I'm not one of the gurus here but I'll try to answer.
First, some girls won't do the moves whatever you do. Keep that in mind. If you have such a case, think twice before making long term plans. If you don't like making all the moves, either find another girl or keep her until you get bored (a girl who always follows is not that bad sometimes...)
If you do not have such a case, play some games. Have something she wants and tell her you are not giving it to her (a small present, her purse, keys, whatever). If she wants it she will have to take it from you=make a move and be more aggressive. You want her to set a date? Don't set one yoursel until she has to take the initiative. Just be careful you don't fluctuate much. If she is seeing you every day and you suddenly stop, many things might go through her mind. Or be open in a playful way about it: "Why don't you ever make a move? What are you waiting for?" etc. I don't recommend that one though. Women might think you are weak. Don't try to understand why...
It really depends on the woman. But try to get used to it.
EDIT: Just realised that you were sex specific. But the same things apply here. You only have a problem if you know she would do or have done otherwise with someone else...