The wine glass tipped, and a dark red stain spread across the white tablecloth like a slow-burning fire. Gasps echoed from nearby tables, but Emily Carter didn’t flinch. She leaned back casually, swirling the glass in her hand, her lips curving into a mischievous smile.
Across from her sat Nathaniel Hayes, a man every business magazine in the city had written about. At thirty-two, he was the youngest CEO of a tech empire worth billions. Women lined up just for a chance to dine with him, but tonight’s blind date was already going downhill.
And that was exactly what Emily had been paid to do.
She remembered the message clearly: “Make the date unbearable. Twenty dollars, easy cash. Just ruin it.” The sender? A woman who had desperately wanted Nathaniel for herself but wasn’t chosen. Emily didn’t even know Nathaniel personally—she was just a struggling graduate student who needed quick money. Twenty dollars wouldn’t change her life, but it would cover groceries for the week.
So she agreed.
She spilled wine on the table. She criticized the menu. She even pretended to yawn when he spoke about his work. Everything to make herself look like the worst possible match.
But instead of getting angry or walking out, Nathaniel watched her with quiet fascination. His sharp blue eyes didn’t miss a thing—her feigned clumsiness, her sarcastic comments, even the way she tried too hard to be disagreeable.
Finally, he leaned forward, folding his hands. “You’re not really like this, are you?”
Emily froze, the rehearsed smirk faltering. “Excuse me?”
“You’re putting on a show,” he said calmly. “I’ve sat across countless women who tried too hard to impress me. You’re the first who’s trying too hard to repel me. And honestly…” His lips curved into a half-smile. “…I find it refreshing.”
For the first time that night, Emily’s confidence cracked. This wasn’t supposed to happen. He wasn’t supposed to see through her act.
And yet, as Nathaniel’s gaze locked onto hers, she realized with a sinking feeling that the man she was paid twenty dollars to drive away might be the first person who truly saw her.
Emily tried to recover. She laughed, forcing nonchalance. “You think too highly of yourself, Mr. Hayes. Not every woman is desperate to win your heart.”
Nathaniel chuckled. “Good. Because I don’t need another woman rehearsing lines like it’s a job interview.”
The words hit harder than she expected. For years, Emily had waited tables, tutored kids, and taken odd jobs just to keep her head above water. Tonight was supposed to be another odd job—nothing personal, just a performance. But Nathaniel’s sharp intuition disarmed her.
She stirred her drink nervously. “So, what if I was putting on a show? Why would it matter to you?”
He leaned back, studying her. “Because it means you’re different. And different is interesting.”
Emily looked away, heart pounding. This wasn’t part of the plan. She was supposed to sabotage the evening, not become the center of his curiosity. The more she pushed him away with sarcasm, the more intrigued he became.
By the time dessert was offered, Emily was torn between relief and panic. Relief because the date would soon end, panic because Nathaniel didn’t seem like the type to forget faces. He would remember her, question her, maybe even pursue her. And that could expose the truth: she was just a broke student who took twenty dollars to ruin his night.
When the waiter set down a plate of tiramisu, Nathaniel smiled faintly. “Emily, let’s skip the games. I can tell you’re not really this cold. Tell me something real about you. Something no one else at this restaurant would guess.”
Her chest tightened. She could lie. She could brush it off. But under his steady gaze, she found herself whispering, “I haven’t had dinner in a place this nice since… ever.”
The honesty slipped out before she could stop it. And Nathaniel’s expression softened, not with pity, but with genuine interest.
At that moment, Emily realized this wasn’t just another job. She was caught in something far bigger than twenty dollars.
Days passed, and Emily assumed Nathaniel would move on. But then came the text: “Dinner. My treat. No games this time.”
She almost deleted it. Accepting meant risking everything—if he found out the truth, she would lose not just his trust but also her dignity. But curiosity, and perhaps something deeper, pulled her in.
This time, she showed up as herself—no rehearsed clumsiness, no sarcastic remarks. She wore a simple dress, nothing flashy. And Nathaniel noticed.
“You’re different tonight,” he said as they sat down.
“Maybe because I’m not being paid this time,” Emily muttered under her breath, instantly regretting it.
Nathaniel’s brow arched. “Paid?”
Her stomach dropped. The truth tumbled out in fragments: the anonymous woman, the twenty dollars, the instructions to ruin the date. She expected him to get up and leave, maybe even humiliate her for the scheme.
Instead, Nathaniel leaned back and laughed. Not cruelly, but with genuine amusement. “So let me get this straight. Someone paid you twenty dollars to ruin my date, and you actually went through with it?”
Emily’s face burned. “I needed the money.”
His smile softened. “Most people in this city would sell their soul for a chance to sit at this table with me. You tried to sabotage it—for twenty bucks. That’s the most honest thing anyone’s done around me in years.”
She blinked, stunned. “You’re not… angry?”
“Angry?” Nathaniel shook his head. “Emily, I’m impressed. You didn’t come after me for wealth or power. You came because life cornered you. And you still managed to stand out.”
For the first time, Emily felt seen—not as a pawn in someone else’s game, not as the poor girl hustling for scraps, but as herself.
And in that moment, she realized the man she was paid twenty dollars to ruin might just be the man who could change her life.