Tales of a Sugar Daddy

Chapter 5 Reflections with Astra

Caspian sat in his penthouse, a glass of whiskey in hand, the city stretching out below him in glittering silence. The skyline was endless, sprawling beyond the glass walls of his living room, but he didn’t see it. His mind was elsewhere—buried in the structure of the life he had built, the rules he had set to keep everything in control.

This was his kingdom.

Not the sterile walls of an operating room, not the relentless calls for his expertise. Those days were gone. Here, there were no life-and-death decisions, no consequences beyond what he chose to allow. His hands no longer saved lives—they commanded pleasure, obedience, indulgence.

And there were rules to maintain it.

He rolled the glass between his fingers, the amber liquid catching the dim light of the room.

Rule One: No attachments.

Caspian didn’t do love. He didn’t do soft glances or whispered promises. What he gave was measured, deliberate, and always, always transactional.

His sugar babies came to him for pleasure, power, and escape. They wanted the thrill of being claimed, of being guided into indulgence, of knowing their desires were curated by him, for him.

And in return, they followed his rules.

No late-night messages. No sudden appearances outside these walls. No pretending it was something it wasn’t.

Some learned that lesson quickly. Others… blurred the lines.

It had happened before.

There had been women who had read too much into the way he touched them. Who mistook his precision for tenderness. Who looked at him with something more than submission in their eyes.

That was when he ended things.

Cut it clean.

Before the emotions could sink their claws into his world.

Because emotions led to weakness.

And Caspian Frost didn’t do weakness.

He leaned back against the couch, exhaling slowly, letting the weight of the thought settle before pushing it aside. Tonight was about Astra.

She was still learning, still adjusting to this life. She was young, eager, and, most importantly, she understood the rules.

Or so he thought.

Caspian checked his watch. She would be here soon.

A flicker of anticipation curled through him—not for her, but for the moment itself. The moment where he would remind her exactly what this was.

Nothing more.

Never more.

Just his world. His control. His rules. And she would follow them.

He stood, setting his glass down as he moved through the penthouse, the dark wood floors cool beneath his bare feet. Everything in this space had been designed for pleasure. The dimmed lighting, the silk sheets that adorned the large bed, the glass walls that overlooked the city—a display of indulgence that few ever got to experience.

But the most important space was beyond the bedroom—his private spa.

It was where he conducted his sessions, where he stripped them of their outside lives, their thoughts, their control. And tonight, Astra would surrender to him once again.

He stepped inside, inhaling the familiar scent of warm vanilla and sandalwood. The room was designed to be calming, to lower defenses before the indulgence began. A massage table sat at the center, draped in Egyptian cotton sheets, bathed in the glow of low candlelight.

Caspian adjusted the dimmer, setting the lighting exactly how he wanted it.

Then, he reached for the selection of oils on the nearby shelf, choosing the one he knew would affect her the most. Jasmine.

A scent known for its intoxicating effect, for its ability to heighten the senses.

He poured a small amount into his palm, rubbing it between his fingers, testing the warmth. The texture was silky, perfect for what would come next.

The soft chime of the elevator announced Astra’s arrival.

Caspian didn’t rush. He moved with the same unshaken control that dictated every part of his life. Anticipation wasn’t about impatience—it was about power. About knowing that she would walk through that door and give herself to him exactly as he commanded.

He heard the faint click of heels against marble before she appeared. Astra.

Wrapped in a silk robe, her dark hair cascading over one shoulder, lips painted a shade darker than usual. She had dressed for him, as expected.

Her eyes, however, were different tonight. More assured. More hungry.

Good.

He let his gaze rake over her, unhurried, taking in every inch of bare skin revealed beneath the loosely tied robe. She shivered under the weight of it—not fear, not hesitation, but something far more delicious.

"Right on time," he murmured, voice smooth, deliberate.

Astra swallowed, nodding. "I didn’t want to keep you waiting."

"You don’t." He stepped closer, circling her the way a predator might assess its prey. "But I wonder if you know what I expect tonight."

She exhaled, the rise and fall of her chest betraying the effort to keep her breathing steady. "To please you."

His smirk was slow, approval curling at the edges of his lips. "That’s a good start."

Caspian reached out, fingertips ghosting along the tie of her robe before undoing it with a simple tug. The silk slipped from her shoulders, pooling at her feet, leaving her bare and waiting.

He let the silence settle between them, stretching the moment just long enough for the heat to build.

Astra had learned not to fidget. Not to ask for what she wanted.

But he saw the need in her—the way her thighs pressed together just slightly, the way her lips parted without a single word.

Caspian guided Astra onto the massage table, the cool sheets a stark contrast to the heat simmering beneath her skin. Her breath hitched as he took his time, positioning her just as he wanted—sprawled beneath him, open, waiting.

With practiced ease, he reached for the silk ribbons, wrapping them around her wrists before securing them to the discreetly placed hooks at the head of the table. The fabric was smooth, luxurious, but there was no mistaking its purpose.

Caspian tied them just tight enough to keep her restrained, to remind her of her surrender, but not enough to cause discomfort. He tested the tension with a slow, deliberate tug, watching as her fingers flexed against the binds. A satisfied smirk played on his lips as he leaned down, his breath ghosting over her ear.

"Perfect," he murmured. "Now, let’s see how patient you can be."

Astra’s body arched in anticipation as Caspian knelt between her thighs, his presence commanding yet tender. His breath, warm and heavy, lingered against her sensitive flesh, sending shivers down her spine. She was already wet, her core throbbing with need, but Caspian was in no rush. He savored the slow build, the deliberate torture of her senses.

With deliberate slowness, he parted her lips with his fingers, his touch firm yet gentle. Her c******s, already swollen and aching, peeked out from its hood, a tender bud begging for attention. Caspian’s eyes locked onto it, his gaze intense and hungry.

Astra squirmed, her bound hands tugging helplessly at the scarves as she tried to close her legs, but Caspian’s strong hands held her open, exposing her most intimate place to his scrutiny.

“Relax,” he murmured, his voice a low rumble that vibrated through her. “You’re mine to play with, remember?”

Astra bit her lip, her breath coming in short gasps as she surrendered to his command. She trusted him—trusted him to push her boundaries, to make her feel things she never thought possible. And tonight, she knew, would be no different.

Caspian’s tongue flicked out, tracing lazy circles around her c******s, teasing her with light, feathery touches that made her arch off the couch. His beard scratched her thighs as he leaned in, his mouth hovering just above her most sensitive spot. Astra moaned, her hips bucking involuntarily as she sought the contact he denied her.

“Impatient, aren’t we?” he chided, his lips curling into a smirk. “Such a greedy girl.”

His words were like a spark, igniting a fire deep within her. She wanted to protest, to beg him to stop playing games, but the scarves around her wrists silenced her. Instead, she whimpered, her body trembling with anticipation.

Finally, Caspian’s mouth descended, his lips sealing tightly around her c******s. He sucked gently at first, his tongue swirling in a rhythm that sent waves of pleasure crashing through her. Astra gasped as her body responded to his touch. Her n*****s hardened, her breasts heaving with each ragged breath.

“That’s it, baby,” Caspian murmured against her skin, his voice muffled but no less commanding. “Let me feel how much you need this.”

His tongue worked its magic, lapping and sucking with a rhythm that built her pleasure to unbearable heights. His fingers slipped inside her, his touch firm as he stretched her open, keeping her exposed and vulnerable. Astra moaned, her hips rocking against his face as she sought friction, her bound hands clawing at the air in frustration.

“Caspian, please,” she whimpered, her voice thick with need. “I—I can’t—”

“Shh,” he soothed, his lips never leaving her. “Just feel it, Astra. Let go for me.”

His mouth was relentless, his tongue pressing deeper, his beard scratching her thighs as he devoured her. Her breath quickened, her body tensing as the pressure built, coiling tighter and tighter within her. She was on the edge, teetering precariously, but Caspian held her there, his rhythm steady and unyielding.

“Come for me,” he growled, his voice dark with desire. “Let me taste it.”

And then—she exploded. Her walls clenched around his fingers as she squirted, her release hot and uncontrollable, soaking his face and hands. Caspian drank it all in, his mouth never leaving her, milking every last drop of her ecstasy. Astra screamed, her body arching off the couch as her orgasm ripped through her, wave after wave of pleasure crashing over her like a tsunami.

“Oh f**k—Caspian—I—” she gasped, her words incoherent as her body shook with the force of her release.

He didn’t stop, his tongue continuing to lap at her, his fingers thrusting deep inside her as he wrung every last bit of pleasure from her. Her c******s was hypersensitive now, each touch sending jolts of electricity through her, but she couldn’t bear for him to stop. She was drowning in her own juices, her body a mess of trembling limbs and ragged breaths.

Caspian finally relented, lifting his head as he stood back, watching his handiwork with quiet satisfaction.

Astra lay sprawled on the massage table, her body limp, boneless, her chest rising and falling in uneven breaths. Her bound hands rested above her head, wrists still secured by the silk restraints.

She was a beautiful mess—her hair tangled against the sheets, her skin flushed with pleasure, her lips swollen from the cries that had escaped them. And yet, despite the exhaustion humming through her limbs, she had never felt more alive.

Caspian leaned over her, his eyes dark with satisfaction as he brushed a strand of hair from her face. “You’re beautiful when you come,” he murmured, his voice soft and reverent.

Astra smiled weakly, her chest still heaving as she caught her breath. “You—you made me squirt,” she whispered, her voice laced with awe.

He smirked, his fingers tracing the curve of her jaw. “First time?”

She nodded, her cheeks flushing with embarrassment. “I—I didn’t think I could.”

Caspian’s smirk widened, his thumb brushing her lips. “You can do a lot of things with me. And that’s just the beginning.”