As a man (straight) I consider it my duty to pay for a date, but if the woman wants to pay or go Dutch I'm not going to raise a fuss.
I'll usually tell her straight up I do this as well. I figure if someone isn't comfortable with me communicating something as simple as who's going to pay for a date, how comfortable are they going to be with me communicating about other things as well?
I grew up being taught that Halloween was a pagan/demonic holiday and "real" Christians don't celebrate it.
As an adult I definitely changed my tune. How is someone dressing up as a scarecrow worshiping Satan? Sometime I want to go trick-or-treating with someone. Just to experience something I didn't experience as a kid.