My Boyfriend Surprised Me with a Valentine’s Day Date — and It Became an Unforgettable Disaster!

It all started with a phone call that wouldn’t stop ringing. Andrew, my boyfriend of three months, kept calling, and when he realized I wasn’t going to answer, the texts began pouring in. Frustrated, I glanced at my driver, who seemed concerned.

“Uh, ma’am, are you okay? Do you need anything?” he asked.

“Hey, I’m really sorry about this. I just need some peace and quiet. I’ll be fine, thank you,” I replied, hoping he would take the hint. He nodded and focused back on the road, leaving me to glance at my phone again.

The messages from Andrew were relentless: It was just a prank! A joke! Please don’t be mad. Answer me… I couldn’t believe he thought a flimsy explanation could erase the humiliation he had caused. I made a firm decision to ignore him and ultimately blocked his number.

That night, I lay awake in my tiny apartment, staring at the ceiling. I couldn’t shake the feelings of betrayal and embarrassment. I realized I had never truly known him at all.

Then, the following night, everything escalated. He showed up on my doorstep, calling my name and banging on the door!

I opened it just enough to meet his gaze and threatened, “If you come near me again, I’ll file a restraining order.” His smirk vanished, and he walked away, leaving me shaken.

Feeling overwhelmed, I reached out to my best friend, Kara, for support. However, her response left me more confused than ever.

“Are you sure you want to break up with him over this? Don’t you want to reconsider?” she asked.

I was stunned. “He humiliated me!”

“Yeah, but he paid for the meal, didn’t he? It was just a joke. He’s rich, Jess. Maybe he was trying to impress his parents.”

I couldn’t help but scoff. “Wealth doesn’t make someone a good person.”

“True,” she replied, “but it sure makes life easier.”

Inside, I was torn. Was I overreacting?

Just a week prior, Andrew had surprised me with a Valentine’s Day date that felt like a dream. When I asked where we were going, he teased me with the promise of a surprise. To my delight, we arrived at the most expensive restaurant in town, and the evening unfolded like a movie—fine wine, succulent lobsters, oysters, and risotto with white truffles. I had never tasted anything so exquisite.

However, when the bill of $3,180 arrived, Andrew’s behavior took a shocking turn. He pulled out his phone and turned the camera toward me.

“So, babe, we’re splitting this, right?”

I thought I must have misheard him. “You told me not to worry about money tonight. You said you’d take care of everything!” Panic washed over me; I felt my worst nightmare creeping in—being labeled a gold digger.

“Yeah, but come on,” he scoffed. “You ate, didn’t you?”

“Andrew, you know I can’t afford this!”

“You can’t?” He chuckled, his tone so casual. “Guess you should’ve thought about that before ordering all this food.”

As the eyes of the entire restaurant turned toward us, I felt the heat rise in my cheeks. The waiter stood frozen, holding the bill as I fought to hold back tears.

Then Andrew turned the camera back to himself and said something I would never forget.

“Mom, Dad, you always said I should’ve been a doctor,” he laughed, panning the camera between us. “Well, here’s what life would’ve been like—dating someone who can’t even pay for her own dinner!”

He turned off the camera, tossed his credit card onto the bill, and smirked. That was the moment something inside me snapped.

I shot up from my seat, fury boiling over. Andrew was still grinning, but as I grabbed my coat and turned to leave, his expression faltered.

“Wait, babe, where are you going?!” he called out.

I didn’t respond. With shaking hands and tears streaming down my face, I flagged down a taxi, determined to escape the nightmare of what had just transpired.