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All characters depicted in this story are fictional and 18 years of age or older. Everything portrayed is safe, sane, and consensual.

This part of the story is written in third person from Sebastian’s perspective

Sebastian sat alone in the study, the room dim except for the single lamp on the desk and the faint glow of the city beyond the windows. A half-empty glass of single malt rested in his hand, the amber liquid catching the low light as he tilted it. The house was quiet now, the kind of quiet that settled after a weekend like this one. Evan was asleep upstairs, sprawled across the sheets in the master bedroom, body lax and marked in all the places Sebastian had touched him. The thought brought a slow, private smile to Sebastian’s lips.

He had not expected this. Not Evan. Not the way the younger man had slipped past every defense he had spent years building. The massage earlier, the rooftop dinner, the slow, deliberate way he had taken Evan apart in bed tonight, it had all felt dangerously close to something real. Something he usually avoided.

The phone on the desk vibrated once. Sebastian glanced at the screen. Tyler.

“Drawing up a really good offer that Veronica cannot refuse.”

Sebastian’s thumb hovered over the reply for a moment. He typed back quickly.

“Thanks, Tyler. Up the offer if she pushes back. Make it impossible to say no.”

He hit send, set the phone down, and poured another two fingers of whiskey into the glass. The burn was familiar, grounding. Tyler had always been the one who handled the mess so Sebastian did not have to look at it too closely. Settlement drafts, nondisclosure agreements, quiet payoffs when someone got too close to the truth. Tyler never asked questions Sebastian did not want to answer. Never demanded more than the trust already given. He was safe. Reliable. The one person who knew every shadow in Sebastian’s life and still stayed.Sebastian leaned back in the leather chair, glass resting on his thigh. He thought about the first time Tyler had walked into his office ten years ago.Sebastian’s First Time Meeting Tyler Voss

Ten years ago… Sebastian was the newly minted CEO of Blackwell Industries, riding the high of aggressive expansion and the kind of ambition that burned through competitors like paper. He had just closed a major acquisition when the first real crack appeared. His former business partner, a man he had once trusted with board-level decisions, quietly began poaching clients and leaking proprietary information to a competitor. The betrayal was surgical, discreet, and potentially devastating if it reached the press or the board.

Sebastian had hired the best firm money could buy. The junior associate assigned to the case walked into his corner office on a Tuesday afternoon carrying a single leather portfolio and a calm that bordered on arrogance. Tyler Voss. Twenty-four years old, dark hair neatly combed, navy suit pressed to perfection, eyes sharp enough to cut glass. He did not fidget, did not smile too much, did not waste words. Within ten minutes of sitting down he had laid out a strategy that combined injunctions, non-compete enforcement, and a quiet counter-offer designed to make the partner walk away before the story ever reached daylight.

Sebastian had leaned back in his chair and studied the younger man. “You’re sure this will stay contained?”

Tyler met his gaze without blinking. “I’m sure it will stay quiet.”

The case was resolved in under three weeks. The partner signed the settlement, returned the stolen data, and vanished from the industry with a generous exit package and an ironclad NDA. No headlines. No whispers. Just clean silence.

They celebrated the victory that Friday night at a discreet bar on the top floor of a hotel Sebastian owned a stake in. Low lights, leather booths, jazz playing soft enough to talk over. Sebastian had ordered a bottle of Macallan 25 and poured for both of them. Tyler accepted the glass with a small nod.

“To discretion,” Sebastian said, raising his own.

Tyler touched the rim to his. “To winning.”

They talked for hours. Business at first, then strategy, then something looser. Sebastian noticed the way Tyler’s eyes lingered a beat too long on his mouth, the way his fingers flexed around the glass when Sebastian leaned closer to speak. The air shifted gradually, thickening with unspoken interest.

Sebastian set his glass down. “You’re nervous.”

Tyler laughed once, short and self-aware. “I’m not nervous. I’m… paying attention.”

Sebastian smiled slowly. “Good. Because I’ve been paying attention too.”

He leaned in, voice dropping. “Don’t worry. You aren’t mistaken. I am hitting on you.”

Tyler’s throat worked. “Mr. Blackwell—”

“Tyler. The case is done. You’re not my lawyer anymore.”

Tyler exhaled, a small, unsteady sound. “Uh.. but…I’ve never… with a man.”

Sebastian held his gaze. “But would you want to?”

The question hung between them, quiet and deliberate. Tyler looked down at his glass, then back up. His voice was softer now, almost confessional.

“I think I would. With you.”

Sebastian stood, offered his hand. Tyler took it.

They moved to the suite upstairs. The door had barely closed before Sebastian had Tyler against the wall, kissing him slow and deep, giving him time to adjust. Tyler kissed back tentatively at first, then with growing hunger, hands sliding up Sebastian’s chest, fingers fumbling with buttons. Sebastian smiled against his mouth, guiding Tyler’s hands away, taking control.

“Let me show you,” he murmured. “Let me show you what it feels like to be with a man.”

He walked Tyler backward to the bed, undressing him piece by piece. Shirt first, then belt, then trousers. Tyler’s breathing grew ragged as Sebastian knelt, tugging the briefs down, freeing him. Tyler was hard, flushed, trembling slightly. Sebastian looked up, holding his gaze, and took him into his mouth in one slow slide. Tyler’s head fell back, a choked sound escaping his throat. Sebastian worked him with steady, deliberate suction, tongue swirling, hand stroking the base, letting Tyler feel every sensation without rushing.

When Tyler’s hips started to jerk Sebastian pulled off, kissed the inside of his thigh, then rose to undress himself. Tyler watched, eyes wide, chest rising and falling fast. Sebastian climbed over him, kissed him again while reaching for the lube on the nightstand. He coated his fingers, slid one inside Tyler slowly, watching his face for every reaction.

“Relax,” Sebastian whispered. “Breathe.”

Tyler did, eyes locked on Sebastian’s, trusting. Sebastian added a second finger, curling them, brushing that spot that made Tyler arch and moan. He worked him open patiently, kissing him through every gasp, every shudder, until Tyler was rocking back against his hand, whispering please.

Sebastian withdrew his fingers, coated himself, and pressed in slow, careful inches. Tyler’s breath hitched, fingers digging into Sebastian’s shoulders. Sebastian paused, kissed his forehead, his jaw, waiting until Tyler nodded.

“Okay,” Tyler breathed. “I’m okay.”

Sebastian moved then, long, measured thrusts, letting Tyler adjust to the fullness, the stretch, the heat. Tyler’s legs wrapped around him, pulling him deeper. Sebastian groaned against his neck, hips rolling in a steady rhythm, each thrust dragging over that spot until Tyler was trembling beneath him.

“You are doing so good” Sebastian rasped. “So…so fucking perfect.”

Tyler’s hands roamed Sebastian’s back, nails scraping lightly. “Mr. Blackwell…”

Sebastian kissed him hard, swallowing the sound of his name, thrusting deeper, faster, chasing the edge together. Tyler came first, body locking tight, spilling between them with a broken cry. Sebastian followed moments later, burying himself deep, pulsing inside him, groaning low against Tyler’s throat.

They stayed like that, breathing hard, tangled and slick. Sebastian eased out slowly, kissed Tyler’s temple, then pulled him close against his chest.

Tyler’s voice was soft, almost shy. “You’re the only one I’d try this with.”

Sebastian pressed a kiss to his hair. “I know.”

That night had marked the beginning. A secret built on trust, discretion, and the understanding that some things were better kept between two people who knew how to keep them.

Years of Trust

Tyler Voss was officially assigned to Mr. Blackwell’s legal team shortly after that first victory. The arrangement began as a professional necessity. Sebastian needed someone he could trust with sensitive matters. Tyler proved himself capable again and again. Crises came in waves: a hostile takeover attempt, a leaked contract, a disgruntled executive threatening to go public with internal documents. Each time Tyler stepped in, drafted the necessary papers, negotiated quietly, and made the problem disappear.

The hookups started soon after. They remained casual at first, almost incidental. After one particularly long night in the office, when the last document was signed and the threat neutralized, Sebastian looked across the desk at Tyler and said, “Case closed. Celebration?”

Tyler had smiled, a little uncertain but willing. They ended up in Sebastian’s car in the underground garage. The windows were tinted, the engine off. Sebastian leaned over the console, kissed him once, slow and testing. Tyler kissed back, hands hesitant at first, then bolder. Sebastian guided him down, unbuckling his own belt with one hand while the other tangled in Tyler’s hair. Tyler took Sebastian’s cock in his mouth right there, eager and clumsy in the best way, learning quickly under Sebastian’s murmured instructions. When Sebastian came with a low groan, Tyler swallowed, then looked up with flushed cheeks and a small, satisfied smile.

That became a pattern. After every major win they found a way. A quick blowjob in the back of a town car on the way home from court. Rough hotel sex after a settlement was signed, Sebastian pinning Tyler to the mattress, thrusting hard and deep while Tyler gasped his name. Slow morning-afters in Tyler’s apartment when Sebastian stayed longer than planned, bodies tangled in sunlight, Sebastian tracing lazy patterns on Tyler’s back while they talked about nothing and everything.

Over time the physical side deepened into something else. Tyler confided in Sebastian about his own life: the pressure of climbing the ranks at his firm, the late nights, the way he never seemed to have time for a real relationship. Sebastian listened, offered quiet advice, shared fragments of his own guarded past. He told Tyler about the betrayal that had made him build walls, about the people who had used his trust and left when the shine wore off. Tyler never pushed for more than Sebastian was willing to give. He simply stayed.

Sebastian reflected on why it worked so well. No strings. Mutual discretion. Tyler was too busy with his career to want anything permanent, and Sebastian preferred it that way. The sex was release without complication, a safe outlet for desires Sebastian kept hidden from the rest of the world. Tyler understood the rules. He never asked for commitment. He never threatened to walk away when Sebastian pulled back.

Then Tyler left the firm he worked for. He came to Sebastian one afternoon with a simple offer: he wanted to join Blackwell Industries as in-house counsel. The move made sense. Tyler had proven himself indispensable. Sebastian agreed without hesitation.

That was when the hookups stopped.

They had never spoken about it explicitly, but the shift happened naturally. As Tyler joined Blackwell Industries full-time, the boundaries redrew themselves without fanfare. Work became the priority. The late nights turned into strategy sessions and boardroom prep instead of hotel rooms. Tyler was getting older, settling into his role, and around the time he came out publicly to close friends and colleagues, he started wanting something more stable; a real relationship, not just stolen moments. Sebastian saw the shift in him: the way Tyler’s eyes lingered a little longer, the quiet questions about weekends and plans. Tyler never demanded anything outright, but the desire was there, soft and unspoken.

Sebastian could not give it to him. Not then. He was not ready to let anyone that close, not when every attachment in his past had come with strings he could not untie. He valued Tyler too much to risk turning their easy trust into something messy or painful. So they let the physical side fade. No dramatic conversation. No fight. Just a mutual, silent agreement that the hookups belonged to a different chapter. The sex stopped, but the bond did not. If anything, it grew stronger in the absence of complication.

Tyler became the one person Sebastian could call at three in the morning when a crisis hit. The one who knew every shadow, every secret, every mistake. He handled the messes, kept the world at bay, and never once asked for more than the trust already given._

Sebastian set the whiskey glass down on the desk and stared at the screen for a long moment. Tyler’s last message still glowed there, simple and efficient. The kind of efficiency that had kept Sebastian’s life clean for a decade. He exhaled slowly, the burn of the liquor lingering in his throat, and leaned back in the chair until the leather creaked under his weight.

Tyler knew everything. Every discreet encounter, every late-night crisis, every shadow Sebastian had buried deep enough that even he sometimes forgot the shape of them. Tyler had been there for the fallout of bad decisions, for the quiet payoffs, for the mornings after when Sebastian woke up alone and preferred it that way. He had never judged, never asked for more than the trust Sebastian had been willing to give. That was the arrangement. No strings. No expectations. Just release and reliability.

Sebastian had not wanted a relationship back then. He still remembered the clarity of that choice. A relationship meant vulnerability, meant someone who could walk away with pieces of him, meant the kind of exposure that could unravel everything he had built. Tyler had understood without needing to be told. They had both been content with what they had: friendship sharpened by occasional heat, nothing more.

But Evan was different.

Sebastian glanced toward the open door of the study, the hallway beyond it leading upstairs to the master bedroom where Evan slept. The thought of him lying there, unmarked by years of careful distance, stirred something unfamiliar in Sebastian’s chest. Evan had slipped past every defense without even trying. The way he looked at Sebastian, not with calculation or hunger for power, but with open want, unguarded trust…made Sebastian feel exposed in a way Tyler never had. Tyler had been safe because he knew the rules. Evan made Sebastian want to rewrite them.

He rubbed a hand over his jaw, feeling the faint stubble. Was he ready for this? For something that might demand more than he had ever given? The question sat heavy. All these years of hookups, of keeping people at arm’s length, of treating desire like a transaction that ended when the door closed. He had told himself it was enough. Clean. Controlled. But Evan was already inside those walls, and Sebastian was not sure he wanted to push him back out.

He decided then, quietly, that some things would stay buried. Evan was too new, too unscarred by the messier parts of Sebastian’s life. Too pure for the history that had shaped him. The nights with Tyler, the secrets they had shared in hotel rooms and back seats, would remain locked away. Not out of shame, but out of something closer to care. Evan deserved to see the man in front of him now, not the one who had spent a decade learning how to keep people close without letting them in.

Sebastian stood and walked upstairs. The hallway was dark except for the soft glow spilling from the bedroom door he had left ajar. Evan was still asleep, sprawled on his stomach, one arm flung across the pillow Sebastian usually claimed. The sheet had slipped low, exposing the curve of his back and the faint red marks Sebastian’s hands had left earlier.

Sebastian shed the robe and slid into bed behind him, careful not to wake him. He pressed against Evan’s back, arm sliding around his waist, pulling him close until their bodies fit together like they had always belonged that way. Evan stirred faintly, sighed in his sleep, and settled deeper into Sebastian’s hold.

Sebastian buried his face in the crook of Evan’s neck, breathing in the scent of him. His heart beat faster than it should have, a rhythm that felt almost foreign after so many years of steady control.

Ten to twelve years of hookups, of careful distance, of never letting anyone other than Tyler stay the night unless the door was already closing behind them. And now this. A man asleep in his arms, soft and trusting, who had somehow made Sebastian wonder if he was finally ready for more.

‘Am I ready to finally let someone stay?’ he thought, fingers tightening slightly around Evan’s waist.

He pressed a slow kiss to the back of Evan’s neck and closed his eyes.

────────────────The Billionaire’s Secret 🥀 | Part 15: Monday Blues & Digging Deeper

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Comments

J

Wow so sweet I love the backstory but also the fact that Sebastian is falling for Evan

Executive.Kub

Love the complexities this chapter brings because they offer so many possibilities!

StoriesByTroy

That makes me so happy to hear 🥰 I love planting those layers and watching the possibilities unfold <3

Executive.Kub

You are doing it so VERY well! I have not seen another author in this genre that compares!

Levikez

Loved this chapter from Sebastian’s view, getting that closer look beneath his shell was great. Sebastian is my favourite name, always wanted a Sebastian myself but never happened so now I can just read and dream he’s mine through your writing!