FWIW, I do think there are similarities between dating and RPGs that I wish I had understood before
* you can improve your character: confidence is important, if you feel ugly sometimes you can do stuff about it (i.e. go to gym). Ditto if you are a boring talker, or if you are a poor listener.
* grind. If you are, like I was, a guy that has a couple hours on a weekend to meet a new possible date it's hard to find the "right" one. Try to increase the chances (go out more, frequent new places) and do try more.