A Wealthy Man Pretended to Be a Waiter and Invited a Woman on a Date to the Restaurant He Owns

When wealthy restaurateur Nate meets down-to-earth Beth at a gas station, her charm catches him off guard. Intrigued but wary from past heartbreak, Nate invites her on a date with a twist. Will his charade of being a waiter at a restaurant he owns reveal her true intentions?

Neon paint splatters covered my clothes, and I didn’t realize how ridiculous I looked until I pulled up to the gas station. I stepped inside, feeling sore and a little dazed from an intense paintball match, and that’s when I saw her.

The cashier.

A cashier at a gas station | Source: Midjourney

A cashier at a gas station | Source: Midjourney

Her blonde hair was tied up in a messy bun, a few wisps escaping around her face. When she noticed me and smiled, I swear my heart somersaulted.

“If the Terminator walked in right now,” she teased, “he definitely wouldn’t ask for your clothes.”

I blinked. For a second, I didn’t know whether to laugh or melt into the floor.

“I… I was just playing paintball,” I replied sheepishly. My cheeks flamed up in what I could only hope wasn’t an obvious blush.

A shy man | Source: Midjourney

A shy man | Source: Midjourney

She grinned wider, her eyes sparkling with amusement. “Really? That was my first guess.” She looked me up and down, making a show of inspecting the damage the paint had done to my clothes. “Did you win, or…?”

“Uh, yeah. My team won.” I shrugged, trying to appear casual, though it was hard to feel composed under her playful gaze.

“Well, congrats, soldier. Need a victory snack?” She winked at me and nodded at the candy shelf, her tone still dripping with mock seriousness.

A woman working as a gas station cashier | Source: Midjourney

A woman working as a gas station cashier | Source: Midjourney

I couldn’t help but laugh. This woman — Beth, her name tag read — was a breath of fresh air. I don’t know what came over me, but the next thing I knew, I blurted out, “Would you like to grab dinner with me sometime?”

She blinked, the smile fading slightly as surprise flickered in her eyes. For a moment, I feared I’d misread the whole thing. But then she tilted her head and her grin returned to full force.

“Alright. Sure… just no paintball, okay?”

A grinning gas station cashier | Source: Midjourney

A grinning gas station cashier | Source: Midjourney

We exchanged numbers, and I walked out of that gas station with a date to look forward to. I was excited, but it didn’t take long for the anxiety to set in.

I’ve been burned too many times before. Women were more interested in the idea of Nate, the wealthy restaurateur than in Nate, the man who liked obscure indie bands and reading Manga. So, I devised a little test. Maybe it was crazy, but I had to know.

I invited Beth to my upscale Italian restaurant downtown. It was the crown jewel of my empire, and would now also be the stage on which I’d expose Beth’s true intentions.

The interior of an upmarket restaurant | Source: Midjourney

The interior of an upmarket restaurant | Source: Midjourney

I watched from across the room as Beth entered in a simple red dress that made her look effortlessly beautiful. The staff already knew the plan, so I hurried over to greet her, my heart pounding.

“Hey,” I said, guiding her to a corner table. “I’m so glad you came. I saved us the best table.”

Beth smiled, glancing around. “Oh? You come here so often you know which table is the best?”

A woman speaking to her male companion | Source: Midjourney

A woman speaking to her male companion | Source: Midjourney

I chuckled as I sat across from her, fidgeting with the napkin. “Yeah, I work here. Just finished my shift, actually.”

Her eyes flickered with surprise, but her trademark grin quickly replaced it. “Really? I’ve always wanted to be a waitress. Maybe I’ll jump in for a shift after dinner.”

I laughed nervously, watching her reaction closely. “I don’t recommend it. The pay’s awful, and the hours? Brutal.”

As if on cue, one of my waiters approached with menus, winking subtly at me.

A man seated at a table with his date | Source: Midjourney

A man seated at a table with his date | Source: Midjourney

“Good to see you, Nate. Still recovering from that lunch rush?” he asked, playing his part perfectly.

“Yeah, barely survived,” I said with a tight smile.

Dinner arrived, and soon we were talking and laughing like old friends. She told me about her love of books, and how she used to want to write, but ended up working at the gas station to help her mom out.

She was funny and quick-witted. Her humor caught me off guard at every turn and I was thoroughly charmed by her.

A woman in a restaurant | Source: Midjourney

A woman in a restaurant | Source: Midjourney

Being with her felt… effortless.

As dessert approached, my restaurant manager, Tom, came over, looking furious. Of course, it was all part of the act, but Beth didn’t know that.

“Nate!” Tom snapped, glaring at me. “You skipped out on the last 15 minutes of your shift. What the hell? Get back to the kitchen and wash the dishes, or you’re fired!

Beth’s eyes went wide, and I could see the shock register.

A wide-eyed woman | Source: Midjourney

A wide-eyed woman | Source: Midjourney

Beth stood, her face softening with concern. “Hey, it’s okay. If you need to go, go. We can always—”

“I’m really sorry,” I cut in, feeling the weight of the lie. “I’ll have to finish up back there. I’ll, uh, text you later?”

“Sure,” she replied with a wink.

And with that, I excused myself, heading toward the kitchen, my mind racing. I needed time to think and to plan my next move, but I had barely been back there for two minutes when the kitchen door creaked open.

A staff entrance in a restaurant kitchen | Source: Pexels

A staff entrance in a restaurant kitchen | Source: Pexels

Beth slipped in, her face glowing with a mixture of amusement and determination.

“You haven’t started yet?” she teased, rolling up her sleeves. “Come on. Let’s wash these dishes together and then go for a walk on the pier.”

I stared at her, completely floored. How did I get so lucky? A flood of emotions swept over me. It was clear now that Beth really did like me, enough to wash a mountain of dirty dishes so we could continue our date at the pier… how was I going to tell her this was all a test?

A thoughtful man | Source: Midjourney

A thoughtful man | Source: Midjourney

The dishes clinked together as we scrubbed side by side, our elbows occasionally bumping. Guilt stabbed at me each time Beth smiled at me like this was the most natural thing in the world — standing in the back of a high-end restaurant, washing dishes after a first date.

I couldn’t stop stealing glances at her, wondering how someone like her could be so unaffected by everything.

After we finished, Beth wiped her hands on her dress, completely unfazed by the water spots. She looked at me with a playful gleam in her eyes.

A smiling woman in a restaurant kitchen | Source: Midjourney

A smiling woman in a restaurant kitchen | Source: Midjourney

“Well, I can’t say I expected to end up elbow-deep in suds tonight, but it wasn’t half bad. So, what now? Are we walking to the pier, or are you making me clean the kitchen, too?”

I chuckled, but the sound caught in my throat. I had to come clean with her. It was now or never.

“Beth, I have to tell you something,” I said, my voice a little too serious for the moment.

She tilted her head, her smile fading just a bit. “Okay…?”

A woman smiling uncertainly | Source: Midjourney

A woman smiling uncertainly | Source: Midjourney

I took a breath, the truth ready to burst out of me. “I’m not a waiter. Well, I used to be, but not anymore. I’m actually the owner of this place. I own this restaurant and two others in the city.”

Beth blinked, her brows knitting together in confusion. “Wait… what?”

“The whole thing tonight was a setup,” I admitted, guilt creeping into my voice. “I wanted to see if you liked me for who I am, not for the money or the restaurant. I know it’s crazy, but I’ve been burned before, and didn’t want to risk it again.”

A guilty man | Source: Midjourney

A guilty man | Source: Midjourney

For a moment, Beth just stood there, her expression unreadable. My heart pounded in my chest as the silence stretched on. Then, she crossed her arms and gave me a long, searching look.

“So, let me get this straight,” she finally said, her tone carefully neutral. “You lied to me all night because you thought I might be… what? A gold digger?”

I winced. “It wasn’t like that. I just… I’ve had bad experiences. But I like you so much… I just didn’t want to mess this up.”

Her gaze softened a little, but there was still a hurt flicker in her eyes.

A woman in a kitchen with a hurt expression | Source: Midjourney

A woman in a kitchen with a hurt expression | Source: Midjourney

“So, you were testing me.”

“I know it sounds terrible, and it is,” I said quickly, stepping closer. “But I had to be sure you liked me for me.”

Beth stood quietly for a moment, processing. Then she shook her head with a small, incredulous laugh.

“So… did I pass your test?”

I nodded earnestly, feeling the weight of the night lift off my shoulders. “With flying colors.”

A serious man | Source: Midjourney

A serious man | Source: Midjourney

She smiled back, and her playfulness quickly returned. “Oh, and for the record — your restaurant’s food isn’t that great. Next time, we’re going somewhere else, somewhere we won’t end up washing dishes, okay?”

I laughed, the sound echoing through the empty kitchen. “You got it.”

Here’s another story: At a family outing, my mother-in-law switched my mild chicken for an extra-spicy option, leaving me humiliated in a crowded restaurant. As my mouth burned and Linda smirked, I decided to plan a dinner that would teach her a lesson she’d never forget!

This work is inspired by real events and people, but it has been fictionalized for creative purposes. Names, characters, and details have been changed to protect privacy and enhance the narrative. Any resemblance to actual persons, living or dead, or actual events is purely coincidental and not intended by the author.

The author and publisher make no claims to the accuracy of events or the portrayal of characters and are not liable for any misinterpretation. This story is provided “as is,” and any opinions expressed are those of the characters and do not reflect the views of the author or publisher.

My Boyfriend Demanded That I Give Him My Card to Pay Our Restaurant Bill

When Lisa earns her much-deserved promotion, she wants to go out and celebrate with her boyfriend, Troy. At the restaurant, Lisa learns that Troy just wants to put on a façade and be the ‘man’—disrespecting her and her hard-earned role. But when he gives his number to a waitress, things take a turn, causing Lisa to embarrass Troy and walk out of their relationship.

It was meant to be a night of pure celebration. After six months at my new job, I had finally earned a significant promotion and was eager to share the joy with Troy, my boyfriend.

He suggested the new upscale restaurant in town, famous for its ambiance and gourmet menu.

“Let’s just get dressed and go out, Lisa,” he said. “We don’t do this very often, so let’s make the most of it.”

I had to agree; we rarely did this—we rarely decided to go out and indulge in anything.

“Fine,” I agreed. “A night out is exactly what we need.”

And I believed that we needed it. Mainly because, as much as I wanted to believe that Troy and I were supposed to last forever, I had begun to see some cracks in our relationship. Something just felt different.

I was happy in my job, but Troy wasn’t happy in his.

“I do so much, but nobody bothers to recognize me,” he said grimly one evening when he came over for salsa night.

Troy sat on the couch and dug his chips into the salsa and guacamole, complaining about work the entire evening.

It was because of his moods regarding work that I didn’t tell him anything good about my job.

“Maybe you just need to give it more time,” I said, handing him a frozen margarita. “You just started there a few months ago.”

“Lisa, please,” he said. “You wouldn’t understand. Let me be.”

But when I had gotten news of this new promotion, there was no way that I was going to keep it to myself. I wanted to celebrate and be celebrated, and I hoped that Troy would want to do just that.

To my surprise, he seemed really excited about it, and he told me that he was proud of me.

“Really, babe,” he said when he came over to my apartment to pick me up. “This is a big deal, and I’m proud of you.”

The evening started beautifully. Troy showed up with a bouquet of flowers, and he sat down and waited while I got ready. Usually, he wasn’t pleased if I was still getting ready when he arrived, but this evening was different.

“Come on,” I said. “I’m ready!”

Troy put his phone away and stood up, leading the way out of my apartment to where his car was waiting for us.

We drove in silence, but for once, the silence wasn’t tense—it was peaceful, and I felt that maybe Troy was changing. That he was becoming someone who wanted to be here and be present with me.

The soft lighting and the stunning view of the city skyline from our table set a romantic backdrop for our evening. We toasted to my success, with Troy raising his glass of champagne high.

“To the most amazing woman I know,” Troy cheered, clinking his glass against mine. “And to many more successes to come.”

“To us and to the future!” I echoed, suddenly caught up in the moment.

We went through the menu and ordered our meals while Troy spoke about the shared dreams that we had—from the Bali holiday that we had been speaking about for a long time, to wanting to move in together soon.

“I just think it’s time,” Troy said. “And now that you have your promotion, it will be much easier for us.”

Everything went along well, until the waitress brought our food over. Troy kept glancing at her, hoping to catch her eye—he winked at her twice.

I didn’t want to make a scene about it—Troy did this whenever he had something to drink. He behaved as though being a flirt was second nature.

But then, as we neared the end of our meal, I noticed a change in Troy. His usual easy smile tightened when the check was brought to our table. He smiled at the waitress as she stepped aside.

“You should let me pay with your card,” he said, a strain of insistence in his voice.

I was surprised. On the one hand, I didn’t mind paying for the dinner because it was my promotion and I was making a lot more money than I had before. But at the same time, I had also hoped that Troy would want to spoil me for the night.

“Why can’t you use your own card?” I asked, surprised by the frown on his face.

Troy’s irritation was barely concealed.

“Clearly because you’re the one who got promoted, and I don’t have enough money for these fancy dinners, Lisa! You know that, and yet you act like you don’t.”

I was confused by his logic.

“I’ll just pay with my card,” I said, putting my handbag on the table. “It’s not a big deal.”

My boyfriend’s face hardened as he took a sip of his whiskey—he had switched from champagne halfway through the meal.

“It’s embarrassing, Lisa,” he said. “It’s like you’re actually trying to humiliate me by not letting me be the man who pays.”

I didn’t know how to react to Troy’s words. It didn’t make sense to me. And I couldn’t understand what the waitress had to do with who was paying for our meal.

I would have retaliated and stood up for myself, but I could feel my energy being drained by Troy.

I felt cornered. And because I wanted to avoid making a scene, I reluctantly handed over my card.

Troy smirked and picked up my card, signaling for the waitress with an exaggerated flourish, presenting my card as if he were performing a grand gesture.

“I’ll be right back with the card machine,” the waitress said.

Feeling uneasy, I excused myself to the restroom. I just needed a moment to be myself. Troy did this all the time. But I thought that the evening was going well and that he was changing.

Of course, I was wrong.

Before thinking it through, I pulled my phone out and logged onto my banking app. With a few swipes and clicks, I had blocked my card.

Let’s see him pay now, I thought to myself.

On my way back, I paused near the bar, my attention caught by Troy’s laughter from across the room.

He was flirting openly with the waitress, scribbling something onto a napkin—presumably his phone number.

He handed it to her with a wink. I was stunned. I was hurt. A rush of indignation surged through me.

I returned to the table as the waitress spoke.

“I’m sorry, but there seems to be a problem,” she said. “Your card was declined.”

Troy’s confident façade crumbled as he stammered, turning away.

“What?” he asked. “Surely that can’t be right.”

Feigning concern, I suggested that Troy call the bank.

He sat back in his chair and pulled out his phone, dialing the bank and putting the call on speaker.

The representative asked for the card number, which Troy read off my card, followed by a request for the account password.

Finally, Troy hesitated. He was at a loss.

“Okay, Sir,” the person said through the phone. “If you can verify the last three transactions, it would help.”

The waitress hopped from one foot to the other.

“I can answer that,” I said. “A lavender-scented candle, some skincare products, and a new book. And Sir, the name on the card is Lisa Simmons.”

The waitress’s expression cleared with understanding, and Troy was left floundering for a response.

I then pulled out another card and paid the bill myself.

“Lucky I have two cards,” I told Troy and the waitress. “But babe, since you enjoyed the service, I think you can get the tip.”

Troy, red-faced, scrambled through his wallet, pulling out only expired coupons and a few small bills.

I stood up, waiting for Troy to say something—anything, but he sat there tight-lipped.

“Hey, I didn’t take his number,” the waitress said, a smirk playing on her lips. “I just threw the napkin away.”

“I’ll find my own way home,” I told Troy as I walked out into the night.

As I walked outside, I didn’t know if I had made a mistake. But at the end of the day, no relationship should make a person second guess themselves or make them feel like celebrating themselves is wrong.

Which is something that Troy did all the time.

I think I’m finally done with him.

What would you do?

If you enjoyed this story, here’s another one |

When Kyra discovers, by accident, that her boyfriend, Henry, has been cheating on her, she goes completely numb. Until he sends her an invoice for everything that he had ever spent on her. Fueled by her anger, Kyra fights back, exposing Henry for who he is and asking for her monetary rewards in return.

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