My Date Insisted on Driving Me Home – I Wish I’d Said No

When my brother Marcus insisted he knew “the perfect guy” for me, I braced myself. After all, his last setup was a spoon collector who wore socks with sandals. But Marcus was persistent, swearing Andy was polite, smart, and mysteriously single.

Tired of dodging questions about my love life, I agreed—one date, just to prove I was “open.”

A man sitting with his head in his hands | Source: Midjourney

Andy surprised me. He showed up with wildflowers, opened doors, and made genuine conversation over dinner. He seemed attentive, kind, and refreshingly normal.

For the first time in ages, I felt seen and respected. When he offered to drive me home, I hesitated—first date rules say Uber only—but he was so sincere, I let it slide. He dropped me off like a true gentleman, waited until I got inside, and even waved from the car.

A man in a kitchen | Source: Midjourney

I went to bed thinking, Maybe I found one of the good ones. That illusion shattered the next morning at 7:13 a.m., when I received a PayPal request from Andy: $37.25 for gas, car depreciation, parking, and—no joke—a cleaning fee for puddle splash marks. I stared in disbelief before bursting into laughter.

An egg with fries in a takeout box | Source: Pexels

Then I sent him $50 with a note: “$13 tip for opening the door. Cheers.” Blocked. Marcus was horrified—and amused.

Turns out, Andy bragged to his pickleball group about our “rom-com” date… until Marcus showed them the screenshots. The group voted him out. Weeks later, I saw a viral TikTok from another woman who’d dated Andy—and got the same bill.

Honestly? I’m grateful. Worst date ever.

Best story of my life.