Once people understand the fear behind disclosure, the next natural question is: “So… when do I actually bring it up?”

Most daters ask this about things with emotional or practical significance.

In almost every conversation about meeting people offline, someone eventually asks:

“But… how do I know if they’re single?”

When people ask me where to meet someone, the assumption is usually that the right location is the missing piece.

But… it still feels awkward / weird / uncomfortable.

Ever wonder why some dates seem to go nowhere, despite your best efforts? Or why someone you thought was “just okay” at first becomes attractive after a few interactions?

You may have heard the advice: “You have to be a whole person before you can be in a relationship.”

It’s usually delivered with the confidence of a universal truth (like the kind of advice that sounds deep, but rarely gets examined).

This first date guide is for anyone who’s never had one, hasn’t had a good one, or hasn’t had one in a while.

Alright, let’s get this out of the way: first dates are awkward.

At first, everyone is a stranger. So how do you know if they’re someone you want to get to know better — or someone to politely exit stage left?

You’ve put yourself out there, followed all the dating advice, and tried everything, but you’re still struggling to meet someone you truly connect with.

We live in a world that glorifies speed, fast results, quick decisions, immediate gratification.

Ever felt that twinge of disappointment when a promising match suddenly fizzles out?

Assumptions can break connections — whether in dating, friendships, or the workplace.

Discover the most common relationship myths and how to approach connections with curiosity and flexibility.