My boyfriend is the marriage type but he is also fairly, well, traditional. I feel like I am ready for it. And I want to ask him. We have been together for enough time for us to have talked about it. But, back to my question... Should I, as a modern young woman, ask him to marry me or as a traditional to a point young man, would YOU find it offensive?
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PERSONALLY, I would not find it offensive. I would be fine with it (you know, assuming I wanted to marry her). I might feel a little bit like I let her down by not doing it before her as typically is expected, but I would not be upset with her at all. I'd love it, I think.
Now as for your boyfriend, it depends. Do you think he would get angry, feel emasculated or embarrassed? Obviously you love him and want him to be happy, but if he expects certain gender roles and you challenge them (and good on you for that), then you are going to clash over that at some point. I'm not sure your wedding proposal is the best time to challenge your boyfriends outdated expectations, though. It all depends on his expectations, your relationship, how often you have challenged his views, how he coped with those challenges, etc. But, if he is really traditional, I don't see how putting him in a spot where he is uncomfortable and, maybe, embarrassed is going to help a wedding proposal. Obviously it shouldn't matter, but to him it will. Either he needs to get over traditional gender role expectations before you propose, or I would suggest letting him do it for both of your sake, and then you can work with him on his expectations later.1