I've recently dated a few girls with the idea of seeing how things go. But i end up getting heart broken because i tend to be laid back, maybe too much, and not take any initiative to steer things in a certain direction, casual or serious. The girls usually lose interest and move on. One girl i dated, i went into it knowing i didn't want anything serious just something casual. I was assertive and made moves on her at the right times. Whereas when i "see how things go" im not assertive and almost leave things up to her. But i suppose this also depends on what she wants aswell.