ADVICE & ANSWERS: Dating Without Direction

A reader sent this question in this week:

This is not my situation, but is happening to a friend of mine, Michelle, and we are perplexed. There is a man at her church that she spends a lot of time with, and they often go to plays, dinner, etc., together. (She's 30, he's maybe 28. They're in the same age range.) They have never "called" their outings dates, but for all intents and purposes, they seem to be.

However, it's been over a year, and no romantic feelings have been expressed, even though my friend has them and it appears the man has them for her. It seems as though he might just be shy about bringing it up, and Michelle's thing is that she doesn't want to be the pursuer in the relationship. She wants to be pursued!

So my question is this: when is it appropriate to "pull a Ruth," if you will, and also, how would she go about doing this? (Obviously, the situation is different cause this guy isn't Michelle's "kinsman redeemer", but ya know!) ;)


So, Making Home readers, full of wisdom and a variety of life experiences, what say you? How would you advise Michelle in this situation? What would you say to her if she was your friend and came to you for advice? Leave your answers in the comments!