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A Man Goes on a First Date with His Coworker and Sees That She Is Trying Her Best to Ruin It

Posted on March 10, 2025
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Claire wasn’t ready for a relationship, not after the betrayal she had been forced to endure. But Daniel’s persistence made her wonder if she could trust a man again. Just as she was ready to open her heart to love, she saw him with another woman, carrying her child on his shoulders.
The restaurant hummed with a quiet energy as the last plates were cleared, the low murmur of conversations fading into the night.

Claire moved methodically, wiping the counter in steady, even strokes.

The task was soothing, grounding her in the moment.

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It wasn’t just about cleaning—it was about keeping her thoughts at bay, safely locked away where they couldn’t hurt her.

“Claire, got a minute?”

The familiar voice cut through the stillness, soft yet commanding. She didn’t need to look up to know who it was.

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Daniel, the owner of the restaurant, stood a few feet away, his presence filling the room effortlessly.

She straightened, resting the cloth on the counter, and raised an eyebrow. “Let me guess,” she said, her tone light but tinged with exasperation.

For illustration purposes only. | Source: Midjourney
For illustration purposes only. | Source: Midjourney

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“You’re going to ask me out again.”

Daniel grinned, leaning casually against the counter.

His confidence was almost irritating, but there was something disarming about the way he held himself, like he was always in on a joke no one else had heard.

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“Maybe I am,” he replied, his smile playful. “Ice rink tomorrow? Come on, Claire. Third time’s the charm.”

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She opened her mouth, ready with another excuse, but the words didn’t come.

For illustration purposes only. | Source: Midjourney
For illustration purposes only. | Source: Midjourney

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There was a flicker of something in his expression—determination, perhaps, or hope—that gave her pause.

Most men would’ve backed off after one rejection, let alone two.

But Daniel didn’t seem fazed, and that persistence made her hesitate.

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“Why are you so sure I’ll say yes this time?” she asked, crossing her arms.

“Because you haven’t walked away yet,” he shot back, his grin widening.

For illustration purposes only. | Source: Midjourney
For illustration purposes only. | Source: Midjourney

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Claire couldn’t help it—a small laugh escaped her, surprising even herself.

For a moment, she let her guard slip, and in that fleeting second, she wondered what it would feel like to say yes. To trust again.

“Alright,” she said finally, her voice soft but steady. “I’ll go. Tomorrow.”

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Daniel’s smile spread across his face like sunlight breaking through clouds.

“Great. See you at seven,” he said, pushing off the counter and walking toward the door.

As he disappeared into the back, Claire stood there, her reflection shimmering faintly in the polished countertop.

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A strange mix of emotions swirled inside her—excitement, fear, and the faintest glimmer of hope.

Letting someone in felt dangerous, like stepping onto thin ice. But maybe, just maybe, it was worth the risk.

The bus groaned as it rolled over a pothole, its passengers rocking with the uneven rhythm.

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Claire sat by the window, watching the city pass by in a blur of gray buildings and streaks of sunlight.

Her reflection in the glass caught her eye—a faint smile she hadn’t worn in years. It felt strange, unfamiliar, but good.

“You look happy,” a soft voice interrupted her thoughts.

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Claire turned to see an older woman seated beside her. She had kind eyes framed by thin wrinkles, and her hands rested neatly on her lap.

Claire hesitated, unsure if she should respond.

Normally, she’d brush off a comment like that, retreating into silence, but something about the woman’s warmth made her feel safe.

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“I have a date,” Claire admitted, her voice almost shy.

The woman’s face brightened. “Ah, how wonderful! Is it someone special?”

Claire nodded, a small flush rising to her cheeks.

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“He’s my boss. He’s been asking for a while, and… well, he’s persistent. But he’s sweet. We’re going ice skating tonight.”

“Ice skating!” The woman chuckled, her eyes twinkling.

“That’s charming. You’re glowing, dear. It suits you.”

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Claire smiled wider, the words making her chest feel warm. She opened her mouth to say more, but her breath hitched suddenly.

Her gaze snapped to the park outside the window.

There he was—Daniel.

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He stood under the shade of a large oak tree, his hands resting gently on a little girl’s shoulders.

The girl giggled, spinning in a clumsy pirouette, while a woman stood nearby, laughing.

Daniel crouched, pulling the child into a hug, his smile wide and genuine.

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The warmth in Claire’s chest turned cold, her smile dissolving like ice under a flame. Her heart thudded painfully, and her vision blurred.

“Dear, what’s wrong?” the older woman asked, her voice tinged with concern as she noticed Claire’s tears.

Claire blinked rapidly, but the tears spilled anyway, trailing down her cheeks. “He lied,” she choked out, her voice trembling.

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“He has a family. I’m such a fool.”

The bus lurched forward, and Claire clutched her bag tightly. The weight of betrayal pressed down on her chest, making it hard to breathe.

She turned back to the window, the park now out of sight, but the image of Daniel’s smile lingered. She wouldn’t go home and cry, she decided.

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Crying felt too passive, too weak. This time, she thought fiercely, he’ll pay for his lies.

The ice rink shimmered under strings of twinkling lights, their soft glow reflecting off the smooth, glassy surface.

Laughter and music blended with the crisp winter air, creating an atmosphere that should have felt magical.

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For Claire, though, the beauty of the evening was a fragile mask for the storm brewing inside her.

She spotted Daniel standing near the entrance, a pair of rental skates dangling from his hand.

His casual smile and eager wave felt almost too perfect, like he didn’t have a care in the world.

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Claire forced a smile of her own and walked over, her every step calculated.

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