I told him I’d have to check my schedule. Then I went home, blocked his number, and poured a very large glass of wine. 🚩 Red Flag Roundup: This Week’s Lessons

This blog post is designed for the —a space dedicated to the hilariously cringeworthy world of modern dating. It uses a mix of humor, relatable tropes, and real-world dating "horror" stories to engage readers. The Bad Date Chronicles: The "Expert" and the Empty Wallet Posted by: Anonymous | Date: April 28, 2026

As I reached for my bag, he asked if I had any job referrals at my company because he was currently "between opportunities". The Grand Finale

Tyler showed up 20 minutes late, wearing khakis and a button-down for what I thought was a casual outdoor hang. Within five minutes, I realized "expert" was code for "will not stop talking." He didn't ask a single question about me. Instead, he spent forty minutes explaining why Bitcoin is the future while repeatedly walking away mid-sentence to take macro photos of a ladybug on a nearby fence. The "Forgot My Wallet" Classic

He expected me to "pony up" for his three artisanal IPAs.