful job, too. He really didn’t have much learning to do. I think you’ll find that he’s quite good.”</p><p>“I can’t wait,” Mateo replied.</p><p>The elevator doors opened and Annabelle led her would-be lover towards their room as Justin followed behind. He slipped the key in the door, opened it for his boss and her new man, and watched Annabelle untie Mateo’s swimsuit and push it to the floor once they were a few steps into the room.</p><p>“On your knees, Justin,” Annabelle said.</p><p>Justin dropped the bag and the door slowly shut as he dropped to his knees in front of Mateo.</p><p>“Suck his cock. Show him what a good slut you are for your boss. Get him nice and hard for me,” she instructed.</p><p>Mateo’s hand moved to the back of Justin’s head and almost immediately he began to pump his cock in and out of the secretary’s mouth.</p><p>“Damn, he is good,” Mateo said.</p><p>“Mmmmm,” Annabelle moaned. “Use that fucking mouth. Use it hard. Use him like a slut.”</p><p>Justin heard his boss masturbating as the blowjob transformed into a face fucking. Mateo seemed more than happy to treat Justin like little more than a hole to make his dick stiff, which is almost certainly what Annabelle wanted.</p><p>Mateo pulled his cock from Justin’s mouth, rubbed it all over the secretary’s face, and said, “Suck on my balls.”</p><p>Justin did as he was told and looked up to see Mateo and Annabelle kissing. He thought of Ben and Lauren and realized that his boss was cuckolding him. She was going to make him watch another man fuck her. She was going to cuckold him while Lauren was almost certainly cuckolding him at home.</p><p>“Justin, get a condom from the front pocket of my suitcase. Dress Mateo’s cock for my pussy,” Annabelle demanded as she quickly stripped out of her bikini and pulled Mateo towards the bed.</p><p>Justin rushed towards Annabelle’s suitcase, found the box of condoms, and quickly tore one open. He turned to the bed and saw Mateo on his back with his big cock pointed towards the ceiling.</p><p>“Quickly, Justin,” Annabelle said.</p><p>He moved into the bed, rolled the condom down Mateo’s cock, and watched as his boss straddled the other man.</p><p>“Get between his legs and suck on his balls like a good slut,” Annabelle said in a voice laced with the kind of dominant lust that Justin was addicted to.</p><p>He moved to the foot of the bed and crawled between Mateo’s legs as Annabelle sank her pussy down onto the handsome man’s big cock and leaned forward.</p><p>Justin heard them kissing and watched as Annabelle began to slowly, sensually ride Mateo’s cock with her slick cunt. He took a few moment’s to admire the beauty of their coupling before taking Mateo’s balls into his mouth and sucking like a slut, just as his boss had instructed him to do.</p><p>“Is my secretary sucking your big balls?” Annabelle asked with obvious glee in her voice.</p><p>“Yes he is,” Mateo answered.</p><p>Annabelle began to ride him faster. “Does it feel good to have a hungry mouth around your balls as I fuck you?”</p><p>“Fuck yes it does,” Mateo said.</p><p>“Lick his taint, slut,” Annabelle said.</p><p>Justin lifted Mateo’s testicles out of the way, pressed his face against the bed, and extended his tongue to lick the space between the other man’s balls and asshole.</p><p>A symphony of sensual moans and slippery, sexual sounds filled the bedroom as Justin played his part in the sex unfolding inches from his face. He sucked balls. He licked taint. He offered pleasure as instructed and he felt a wondrous throbbing between his legs as his cock tried in vain to come to life in his chastity cage.</p><p>“Eat my ass,” Annabelle demanded. “Put your tongue in my ass. Be a good slut for me.”</p><p>Justin pressed his face between Annabelle’s thick, beautiful ass cheeks and pushed his tongue into her asshole. He soaked up the pungent taste of her insides and listened to her moan gleefully.</p><p>Annabelle rode Mateo harder and they both groaned like they were approaching climax. The sounds of sex and pleasure got louder and Justin remained between his boss’s ass cheeks, dutifully rimming her in the name of providing a more pleasurable orgasm.</p><p>Their climaxes arrived almost simultaneously. Annabelle’s asshole tightened and pushed Justin’s tongue out as she threw her head back and screamed in pleasure. Justin immediately moved to suck on Mateo’s balls, doing so just in time to feel them pulsing and jumping as he filled the condom with his cum.</p><p>“Fuck, that was incredible,” Annabelle said afterwards.</p><p>“Yes it was,” Mateo added.</p><p>She lifted her pussy off his big, still-stiff cock and gently worked the condom off.</p><p>“Get on your back and open your mouth, slut,” Annabelle said with a smile on her face.</p><p>Justin rolled onto his back, opened his mouth, and watched as Annabelle upended the condom over his lips and poured Mateo’s semen onto his tongue.</p><p>“Holy shit,” Mateo commented.</p><p>“His wife trained him to be a cum slut,” Annabelle explained. “He’s cleaned her lover’s load countless times. He knows it’s his place to eat the semen of a superior man.”</p><p>Justin savored the salty taste of the viscous fluid in his mouth. Every word of what Annabelle had said was true. Lauren had trained him to be a cum slut. She’d trained him to consume Ben’s loads without hesitation. She’d trained him to enjoy it.</p><p>“Swallow, slut,” Annabelle said.</p><p>Justin swallowed as she instructed.</p><p>“Now get your mouth back on his balls. You’re going to work him until he’s hard again. I’m not done with that cock,” Annabelle said.</p><p>Justin rolled over and attached his mouth to Mateo’s balls once more.</p><p>“That’s okay with you, isn’t it?” she asked her new lover.</p><p>“Hell yeah it is,” Mateo said.</p><p>As he sucked on Mateo’s big, hairy balls, Justin couldn’t help but wonder how the rest of their business trip was going to go. Their first day hadn’t come to a close and already he’d worn a skimpy bikini in public, fluffed a big cock for Annabelle to fuck, worshiped balls and asshole, and swallowed a thick load. </p><p>What else could she have planned?</p>