Should the man always pay???

I remember having a conversation not long ago with one of my closest friends. I will call him "Mr. Ambitious". Mr. Ambitious and I were talking about dating, which led to picking up the check at dinner. Mr. Ambitious stated he believes whoever asks for the date should pay. Me personally, I believe that the guy should pay for the date unless it was agreed upon before hand that he wouldn't have to. I think picking up the check is the gentleman thing to do. But I do believe that if a woman has been out with a man more than a few times, she should step up and at least try to pay for the outing (now if the guy "pulls rank", she can tuck her purse away and let the offer rest in peace). It is a great way to let the man know you appreciate him. As a guy, it would not go well with me if a young lady was asking me out every weekend and after the outing, she was expecting me to pay every time. Everyone wants to have a good time. So ladies, married or just dating, pay for the guy sometimes. Like a lot of young business people, after payday I am trying to keep as much money as possible from coming out of my pockets, but not at the cost of ruining a good relationship.