Q: I am an financially secure woman in my late 30′s dating a great guy who is also financially secure. We started out as friends without expectations, which is why I think we have so much fun. In the beginning of our friendship when we would go eat I offered to pay for mine and he accepted. I had never had that happen before and at a later time we talked about it. He has been financially responsible for his mother and I feel I am being tested. Now that we are getting more serious I am becoming uncomfortable with this ‘Dutch idea’. Money is the topic but for me the real issue is I miss the special feeling that comes when the guy pays for dinner. How do I address this?
A: It’s good to be frank with your friend. If you don’t tell him how you feel now it’s very possible that you will grow resentful and as a result the relationship will most likely deteriorate.