Dating yourself instead. What does dating yourself really mean? I'm in London right now, and I decided to push myself out of my comfort zone. Here's a full breakdown of how I've recently started to date myself, take myself out and dive into a brand new timeline to change my life and open my heart up to the idea of meeting new people. When you go through a breakup, it can be difficult to put yourself out there and learn how to be alone, so this episode covers everything you need to know.