I'm not too proud to have a girl pay. I've had girls pay many times, it's nice. I consider the offer to pay to be more important than actually paying, though. It's a nice gesture that is always appreciated by me. There are times and situations, though, where I could be insulted by a girl insisting to pay, but I'm never insulted by the offer.
I've always felt that, in a relationship, things should be even and there's no reason for me to pay for everything. My good friends and I usually just end up spotting each other here and there or just paying for one another here and there, it's all even in the end, money isn't an issue between us. I don't want it to be an issue with a girlfriend, and I don't want a girlfriend who offers less to me than guy friends.
Missy, I can understand where he's coming from but I also totally understand where you're coming from. I've been on both sides of this issue many times. On the one side, I trust myself and know I'm trustworthy. On the other side, I had a bad tendency to be jealous about things I shouldn't be and it's a problem I'm aware of and trying to work on. Unfortunately I don't know any great way to get through it other than some good discussion and an understanding.....but that requires him to be ready/willing as well.
b