The Billionaire and the Escort

by Evelyn Mahony

  Josh’s blush only darkened as a smile appeared on his face. “Thank you, James,” he replied earnestly, his gaze on his hands as he sat before James. James couldn’t have that. Watching him squirm under the attention was becoming addictive.

  He pressed forward, using two fingers to gently lift Josh’s chin. His head came willingly, those big blue eyes on display just for him. “Attention makes you nervous?” He pressed, searching Josh’s eyes. “Don’t take compliments well?”

  Josh made a small noise, licking his soft lips. “I don’t…uh, ever share my art. It’s been a big day, and you just saw every piece I’ve drawn of you. I’m just a little…”

  “Shhh-h,” James countered, shifting closer. “Bask in it, Josh. You deserve nice things. You deserve to be on the end of good things. Let me show you how it feels, how you make me feel.”

  It was a big statement, and he couldn’t ever know that he meant it even deeper than it had come out. But as he closed the gap and kissed a shell-shocked Josh Roberts, he was determined to uphold his words. He didn’t know exactly how this would work, but he had the confidence in himself and the determination to take care of Josh, to lay Josh back and show him just how good he was—make him squirm and cry and prove he deserved it more than anyone.

  Josh was melting. He was melting into a puddle of blushing nerves at the hands of James Barnwell. The man had single handedly twice now changed their dynamic in a natural way that left Josh floundering in the best way. It wasn’t like he cared necessarily who topped or how it worked. He was more professional than that and only wanted James’ pleasure, whatever that meant. He just hadn’t realized how easily switching could come in this moment, how easily he could be reduced to the stammering young man he was underneath his professional exterior. Something about James’ words spoke deeply to his soul, and he couldn’t stop himself from grasping James’ thick hair like an anchor or the way he begged ‘please’ into James’ sweet lips.

  They found themselves tangled on the couch before long, James’ hips flush with Josh’s, Josh writhing below him like it was the most natural thing in the world. James was no inexperienced man. He’d been with woman far longer than Josh had, and Josh would bet more than he had, despite his job. James knew just how to cant his hips to press against Josh’s arousal, how to drag his mouth down Josh’s neck like it was meant just for that. He sucked hard on Josh’s pulse point. There’d be a mark tomorrow, but like hell if Josh cared. James could leave love bites all over his body and Josh would show them off like they were a gift.

  Their slacks were in the way, and Josh had chosen a poor time to wear briefs. His erection was trapped, and James was taunting him in a way that was half what Josh had taught him and half just James. He gripped with rough hands at Josh’s short hair and at his hips, his nails biting the skin to show Josh how much James wanted this. And to Josh’s surprise, he’d never been more anxious to submit, the anticipation of being under James making his heart pound.

  James left no exposed skin unkissed. Josh was sure his pale complexion was red and scraped by James’ beard and part of him wished for a mirror, to see and to watch. James wasn’t ready for that yet, however. He needed to do it once without an audience. If it went well, however, there was a large mirror in the guest en suite that would be perfect for just that activity.

  Open-mouthed, hungry kisses left Josh whimpering. His cock was drooling in its confines. Josh knew where this was going and needed to hit the brakes for just a moment. He wasn’t ready to bottom just yet, hadn’t prepared himself, and if that was what James wanted…

  “Jamie,” he gasped, the name coming out more noise than anything. James grunted against his lips in reply, but Josh had to get this out, had to make sure this went right. “James…I. Hang on.” He was gentle as he cupped James’ face, finding his eyes to make sure they were in fact on the same page.

  “Yeah? You okay?” James immediately asked once the kisses had stopped, concern evident on his forehead and in his eyes. Josh couldn’t stop the smile that pulled at his lips.

  “Tell me what you wanna do, baby,” he said, pressing his hips up, their clothed cocks rubbing together. James’ eyes fluttered for one brief moment, a strangled sigh escaping. “Tell me.”

  “I wanna fuck you,” James replied in that husky, hoarse tone that went straight to Josh’s need. “I wanna lay you down and fuck you, deep and slow. Can you handle that? You want that?” James nudged Josh’s chin with his nose affectionately, and it almost didn’t fit the moment. But it warmed Josh to his soul and licked heat up his spine because…

  Hell yes.

  Josh closed his eyes for one small second, his body clenching at the thought of James’ intrusion. “Fuck…yes, yes I do,” he replied through a groan, drifting his hands from James’ cheeks to his ass, pressing them together. Both men bit out hard groans and James took the hint beautifully.

  “You’re gonna come now—first, with me. Then we’ll shower separately and reconvene in the bedroom. Sound good?” Josh needed the orgasm, God, he did, and James needed the edge off or he’d come the second he slid home. Josh would be tight. It had been a long time. Josh wanted to make this as good as possible for James. And he wanted to be good for James. The thought sent a chill up his spine.

  “So g-good.” Josh shuddered and James began an onslaught of thrusts that had him holding on. It was delicious, not enough and yet just barely what he needed to get there. Hearing James’ moans into his lips, the primal yet simple act of dry humping on the couch like horny teenagers, knowing he was about to come in his expensive slacks? It was all sending him close to the edge. Then James started to talk and Josh’s brain short-circuited.

  “I can’t wait to fuck you, to be inside you. Wanna make it good, want you to remember how my cock feels inside you. You ever fantasize about it?” The words were so heavy against his ear that Josh couldn’t quiet his replying moans, his words taking hiatus for a moment. They rutted against each other almost wildly now, moving with the comfort of knowing one another well. “I didn’t know I needed it until tonight, but God, Josh, sweetheart, I need to be inside you.”

  The nickname, new and something no one had ever called him, made his breath hitch and his hips jerk. It was affectionate, personal and he’d be replaying the way it had sounded on James’ tongue until he said it again, sliding a hand under Josh and pressing them together.

  “Come on, sweetheart. Josh, make a mess for me so I can take my time learning you tonight.”

  God, Josh didn’t need to be asked twice. He held on to James as his mouth fell open and he came, hard. James fell over the edge with him, their foreheads pressed together as they made a sticky mess between them. It was erotic, oddly intimate and almost just the right side of humiliation for Josh, his blood running hot as he emptied himself for what he knew would be only the first time that night. They lay panting and sharing breaths for several long moments, until James started peppering Josh with kisses, pulling him from his daze. “I’m just getting started, baby boy,” he murmured low into Josh’s cheek. “I can’t wait to fuck you. Don’t make me wait, please…”

  Josh knew he’d be as fast as possible at cleaning and preparing himself, because like hell was he wasting any time before that cock was buried inside him.

  He didn’t allow himself to focus on how the lines between need and obligation by job and contract had blurred. He ignored the flutters in his chest as James kissed his nose and grinned like Josh held the moon. He filed them away like little scary secrets, because if he went there, if he let those moments consume him, he’d be a goner for good.

  And if he already was…? Well, he didn’t want to know about it.

  James shouldn’t be nervous.

  As he lit a few candles, padding across the room lightly in only his white cotton boxers, he knew he shouldn’t feel the nervous tightening in his stomach. He shouldn’t feel out of his depth. But something about what was about to happen, the dynamic they were about to change, left him feeling jittery.


  After leaving one lamp on by the bed, James surveyed the room. Josh always made sure to take ambience into account—and James would do the same for him. He felt like the room held a certain glow now, a certain sexual appeal. He was mostly satisfied, as he pulled the comforter off the bed they’d been sharing.

  The thing that caught him the most in these moments was that it was never about the money. It was never about what Josh cost, how much it cost to have him there. James never even considered the price tag that came with these experiences, and he always paid Josh above and beyond what he was asked to pay. They didn’t discuss payment, either. James made sure the generous amount kept that conversation at bay, because he honestly didn’t want to have it. He didn’t want to think about the fact that every kiss and every tug of his dick was bought and paid for. He wanted to live in his pretend bubble that the gorgeous man on the other side of the bathroom door was as interested in him as he was in return.

  It couldn’t ever be different. There was no way Josh could ever be just his. But that didn’t stop him from pretending, from wishing, from monopolizing Josh’s time and whisking him away to far-off places to keep him all to himself. He just denied that was what he was doing in his own mind. If he could keep the separation, if he could continue to deny his emotions, no one would get hurt.

  And even if he was about to fuck the guy, to top him for the first time in hopes of wrecking him to the best of his ability, that didn’t mean he had to tell himself or anyone else the truth. Nope. He’d save that for a rainy day.

  He just hoped Josh’s new job didn’t stop things between them. They hadn’t discussed it and Josh had seemed content with his future, so maybe they wouldn’t need to. Maybe they could continue their arrangement and actually spend more time together. Maybe…

  The bathroom door swung open slowly, yanking James from his thoughts. Josh emerged, his skin pink from a hot shower, blond hair wet and slicked back on his head, a towel wrapped around his waist. He looked every bit as delicious as he had just a little while ago, albeit the pink hue across his cheeks was left over from earlier. He was surprised by how much he wanted tonight, how much he wanted this man writhing under him. He was always more than content with their current arrangements, but something about the pride he felt for Josh, the way Josh had fallen apart under him, made him want to take care of him in a way he hadn’t yet.

  “Hey,” Josh greeted, a small smile forming on his pretty face. James shook his head, grinning as he approached him, and wasted no time.

  Cupping the man’s cheeks, James kissed him feverishly. There was no preamble. He simply went in for the kill, because if he had to wait a second longer to get his hands on Josh, he was going to explode in frustration.

  Josh stilled under the kiss for just a moment before kissing back full force. He released the overlap where his hand secured his towel and put both hands on James’ flanks, gripping hard. James knew then he had him, knew this was going to go his way. He mashed down the nerves and pulled Josh closer.

  “I may need you to walk me through this a little, but I’m a quick learner,” he mumbled into Josh’s lips. He groaned in reply, darting his tongue out and rubbing James’ in a way that made him gasp.

  “I’ll help however you need, but somehow I don’t think you’ll need much instruction,” he replied, and James grinned into the kisses, pulling Josh back toward the bed.

  They’d see. He hoped he had as much confidence in himself as it seemed Josh had in him.

  Josh was seeing stars just kissing James. He was really in for it tonight.

  And James wasn’t taking his time, as Josh found himself naked on the bed, his towel gone long before his back hit the sheets. The sultry smell of spiced vanilla carried through the room, and to James’ credit, he knew how to set the mood. If Josh didn’t know better, he’d think James was seducing him for real. He’d never say it, but thinking it made his dick jump between his legs, already well on its way to being fully hard as James shed his boxers easily and climbed over him, kneeling above him with his hands on either side of his neck and looking at him in a way that made him feel very vulnerable.

  “God, Josh,” James breathed, and Josh shivered at the tone he used. “I can’t believe I get to go to bed with you every night.” He dropped his mouth to Josh’s collar bone, mouthing at the flesh as Josh’s breath caught in his throat. The onslaught of touch, James’ hot mouth and tongue mixed with those words had Josh completely hard and reaching for the man above him.

  “Jamie…you don’t have to—” Josh flushed hard, his cheeks heating under the affections and words of the man above him.

  “Don’t have to what? Tell you how handsome you are? Tell you what you do to me? Tell you how much I enjoy waking up to you in my bed? You’ve gotta know by the way my body reacts to you.” James’ hot breath washed over Josh’s chest as the man slid south, nipping at Josh’s defined pectorals. Josh’s lungs expanded, making him feel like he was floating off the bed with every word James spoke.

  James didn’t mean the words, Josh’s brain argued. This was just the arrangement talking. Josh did his best to maintain that as James kissed his way down Josh’s abdomen, nosing at his cock that was swollen and ready, lying against his belly. Josh’s breath hitched again, and his words were forgotten as James wrapped his hand around the base of his cock and slowly took his length into his mouth.

  The heat and the sight of James taking him in inch by inch made his toes curl. He didn’t even try to suppress his moans, letting them fall out of his throat easily as James began to work him. It was sinful, so good, and knowing his cock would always be James’ first made his stomach tighten relentlessly.

  Josh barely heard the cap of the lube, the snap and click just audible above his moans. But when he felt the wet fingertips rubbing around his rim, he knew that was what it had been. “J-Jamie,” he stuttered, forcing his eyes open, “I prepped a little in the shower for you.”

  “Well, look at you, eager boy.” James grinned but there was sudden, slight apprehension in his features. “You wanna feel me inside you, don’t you?”

  Josh nodded eagerly, as that had been his reasoning. He’d also wanted to make sure he was clean and to speed up the process, because he didn’t want James to have to start from scratch when it had been so long for him. Not tonight. Not James’ first time…

  Josh swallowed hard, his gaze softening at James. “I can take two,” he informed him through a soft sigh, his body empty and clenching in anticipation. The fact they’d been together so many times and it was still this thrilling, if not more so than the first time… Josh couldn’t get over it. He squirmed a little as James massaged his tight rim, teasing and learning his body. James’ thumb rubbed the flesh between it and his balls, making his eyes roll back in his head. It was at that moment that James pushed two fingers in, slowly breaching him.

  The air rushed from Josh, not necessarily because of the twinge and sharp tingles but due to the act itself, and that James had slipped two thick fingers inside him because he wanted to, because he wanted to see what Josh felt like. Josh had half a mind to fuck himself down on his fingers and beg James to forego the condom. To have him unsheathed was something of his fantasies. It was wrong and he wouldn’t do it, but the desire was there. It washed over Josh like hot water on a summer’s day.

  James ran his free hand down and gripped Josh’s cock, stroking him slowly but tightly. Josh keened, squirming beneath the man, unable to stop himself from digging his heels into the bed and chasing the intrusion. “Feels good, huh?” James rasped, thrusting his fingers slowly, twisting his wrist around to open Josh up for him. They went easy now, the lube and the prep letting his body open beautifully for James. “Feels so good to be full, to be played with, stretched open. You always made me ache for you, wish you could just stay inside me for hours. We’ll have to try that sometime, huh? What do they call that? Cockwarming? God, to have you inside me, just throbbing and making me wait… Fuck.”

  Josh met Ja
mes’ groan with his own, uninhibited as James’ words washed over him. His cock was aching, his body clenching hungrily around the fingers inside him. James added a third before Josh could respond, rendering him speechless for a moment as his mouth fell open and his body adjusted to the change. He had to give it to the man… He wasn’t afraid. He was going for it.

  A crook of his fingers and a turn of his wrist had Josh seeing stars. He cried out, grasping the sheets below him as his legs shook with arousal. James just grinned, pleased that he’d gotten that right, Josh was sure.

  “God, Jamie…need your cock…p-please.”

  Josh could hardly breathe, his chest rising and falling rapidly. If James didn’t stop stroking him with such vigor and stop fingering him so well, he was going to lose it before the main event. And while he’d been fucked long after orgasm before—on request—it wasn’t his favorite. He wanted them to experience this together. He was about to grab James’ wrist when the man pulled off and slid his fingers out.

  “Is that how you ask, beautiful boy?” James murmured as he wiped his fingers on a towel. Josh chewed his lip, catching his breath as he watched James slide the condom down over his cock, the need making him crazy.

  “Daddy…” His voice cracked, his lips dry from his gasping at James’ ministrations. “Daddy, please fuck me. Let me feel your cock.” Josh let the words slide right off his tongue. He couldn’t stop them. He needed this. He’d had no idea how much.

  James smiled, seemingly more relaxed as he leaned down and peppered Josh’s chest with kisses. Josh ran his fingers through his hair, whimpering in desperation. James chuckled against his sweaty skin. “Guess we know what makes you weak now, don’t we?” he mused as he took himself in hand and grew slightly more serious, lining himself up.