Cover of Hollywood Nights: An Escort's Diary

Hollywood Nights: An Escort's Diary

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okays! hear me out! let’s do a book where i’m a male escort for hollywood male actors (whether they’re openly gay, in the closet, or straight). they pay me, and i’m there to give them a good time (and since im a bottom, everyone in this story will be a top). so, i was thinking each chapter will be different actors hehe!

Chapter 1: Alan Ritchson

The drive up the coast did what it always did—it stripped away the city. The nagging buzz of his phone, the schedule pinned to his fridge, the vague chemical smell of his dry-cleaned shirts. It all bled out through the open window, replaced by the salty, mineral tang of the Pacific and the low, rhythmic crush of waves on rock. Kenny took the curves of Pacific Coast Highway with practiced ease, the rented convertible responding like it was reading his thoughts. He wasn’t Kenny the guy who forgot to buy milk anymore. He was becoming.

The house announced itself around a final, towering bend. A sleek, sun-bleached slab of concrete and glass jutting over the cliffs, all sharp angles and transparency. It looked less like a home and more like a statement. A very expensive, very private statement. He pulled into the crushed-shell driveway, killed the engine, and let the silence press in. Only the wind and the distant, relentless ocean.

He didn’t have to ring the bell. The frameless glass door slid open silently, and Alan was there.

He was shirtless, barefoot, wearing only a pair of faded linen drawstring pants that hung low on his hips. His torso was the product of a relentless, paid-for discipline: sculpted abs, a broad chest dusted with blond hair, shoulders that spoke of hours in a private gym. He was glistening, not from the ocean, but from a recent, vigorous sweat. A single bead tracked a path down the groove of his sternum.

“Kenny.” Alan’s voice was a low rasp, the kind perfected for intimate film close-ups. He didn’t smile. His eyes, a pale, assessing blue, traveled from Kenny’s face down the length of his simple grey henley and dark jeans, a slow, proprietary inventory. “You found it.”

“The instructions were clear,” Kenny said, stepping inside. His voice was warmer, easier than Alan’s, a deliberate contrast. He let his own gaze wander, not over Alan, but over the cavernous living space. The floor-to-ceiling windows were the entire western wall, a sheer, terrifying plunge to the water below. The interior was all cool neutrals, bleached wood, and sleek metal. It felt like a museum. Or a very elegant cage.

“Drink?” Alan was already moving toward a bar of polished black stone, his back muscles flexing with the motion.

“Please. Whatever you’re having.”

Alan poured two generous glasses of a deep, blood-red cabernet from a decanter. He handed one to Kenny, his fingers brushing Kenny’s on purpose. A test.

“To clear intentions,” Alan said, clinking his glass against Kenny’s. He drank, his eyes locked over the rim.

Kenny took a sip. It was rich, peppery, expensive. It did nothing to dampen the electric current in the room. It was just another layer.

They stood like that for a moment, two men pretending to look at the view. The sunset was beginning, staining the sky in violent streaks of orange and purple.

“I saw your last film,” Kenny said, turning to lean a shoulder against the cool glass. “The prison drama. The scene in the visitation room, where you don’t say a word for three minutes. That was all in the eyes. Powerful stuff.”

Alan’s expression shifted, the hard edges softening just a fraction. Compliments on his craft were a currency he understood, but ones this specific, this observant, were rarer. “You actually watched it.”

“I do my homework.”

A ghost of a smile. “And what was your conclusion?”

“That you’re exhausted,” Kenny said softly, meeting his gaze. “That you spend fourteen hours a day holding a character’s tension in your jaw, in your shoulders. That you need someone to help you let it go. Not to talk. To feel. To not be the one in charge for once.”

The silence between them thickened, charged. Alan put his glass down on the bar with a definitive clink. The sound was a full stop.

“Take off your shirt,” Alan said. It wasn’t a request.

Kenny obeyed, slowly, pulling the henley over his head and letting it drop soundlessly to the polished concrete floor. The cool air from the climate-controlled room kissed his skin. Alan closed the distance, not with a rush, but with a predatory, considered stride. He stopped inches away, his heat radiating against Kenny’s slimmer, defined frame. He didn’t touch him yet. Just looked.

Then his hands came up, calloused palms sliding up Kenny’s sides, tracing the contour of his ribs, his thumbs brushing over Kenny’s nipples, which tightened instantly under the rough touch. Alan’s breath hitched.

“See?” Kenny murmured, his head tilting back slightly. “You’re already starting to think less.”

Alan answered by crushing their mouths together. It was not a kiss of exploration, but of consumption. Hungry, wine-dark, and demanding. Kenny yielded, then reciprocated, his tongue meeting the thrust of Alan’s with equal force. His hands came up to cradle Alan’s jaw, his fingers scraping through the short, sweat-damp hair at his temples. He could taste the cabernet, the salt of his skin, the sharp, metallic edge of his want.

Alan broke the kiss, breathing hard. “Against the glass,” he growled, spinning Kenny around with surprising strength.

Kenny’s palms slapped against the cool, unyielding window as Alan pressed against him from behind. The view was a dizzying abstraction of sky and sea, the cliff face falling away directly beneath them. Alan’s linen pants were rough against the bare skin of Kenny’s legs. He mouthed at Kenny’s neck, biting at the tendon, sucking a mark that would fade in hours. One hand splayed across Kenny’s stomach, holding him in place, while the other made quick work of his jeans, shoving them down over his hips.

Kenny gasped as the cool glass met his heated skin. Alan’s hand slid down, over the flat plane of his abdomen, through the coarse hair, wrapping around his cock, which was already hard and leaking. Alan pumped him once, twice, a rough, dry friction that made Kenny’s hips jerk.

“Fuck,” Kenny breathed, his forehead resting against the glass.

“That’s the idea,” Alan grunted behind him. He released Kenny just long enough to spit into his own palm, a crude, wet sound, before slicking himself. He wasn’t gentle. He lined himself up and pushed in with one deep, brutal stroke.

Kenny cried out, the sound punched out of him. The stretch was intense, overwhelming, the burning friction giving way to a deep, filling pressure. Alan didn’t wait for him to adjust. He set a punishing rhythm immediately, his hips slamming Kenny into the window with each drive. The glass shuddered.

Alan’s hand snaked around Kenny’s chest, pulling him back onto his cock even harder, his other hand coming up to pinch and twist Kenny’s nipple. He bent his head, his teeth grazing the shell of Kenny’s ear.

“You like that? You like being my fucking view?” he rasped, his voice frayed with pleasure.

Kenny could only moan, a ragged, desperate sound. His own cock, trapped between his stomach and the cold glass, ached with each impact. He was losing the careful script, the professional veneer dissolving in the raw physics of it: the slap of skin, Alan’s guttural grunts, the awesome, terrifying void beyond the glass.

Alan’s grip on his chest loosened, his hand sliding up to fist in Kenny’s hair, yanking his head back. He changed his angle, fucking up into him now, finding a spot that made white light explode behind Kenny’s eyelids.

“Christ, right there,” Kenny choked out.

“Yeah? You gonna come for me? Gonna come all over this million-dollar window?” Alan’s words were filthy, broken. He was close. Kenny could feel it in the tremble of his thighs, the ragged hitch of his breath.

Then, Alan’s thrusts became erratic, brutal. He fucked into him with a final, desperate frenzy, his body bowing over Kenny’s back. A raw, animal sound tore from his throat, harsh and unguarded, as he came, pulsing deep inside him, his hips stuttering through the waves of it.

He slumped against Kenny, his weight heavy, his breath scorching hot on Kenny’s neck. They were both slick with sweat, stuck to the glass. For a long moment, the only sounds were their ragged breathing and the distant, indifferent ocean.

Slowly, Alan pulled out. Kenny shuddered at the loss, the sudden, stark emptiness. He stayed against the window, spent, watching the last of the sun bleed into the sea.

Alan stepped back. He didn’t speak. He walked, barefoot and naked now, to the bar and poured two fingers of amber whiskey into a tumbler. He drank it in one go, his throat working.

Kenny finally pushed himself upright, wincing at the dull, promising ache in his muscles. He pulled his jeans up, not bothering to fasten them. He turned, leaning back against the glass, the ghost of his own heated imprint still on it.

Alan was staring at him, the empty glass in his hand. The frantic energy was gone. In its place was something hollow, almost lost. The performance was over, and the man beneath looked… weary.

Wordlessly, Kenny walked to the bar. He picked up the other tumbler, poured his own whiskey, and took a slow sip, letting the fire of it trail down his throat. He met Alan’s gaze across the expanse of cool stone.

He didn’t speak. He just waited. The next move, the next need, was always theirs. His job was to be there, in the silent aftermath, ready to become whatever that was. The sun was gone. Outside, the first stars pricked through the deepening blue, and the lights of the house began to glow, soft and ambient, turning their reflection in the vast window into a fragile, trapped portrait.

Outside, the first stars pricked through the deepening blue, and the lights of the house began to glow, soft and ambient, turning their reflection in the vast window into a fragile, trapped portrait.

Alan finally broke the silence. “Don’t just stand there.” His voice was quieter now, the gravel smoothed out. He nodded toward a long, low sofa the color of driftwood, positioned to face the darkening ocean. “Sit. Unless you have another appointment.”

“Not for a while,” Kenny said. He picked up his glass and walked over, the concrete floor cool under his bare feet. He settled into one corner of the deep sofa, the cushions sighing under his weight.

Alan followed, but instead of sitting apart, he lowered himself right next to Kenny, his body folding onto the sofa with a tired grace. He was still naked, his skin warm and glowing in the low light. He stretched an arm along the back of the couch behind Kenny, not quite touching him. The sweat had dried, leaving a faint, salty musk. He took a slow sip of his fresh whiskey, his eyes on the black void beyond the glass.

“So, Kenny. Who are you when you’re not this?”

Kenny smiled, a small, private thing. “A guy who forgets to buy milk. Pays his taxes late. The usual.”

“Bullshit.” Alan turned his head, his pale eyes sharp. “You’re not ‘the usual.’ The usual doesn’t walk in here and dismantle me in twenty minutes.”

“You wanted to be dismantled. I just followed the blueprint.”

Alan gave a soft, humorless laugh. He leaned his head back, the strong column of his throat exposed. The silence stretched, but it was different now. Not charged with impending violence, but with a strange, shared exhaustion.

Kenny let his gaze travel over Alan’s body, not as a client’s asset, but as a landscape. The faint silvery lines of old scars near his hip. The defined ridges of his abdomen relaxing into softness. The dark blond curls between his legs, where his cock lay soft and spent against his thigh.

Slowly, almost absently, Kenny reached out. He didn’t look at Alan as his fingertips made contact with the warm skin of Alan’s side, just above his hip. Alan tensed for a fraction of a second, then exhaled, a long, slow release of breath.

Kenny’s hand wandered, a slow exploration. Up the taut flank, over the subtle curve of his ribcage. His touch was light, curious, tracing the anatomy of him. He finally brushed his thumb across Alan’s left nipple. It was a flat, pale pink circle, tightening instantly under the pass of his thumb.

Alan’s breath hitched, but he didn’t open his eyes.

Kenny grew bolder. He used his fingernail, gently scraping the sensitive nub. He pinched it softly between his thumb and forefinger, rolling it, feeling it harden into a tight peak. He leaned in, his voice a low murmur. “You’re so responsive here. It’s like a direct line.”

“Fuck you,” Alan whispered, but he arched his chest slightly, pushing into the touch.

Kenny switched his attention to the other nipple, giving it the same deliberate, teasing treatment. He leaned in closer, his lips just inches from Alan’s skin. He could smell the sex on him, the whiskey, the clean sweat. He blew a soft, cool stream of air over the wetness he’d left with his thumb.

Alan shivered violently. A raw, helpless sound escaped his lips.

That was all the invitation Kenny needed. He closed his mouth over the hardened nub, sucking it deep, his tongue flicking rapidly across the tip. At the same time, his hand went back to the other, pinching and twisting with just the right edge of pain.

“Jesus Christ,” Alan growled, his hand coming up to fist in Kenny’s hair. But he wasn’t pulling him away. He was holding him there, grinding his chest up into Kenny’s mouth. “You’re gonna make me fucking cum just playing with these.”

Kenny knew he was right. He could feel Alan’s cock stirring, thickening against his own thigh where they were pressed together. The power shift was subtle, intoxicating. Alan, the aggressive client, was now putty under a specific, focused attention. Kenny worked him with his mouth and fingers, relentless, until Alan was trembling, his hips making small, involuntary thrusts into the air.

“Stop,” Alan gasped. “Stop, or I’m just gonna—”

Kenny released him with a wet pop. He sat back, wiping his mouth with the back of his hand. His own cock was rigid, straining against his open jeans. “You’re in charge,” he said, his voice husky. “Tell me what you want.”

Alan’s chest was still heaving. The pale blue eyes were dark now, pupils blown wide. He didn’t let go of Kenny’s hair. His grip tightened.

“Don’t stop what you’re doing,” Alan growled, the command roughened by breathlessness. “But you don’t get to make me come. Not yet. You edge me. You understand? You take me right to the fucking edge and you hold me there. As long as you can. An hour. Two. I don’t care. You play with my nipples, you use your mouth, your hands… you keep me there.”

He released Kenny’s hair, his hand sliding down to cup the back of his neck, a gesture that was both possessive and a plea. “You keep me right there, dangling, until I say. Can you do that?”

Kenny felt a new, different thrill crackle down his spine. This wasn’t just about submission or control. This was about endurance, about trust in a perverse form. It was a sculptor being asked not to carve, but to keep the marble in a state of perpetual, agonizing potential.

“I can do that,” Kenny said, his voice steady. He leaned forward again, his breath ghosting over Alan’s wet, tortured nipple. “Just tell me when you’re close.”

“I’m already close,” Alan hissed.

Kenny began.

He started slow, methodical. He used just the very tip of his tongue, tracing the tight, crinkled edge of Alan’s areola. He blew soft, cool air on the wet trail. He used his fingernails to sketch light, maddening circles around the other, never quite giving the pressure the hardened nub begged for. Alan’s body was a live wire, twitching and tensing with every barely-there touch. His cock, fully hard again, lay thick and heavy against his stomach, a single drop of moisture beading at the tip.

“Fuck,” Alan whispered, his head thrown back, tendons standing out in his neck.

Kenny switched. He took the nipple into his mouth, sucking hard, flattening it with his tongue before scraping it lightly with his teeth. At the same moment, he pinched the other between his thumb and forefinger, rolling it, tugging it just shy of pain.

Alan’s hips jerked off the couch. “Shit. Right there. I’m there, I’m there, I’m right there, Kenny.”

Kenny immediately backed off. He released the nipple with a soft pop, his touch reverting to feather-light strokes. He watched, fascinated, as Alan’s body screamed in protest. His abs clenched like fists. A violent shudder wracked him from shoulders to thighs. His cock pulsed, but nothing came. A ragged, frustrated groan tore from his throat.

“You bastard,” Alan breathed, a laugh tangled in the agony.

“You asked,” Kenny murmured. He leaned down and licked a slow, broad stripe up the center of Alan’s chest, tasting salt and desperation.

He built the rhythm like a composer conducting a symphony of tension. Ten minutes of slow, teasing build-up with lips and whispers and the barest hint of teeth. Then a furious, two-minute assault of sucking and pinching and rough, circular twists that had Alan bucking and swearing, his hands fisted in the couch cushions. Then, at the very last possible second, the sudden, devastating withdrawal. Each cycle was a little tighter, the peak a little higher, the fall a little more brutal.

Time dissolved. The vast room filled with the sounds of their struggle: sharp gasps, choked-off curses, the slick noise of Kenny’s mouth on his skin, the creak of leather as Alan fought not to move. The sky outside turned from deep blue to black velvet, the ocean disappearing into a void punctuated only by the rhythmic white line of breaking waves.

Kenny’s jaw ached. His own need was a constant, throbbing ache in his guts, but he compartmentalized it, walled it off. This was the job now. This exquisite torture. Alan was a masterpiece of frustrated arousal. His skin was flushed, sensitive to every brush of air. His nipples were dark, swollen, and perpetually hard. Pre-come slicked his stomach in a slow, continuous leak.

“Please,” Alan begged during the ninth or tenth cycle, his voice stripped raw, barely recognizable. “Please, just let me come. I’ll pay you double. Triple.”

“You didn’t say the word,” Kenny reminded him softly, blowing across a wet nipple. Alan whimpered.

The hour mark passed. Kenny knew by the deep, trembling fatigue in Alan’s limbs, by the hoarse, broken quality of his cries. The actor’s control was in tatters. This was no longer a performance. This was a man unmade.

Then, something shifted. Through the haze of his own relentless focus, Kenny saw a change in Alan’s eyes. The glazed desperation sharpened, coalesced into a dark, decisive intent.

“Enough.”

The word was a guttural command. It shattered the rhythm.

In one fluid, powerful motion, Alan moved. He surged up, reversing their positions, pushing Kenny back into the deep cushions of the sofa. His weight was immense, pinning Kenny down. The playful possessiveness from before was gone, replaced by something predatory, single-minded. The hour of edging hadn’t drained him; it had forged him into a weapon of pure need.

“My turn,” Alan snarled. There was no preamble, no more games. He shoved Kenny’s jeans down the rest of the way. He spat into his palm, slicking himself, the sound obscene in the quiet room. He notched the head of his cock against Kenny’s entrance, which was still loose and wet from earlier. He looked down, his eyes locking onto Kenny’s.

“You made me wait,” Alan said, and it was an accusation, a promise, a thank you. “Now you take the consequences.”

He drove in. It was one deep, brutal, complete thrust. Kenny cried out, the stretch intense, his body singing with it. Alan didn’t pause. He set a ruthless, pounding pace, his hips pistoning, each slam driving the air from Kenny’s lungs. The leather couch squeaked in protest under the force.

“You feel that?” Alan grunted, his voice thick, animal. “You feel how fucking full I am? That’s yours. You did that. You edged a gallon of come into me, you fucking tease, and now you get every drop.”

His rhythm faltered, became frantic, unsustainable. The hour of enforced denial had backed a seismic pressure into his balls. He was there immediately, hurtling toward it with the velocity of a derailed train.

“I’m gonna fill you up,” he choked out, his body bowing. “Gonna paint your insides white. You’re gonna feel me for days.”

His thrusts became shallow, ragged jerks. He buried himself to the hilt and held there, his whole body locking into a rigid, trembling arc. A raw, torn shout erupted from him, devoid of any affectation, pure release.

Kenny felt it. The first hot, violent pulse deep inside him was a shock. The second was a flood. Then came wave after wave after relentless wave, a seemingly endless geyser of pent-up release. It felt hot and impossibly copious, a claiming that went beyond physical. Alan shuddered through it, his muscles jumping under his skin, a continuous, guttural groan ripped from his chest as he emptied what felt like a week’s worth of tension into Kenny’s clutching heat.

Finally, spent, the tension snapped. Alan collapsed forward, his weight crushing Kenny into the cushions, his sweat-slicked chest heaving against Kenny’s back. They were both sticky, breathless, ruined.

Kenny could feel the wet, heated evidence of the “huge load” already beginning to seep out of him, onto the leather below. The air reeked of sex, salt, and spent whiskey.

Alan’s breathing slowly evened. He nuzzled, almost absently, at the sweat-damp hair at Kenny’s temple. His voice, when it came, was a wrecked, sleep-thick murmur against Kenny’s skin.

“No one… has ever done that to me before.”

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