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

When Eric demanded to pay for our first date, I thought I’d met a true nobleman. Roses, a sweet gift, appealing conversation — he was examining all the boxes.

When he texted me the next day, I predicted a cute follow-up, but my stomach lowered when I read his message.

My best friend, Mia, meant well when she provided to set me up on a date, but her skills as a matchmaker were totally unproved.

“He’s super nice, Kelly! Total gentleman. You’ll love him,” Mia insisted over the phone while I discovered through my closet.

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

“Because I know you better than anyone,” she replied joyfully. “Plus, Chris vouches for him too. They’ve been friends for ages.”

That gave me pause. Chris, Mia’s boyfriend, was a pretty good judge of character. If he thought this Eric guy was honorable, maybe there was hope.

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

A moment later, my phone tinged an incoming message.

The guy in the photo wasn’t ugly: clean-cut, well-dressed, with a warm smile that attracted his eyes.

“Okay, he’s cute,” I confessed.

“Told you!” Mia informed. “Text him and set it up. You won’t regret it, I promise.”

After a few casual texts, I agreed to encounter Eric for dinner at a new Italian place with a great view of the river. Nothing too interesting, but nice enough for a first date.

I arrived five minutes early and waited near the entrance, like we’d agreed. I was fearfully examining my appearance with my phone camera when I spotted him approaching the restaurant.

My pulse rushed a little. The photo hadn’t lied — he was attractive in that tidy, business-casual way, and he carried himself with confidence.

What I hadn’t predicted was the bouquet of roses in his hand.

Not cheap grocery store flowers, but an actual professional arrangement connected with a ribbon.

“You must be Kelly,” he said. “These are for you.”

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

“Figured I’d begin the night off right,” he said.

But that wasn’t all.

He extended into his jacket pocket and pulled out a small gift box tied with a cyan bow.

“What’s this?” I asked.

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

Inside was a sleek silver keychain with the letter “K” engraved on it. It was graceful and individualised, something that demanded thought.

“Something just for you,” he said. “I asked Mia what you might like.”

I was honestly impressed. Flowers and a thoughtful gift on a first date? This man was clearly making a statement. Either he was interested, or he was the king of first impressions.

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

Eric continued his gentlemanly routine without missing a beat. He opened the door, pulled out my chair, and kept steady eye contact throughout our conversation.

“So what made you agree to this setup?” he asked after we’d ordered our meals.

“Mia can be very persuasive,” I laughed. “Plus, she and Chris both vouched for you, which rarely happens.”

“They’re a great couple,” he nodded.

“Chris and I go way back to college. He’s always been a stand-up guy.”

The conversation poured naturally from there.

We explored shared interests in true crime podcasts and documentaries about strange subcultures.

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