I have been wondering this a lot lately. I mean I know it's not a good idea to say if you don't give me a ring by next Christmas, we're over, but sometimes I feel like bringing up the issue more than once as time goes on could run the risk of pushing a guy into something out of fear of not losing the relationship.
My situation especially makes me feel this way. We've been together for 9 (!!!) years next month. I am 26 years old and we met when I was 17. We have been talking about marriage for probably 4 or 5 years and he has never gone running from the room when we talk about it. Admittedly, we have talked about it more than is probably strictly necessary on my part. Anyways, we're at the point that I'm ready to pick out the ring and he's ready to buy it. But there are times that I've felt that he's just doing it because he doesn't want to talk about it anymore, etc. We've talked about it at length and the thing about him which he will tell anyone is he lives in the now. He doesn't even want to think six months ahead to where he wants to go on vacation. Also, we live together and have lived together for four years (and basically lived together through college too). I feel like he considers us married in a way anyways, because when I asked him about it he said that it would basically be for financial reasons (taxes, medical rights, home ownership, etc). Just what every girl wants to hear, right? But I think to him it must feel like an awful lot to go through for nothing to really change. And I asked point blank if he wants to get married and he said that he would want to be married before having kids and that he definitely wants to do that. Additionally, his mother isn't a huge fan of marriage as an institution I think and definitely is not a huge fan of weddings.
But what I'm getting at is he is perfectly happy with our relationship as it is and wants to be together forever but I know if I didn't force the issue (more than once) that we would not ever get engaged or ever get married. But whenever I have brought up the issue in the past I have felt like a complete nag and a monster but I know we'll just be in the same place in 5 years if I don't do that.