I paid. As we walked to our cars, he told me he felt a "spiritual connection" and asked if I wanted to come meet his dog... at his parents' house... where he was currently staying.
He expected me to "pony up" for his three artisanal IPAs. Bad Date Chronicles
I matched with "Tyler" on a popular app. His bio was standard: "I love hiking, craft beer, and I'm a total expert in cryptocurrency." Red flag? Maybe. But I was bored and the hiking photos looked legit. We agreed to meet at a trendy outdoor beer garden. The "Expert" Arrives I paid
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 where he was currently staying
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
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
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