My Date Insisted on Paying the Bill – I Wish I Hadn’t Let Him

When Eric insisted on paying for our first date, I thought I had met a true gentleman. He arrived with a bouquet of roses, a sweet little gift, and charming conversation that seemed to flow effortlessly. Every romantic comedy cliché was unfolding before my eyes. I could already hear my best friend, Mia, smugly telling me, “I told you so.” She had set this up, after all.

I had my doubts when she first suggested it. “Come on, Kelly, just trust me. Eric is such a gentleman. You’ll love him,” she had gushed over the phone while I rifled through my closet, trying to decide what to wear.

“You’ve never set me up before,” I pointed out. “What makes you think you know my type?”

Mia was undeterred. “Because I know you better than anyone! And besides, Chris vouches for him too. They’ve been friends for ages.”

That gave me pause. Chris, Mia’s boyfriend, was a great judge of character. He wasn’t the type to hype someone up unless he really meant it. If he thought Eric was decent, then maybe I should give this a chance.

“Fine,” I sighed. “Show me a picture at least.”

Seconds later, my phone pinged. I opened the message, scanning the image with curiosity. Eric was clean-cut, well-dressed, and had a warm smile. Not bad.

“Okay,” I admitted. “He’s cute.”

Mia squealed in triumph. “Text him! Set it up! You won’t regret it.”

So, after a few casual texts, I agreed to meet Eric for dinner at a new Italian restaurant by the river—fancy, but not intimidatingly so. The kind of place where first dates could go either way: romantic success or awkward disaster.

I arrived five minutes early, standing near the entrance while nervously checking my reflection in my phone camera. That’s when I spotted him. My pulse quickened a little. He looked just as he did in his picture—attractive in a polished, business-casual way. But what I hadn’t expected was the bouquet of roses in his hand.

Not cheap grocery store flowers, either. These were from an actual florist, tied with a ribbon.

“You must be Kelly,” he said with that same warm smile. “These are for you.”

“Wow, thank you,” I said, pleasantly surprised. “You didn’t have to do that.”

“I figured I’d start the night off right,” he replied smoothly.

But that wasn’t all.

From his jacket pocket, he pulled out a small gift box tied with a neat cyan bow.

“What’s this?” I asked, raising an eyebrow.

“Just a little something. Open it,” he encouraged.

Inside was a sleek silver keychain with the letter “K” engraved on it. Subtle, personalized, and honestly kind of thoughtful.

“I asked Mia what you might like,” he added.

At this point, I was impressed. Flowers and a gift on a first date? Either he was genuinely thoughtful, or he was the king of first impressions. Either way, I wasn’t complaining.

“This is really nice of you,” I said sincerely. “Thank you.”


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