A Beautiful Woman Paid Me $500 to Pretend to Be Her Boyfriend – It Almost Cost Me Everything

I never thought a stranger in a café could undo everything I’d built. But all it took was three hours, a dazzling smile, and five hundred dollars.

Six months ago, my life was predictable—safe. I had a solid job in marketing, a modest apartment, and a daily routine designed around two goals: get promoted and take care of my mother. After my dad vanished when I was twelve, she raised me alone—every bill, every birthday, every heartbreak. Supporting her in her later years wasn’t a burden. It was a privilege.

So while my coworkers were planning weddings or weekend getaways, I was glued to my desk, chasing deadlines and drafting campaign strategies. “You need a life, man,” Jake from IT would tell me. I’d just smile and keep typing. Love could wait. Stability couldn’t.

Then came that Saturday.

I was at my usual café, halfway through an article on digital trends, when a woman I’d never seen before slid into the chair across from me like we were old friends.

“Hi, I’m Meredith,” she said, eyes locked on mine. “Want to make $500 for pretending to be my boyfriend for three hours?”

I thought I’d misheard her. She looked like she belonged on a magazine cover, not hustling strangers in coffee shops. I laughed nervously. “I’m sorry, what?”

She was serious. Her dad was a pushy traditionalist who wouldn’t stop pressuring her to settle down. So, she’d lied—told him she had a boyfriend. Her original plan fell through, and now she needed a stand-in. Just one lunch. Three hours. Five hundred bucks, cash.

Everything about it screamed bad idea, but when she said I looked trustworthy—and the kind of man her parents would like—I felt myself caving. That money could cover two months of Mom’s therapy sessions. I said yes.

We walked to the restaurant, and I rehearsed a few fake facts about our “relationship.” She was bubbly, quick, and confident. I told myself it’d all be over by dessert.

Then I saw her father.

David.

My boss.

The CEO.

The same man who’d been hinting at a possible promotion. The same man who’d said he admired my drive and professionalism.

He stared at me like I’d just crash-landed into his wine glass.

“Mom, Dad, this is Anthony,” Meredith beamed. “My boyfriend.”

I wanted to run.

The next hour was a surreal blend of corporate Q&A disguised as family dinner. David kept circling back to business talk—projects, client accounts, campaign performance—while Meredith’s mom practically planned our wedding. Then, just as I thought it couldn’t get worse, David raised his glass and said with unnerving calm:

“If you hurt my daughter, you’ll never work in this industry again.”

I smiled politely. Inside, I was unraveling.

When we finally left, I cornered Meredith on the sidewalk.

“This is over,” I said. “I can’t risk my job.”

But she was cool as ever. “Too late. You’re in it now. Family dinner next week.”

“Absolutely not.”

She just winked. “Don’t disappoint me.”

And just like that, the trap was sealed.

The next week, she called. I should’ve refused. But all I could hear was David’s threat. What if she twisted the truth? What if I lost everything because of a misunderstanding?

So I went. Again.

That night, David dropped more pointed comments about our “future,” and Meredith smiled like she believed every word. On the drive home, I begged her to end it. Offered to return the money.

She laughed.

“You think I picked you knowing who you were? That was luck. But now? You’re leverage. You back out, I’ll tell Daddy you were stalking me. Harassing me. Let’s see how far your career goes then.”

My hands were shaking.

What she didn’t know? I’d recorded the whole conversation.

The next morning, I walked into David’s office and played the audio. I told him everything—how we met, how I didn’t know who she was, how I got sucked into something that could destroy me.

He listened. Then… laughed.

“Anthony, this isn’t the first time,” he said, shaking his head. “Meredith’s been pulling this stunt for years. Her mother doesn’t know she prefers women. So, she brings home fake boyfriends to keep up appearances.”

I blinked, stunned.

“I admire that you came to me,” he continued. “It shows integrity. Don’t worry—I’ll handle Meredith. And my wife.”

He watched me delete the recording from my phone.

I didn’t mention the backup.

Two weeks later, I was promoted to marketing manager. A month after that, I was leading a new team. Meredith never called again. Word around the office was her parents had finally had an honest conversation—and the fake boyfriend charade was over.

Looking back, that five hundred dollars nearly cost me everything.

But telling the truth? That gave me everything I didn’t even know I deserved.

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