The Billionaire and the Escort

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The Billionaire and the Escort Page 6

by Evelyn Mahony


  When he was out of earshot and they’d watched him jog away in silence, James staring at his ass and Becca simply in shock, she turned to him. “You didn’t tell me he was a baby! And a freaking fitness model!”

  James pulled his eyes away from Josh’s retreating figure and some feeling returned to his fingers. “He’s not a model, and he’s not a baby,” James argued as heat rushed to his cheeks. “He’s intelligent and kind, and it doesn’t matter how old he is. His physique is just a bonus.”

  “Bonus? I can’t even believe you left him in the room. I’d consider cheating on Dan with that.” She glanced back, probably just for pure emphasis of her words.

  “You would not. And I had to come meet you and work. We can’t just fuck all day.”

  “Um, yes, you can.”

  “Shut up.” James pushed her shoulder, annoyed but also thoroughly entertained by her reaction and Josh’s performance. James would obviously have to step up his game if he hoped to have any match to that. They needed to be believable, and James hardly thought that his was. Lucky for him, Becca had been smitten with Josh’s appearance and age before anything else. He might not get so lucky next time.

  * * * *

  Walking through the resort hand in hand with the CEO was an experience Josh wouldn’t soon forget. Sitting down at dinner across from the man, eating the most incredible food, drinking a bottle of wine Josh couldn’t dream of affording and pretending to be lovers was also unforgettable. The table sat outside in the warm air and Josh was glad to find his linen button-down and slacks were acceptable attire for the Brazilian steakhouse.

  He let James take care of the ordering. The wine was white, aged and absolutely the best Josh had ever tasted. Every meat James got them was mouthwatering and to die for. Even the dessert was beyond satisfying. When the chef came out to ask James how his meal had been, he graciously introduced Josh as his partner, and judging by all the looks of surrounding wait staff and patrons, they all knew from the way James said it that he didn’t mean business partner. Josh blushed to high heaven but stood and shook hands. It was the most important he’d ever felt his entire life. Really, this entire trip was making him feel that way, even though he kept every bit of conversation centered on James.

  It was his job to shower affection and attention on his clients. And honestly, he enjoyed it. Learning about James was quite interesting, and listening to James talk about his life was eye-opening. From Brooklyn as well, he’d been raised in Miami after the age of fifteen, hence how they’d never met. He’d had an eye for art and architecture and had excelled in school. A company he’d interned with had given him a loan to create his first model resort, and with excellent credit and a fierce drive, he’d started Winter Luxury Resorts. He’d bought a plot of land in Exuma, Bahamas, and had begun work on his first property.

  He’d never married and had no children, worked long hours, every single day with the exception of Christmas and Thanksgiving, and was extremely passionate. Josh found himself in awe as James talked, needing to know more and more as dinner wore on. By the time their food was done and they were carrying their glasses and their second bottle of wine back to the room, Josh knew more about James than he could find on Google if he tried—and yet also he felt like he’d only tapped the surface. He yearned to know more and hoped during the week he’d get to.

  The room was oddly welcoming as they settled down onto the two large couches, their laughter over a story James had told carrying through the open balcony doors and mixing with the sound of the ocean waves. Josh sobered a little. He had a good buzz as he watched James top off their glasses and lean back on the white couch, his cobalt shirt and dark hair standing out. Josh could only see him and found James a little intimidating, since he usually had his emotions and desires under control.

  “James, I have a question, if that’s okay,” Josh began when their previous conversation had lulled. James chuckled and settled his gaze on Josh’s.

  “You’ve been asking questions all night,” he jested, his grin easy as he sipped his wine. “What’s one more?”

  Josh’s cheeks heated and he peered down to straighten his shirt as he swallowed hard. “Well, this one is a bit different, so I hope it’s okay I’m asking.”

  James nodded and used his glass in a ‘go on’-type motion, encouraging Josh to continue. Josh briefly wondered why this question was so hard for him today.

  “So…sexually, what would you like from me this trip? While some clients do take me away just to play pretend, we’re here, sharing a suite and a bed, and I just…want to make sure I understand exactly what you want.” Josh managed to somehow get the words out while maintaining constant eye contact with him across the living room. James held his gaze evenly.

  “Well, if I can be candid, I haven’t been able to stop thinking about our night together. It was an…eye-opening experience. You’ll be fully compensated for your services, but I’m hoping you wouldn’t mind indulging me in as much of it as we both…can take.” James’ cheeks were pink, and if Josh wasn’t mistaken, that flush ran down his neck and under the blue shirt. That was a large request he’d made, but nothing Josh couldn’t handle.

  Josh pulled his bottom lip into his mouth then ran his tongue over it. “I’m sure that won’t be a problem,” Josh replied with a crooked smile. James matched it with one of his own then slowly stood.

  “Good. Same dynamic as before? I need you to call the shots, if you don’t mind,” James prompted, setting his glass down. Josh did the same, following James’ lead.

  “Whatever you want, sir. I’m here to please you.”

  “And yourself,” James was quick to add as he walked toward the bedroom. “Make sure you enjoy what you’re doing as much as I am.”

  Josh sucked in a breath at the request. His clients never cared about his wants, and this was the second time today that James had. He followed James eagerly, unbuttoning his linen shirt as he went. He caught up to James beside the bed, where the man was working on his own shirt. “Only if you’re sure. I mean, I enjoyed our last time together and earlier in the shower. I just—”

  “I’m sure. Make sure you enjoy it just as much, Josh. That’s part of it for me, I realized. Watching you come was…fuckin’ beautiful.” James’ voice dropped into a rasp and Josh fumbled over the buttons on his shirt. He blushed hard and dropped his gaze. “And you’re so fuckin’ pretty when you do that.”

  “What?” Josh managed to ask, despite the sudden lump in his throat.

  “Blush like no one has ever complimented you before.”

  Josh didn’t know what was happening, and he couldn’t articulate to James how those words made him feel. Instead, he simply reached for the man and kissed him the way he wanted to every time the man did something nice for him. He didn’t have to, after all. Josh was there to serve. And somehow James always managed to make his knees a little weak and also took a minute to ensure his comfort. It was more consideration than anyone had ever shown him before. And while he couldn’t find the words to say it, he could show James just how much that meant.

  The kiss was deep, and Josh wasted no time slipping his tongue past James’ lips. He was rewarded with a sweet noise that made him shudder as he pushed James’ button-down off his shoulders. His bare chest was soft, save for the short hairs there, and Josh suddenly had the urge to kiss and touch every inch of this man. He wanted to show him how much he wanted this.

  Urging James silently onto the bed, Josh found himself slipping out of his own clothes as James pushed off his khakis. As soon as they were both naked, Josh was kissing up James’ body, climbing onto the bed. Josh dragged his lips over James’ hip, up his strong abdomen and between his chest muscles. He bit at each nipple, making James writhe and moan, and Josh suddenly wanted to know just how vocal he could make the man.

  Josh pulled away briefly to find the lube and condoms he’d stashed in the side table drawer, but James didn’t let him stay away for long. He was pulling at Josh, wrapping his arms around
him as Josh dropped the items unceremoniously next to them, their kisses deep and almost sloppy as they writhed against each other with nothing separating them. The slide and friction of their cocks made Josh hum and James’ groan vibrated through his chest. He kissed along James’ jaw, feeling the way the man touched him and grabbed for him, the desperation in his touch.

  “You been thinking about this? Getting me back between these legs, huh?” Josh began against James’ ear, fanning the sensitive skin with his heavy breathing. “You been playing with yourself? Thinking of me?”

  It was personal, asking such questions, but somehow, they just slipped out of Josh. James keened into them, mewling under Josh’s mouth as he whispered, “I’ve been wearing a plug just for you tonight.” Josh’s lips stilled and his heart jumped. A plug? Already? My my, James has been looking forward to this.

  “You wore a plug to dinner so you’d be nice and open for me to fuck?” Josh nipped at James’ neck and sucked hard on one particular spot that made James squirm and groan deeply.

  “Yes, Sir”—he gripped Josh’s back hard and thrust up to meet him, making Josh give a few hard rocks of his length—“been wanting your cock so badly.”

  Josh’s skin was on fire, his mind a jumbled mess as he considered just how much this man wanted him—and just how much those words were affecting him. He’d had sex since James—multiple times with multiple clients—but nothing made him feel the way those words did, nothing caused him to want to come that quickly like hearing how much James Barnwell wanted his cock—apparently so much that he’d worn a plug to their fancy high-end dinner. Josh kissed James with every ounce of heat inside him, thrusting harder against him. “Such a good boy, getting that ass all ready for me. You just wanna be fucked, huh? Want me to wreck you?”

  “God, yes,” James panted, and Josh marveled at how well the change in dynamic worked.

  “On your knees,” Josh murmured, shifting back to his own as James moved around, positioning himself on his hands and knees for his lover. Josh took a moment to appreciate the power this strong man had given up to him and placed a single kiss on his lower back, as if he could symbolize the appreciation in just that small motion. He couldn’t—but he took a moment to gaze at the sight James made and remember it for later.

  The black plug stood out against James’ skin as Josh pulled his cheeks apart. It was silicone, with a long handle to keep it from slipping too far in and to make it easy to pull out. Josh took hold of the end and moved it, pressing it into James and pulling it halfway out of him. James mewled into the sheets, gripping then and thrusting back against Josh.

  “Look at you,” Josh murmured with sweet affection, “you’re stretched just perfectly for me. You’ve been training yourself, haven’t you?”

  Josh could tell, and James didn’t deny it. “I h-have,” he confessed. “Sometimes when I think of you I…do things like this…or…” He drifted off and Josh was too shocked over the fact that James was admitting to thinking and possibly fantasizing about him to reply coherently. His cock was already hard, but all his blood flow ran south, making it actually hurt. How did I get so lucky to find this man in the bar that night?

  Josh pulled the plug from James’ body, watching the way the stretched rim fluttered with the loss of the toy. He had the urge to kiss and lick the abused hole, but he wasn’t sure they were there yet. The last thing he wanted was to scare James away. He’d only had one encounter with a man, and he was now training himself to take Josh more easily. It was one thing at a time with James. Josh would never push or take advantage of that.

  After opening the lube, he dribbled some along James’ crease, rubbing it around slowly with his fingers. James was huffing and squirming, pressing back into him beautifully. He rewarded him with two fingers, stroking deeply and grazing his sweet spot. James cried out, jerking, and a flush ran down his back. “Feels good, huh? I’m gonna make you feel real good for being such a good boy.” Josh slid the condom on and lathered himself in lube as he finger-fucked James slowly, watching how James’ body took the fingers, the way James moved against them. “Tomorrow I’m gonna make you ride me, but tonight I’m gonna fuck you hard. I missed this sweet ass. It’s gonna feel so good around my cock.” Josh pulled his fingers away and James moaned at the promises.

  Josh didn’t hesitate to push inside, and his cock slid home slowly but fully in one push. James stretched around him, and Josh tenderly rubbed his thumb along his rim as James gasped and panted, adjusting to the intrusion. Josh was still for several moments, simply rubbing James’ back and whispering sweet words of praise and encouragement as he waited for James to adjust. He knew the feeling, knew what it took to be ready, and he wanted to make sure James was well stretched and prepared for the fuck Josh had so badly wanted to give him ever since he’d seen this ass in the shower that morning.

  James reached back and gripped his thigh, and Josh knew he was ready. “Fuck me,” James whispered, turning his head to glance over his shoulder. “Give me everything. I can take it.”

  Goosebumps rose all over his body as he stared down at the man under him. How can I deny him?

  He couldn’t.

  It was punishing. It was rough. Skin against skin, he buried his cock deep over and over. He gripped James’ hips as he rocked him forward and back, then held him still and rutted into him hard. James took every bit of it beautifully, and the sounds James made would be burned into his memory forever. He pulled James against his chest when he was close, holding their bodies together, sucking at James’ shoulder and neck. He wrapped an arm around his chest, keeping James against him.

  “Do you know how good you feel? Wrapped around my cock, squeezing me? You need to come, don’t you, sweet boy?” James’ incoherent noises let Josh know how far gone he was. He reached down with his free hand, stroking James hard as he chased his own orgasm. “Your ass is incredible, Jamie,” he rasped against James’ ear. “Your entire body is. I want to fuck you every minute of this trip, make you come over and over until you’re spent. You want that, don’t you? Want my cock buried inside you, hungry man that you are? Never knew how good you could feel, huh? Come on, Jamie. Come for me. Come for me while I come so fuckin’ hard for you…”

  James shouted and held on to Josh’s arm for dear life. Josh wanted to watch so badly, but his own orgasm took over and it was far too strong for him to keep his eyes open. They shook and gasped against one another as James made a mess of the bed and Josh’s hand, Josh buried himself to the hilt inside of him until he was entirely empty.

  “Shh-h,” he whispered sweetly against James’ trembling body. “I’ve got you.” Josh held James tightly as he came down from his high. Josh was beginning to realize how much James turned control over to him in these moments. He gave Josh all the trust, all the decisions. Josh needed to ease him down gently.

  The pull-out was slow, as easy as Josh could go. He settled James on the comforter away from the mess and was pulling the condom off when James reached for him. “Josh?” His voice was raspy and he was still short of breath, but Josh was at his side as soon as the condom was disposed of.

  “Yeah, Jamie?” Josh asked as he kneeled next to James on the high four-poster bed. James’ grin was sated, his eyes hooded and his body shiny with sweat and exertion. He’s gorgeous. Josh was having a hard time reeling in his wide-eyed wonder at the man before him.

  “Thank you,” he whispered, running his hand along Josh’s cheek. Josh flushed hard once more and hoped the dim lighting hid it. Judging by James’ grin and how it grew, it didn’t. “You always know just…what I need. Lemme hold you?”

  Another request, another thing Josh couldn’t deny him.

  “’Course, Jamie. Let me get us cleaned up and I’d love it if you’d hold me.”

  Their roles were unconventional, but Josh was rapidly adjusting. He was happy to give James anything he wanted, but he was also well aware of how dangerous this already was for him. He’d never had a problem keeping a client at arm’s le
ngth. But with every word he rushed out during sex, every touch, every time James said something kind, Josh was turning into a jumbled mess of emotions.

  It was hard to pull away, but Josh did, then they were back under the covers, the top duvet discarded, thanks to James’ mess. It would serve as another piece providing evidence for their pretend affair. The only problem was…it just sometimes felt pretend.

  James pulled Josh to his chest, the large blond man folding into him as though it were the most natural thing for them to do. James’ brain felt hazy. He hadn’t felt this at ease since the last time Josh had fucked the life out of him. It was becoming a problem—a good kind of problem.

  He let his fingers roam over Josh’s strong back, his hand covering Josh’s on his chest. This young man had found the quickest way to all of James’ fantasies, had somehow gotten through the bullshit and right to the heart of what James had needed. There was no fakeness, no fraud. Other than their fake relationship, everything here in the bedroom was real. Well…as real as Josh’s entire escort act could be.

  It was real for him, at least. Everything James felt, every piece of pleasure Josh pulled out of him was real.

  He had allowed himself to bring Josh into his life in a way he hadn’t allowed anyone in before. He wanted to question why, wanted to ask himself what the fuck he was thinking, doing this. A week with this man? He’d be finished. He’d be attached… He’d be…

  James had to be in Italy in two weeks. He could bring Josh along then for the same reasons. In the morning he’d ask. He’d give the man more time than a week to prepare. James chose not to think about the rescheduling of Josh’s clients and the adjustment of his life. James needed him in Italy. His mind felt clear, and his body felt fucking fantastic. He couldn’t bear not having that for the opening of his resort in Capri.

  He pushed any other emotional thought from his mind. This was good for him. And he’d be good to Josh, keep it well worth his time. They could do this. Maybe it was genius. Maybe this was what everyone should be doing.

 

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