EP 696: Situationship Hell: Why Is Dating So Hard Right Now Pt. 3

Let’s Get Vulnerable: Relationship and Dating Advice · Oct 21, 2026 · 47m

Sometimes the hardest relationship to get over is the one that was never actually a relationship.

You weren’t officially together, you never had the DTR, but you talked with this person constantly. You were getting just enough closeness to keep you hopeful, but never enough reassurance, emotional investment, and clarity to allow you to relax. And when you try to get out, you feel ridiculous, because it wasn’t even a real relationship. I spent too much time in situationships, including one that was on again, off again for four years, so this episode is near and dear to my own heart. We’re…