I know it’s probably straight forward or the same, but I’m wondering if there is anything different that you should be doing?

I noticed that the person in mind is an extreme over thinker and even light hearted teasing (which I always make obvious to be a joke regardless of who I’m talking with) is kinda repeated/mentioned in an insecure way

Should probably post to a more seduction/Dating advice sub but I think this sub is a good start