writersoul – With all due respect, I think that’s a great answer but I really don’t think it should apply here. We are talking about halacha. Everything you said could be 100% true for preferences and natural tendencies, but I don’t think you can say that about something halachically dictated. If a girl is wearing skirts that are not halachically appropriate, the appropriate “wake up call” may be just what she needs. I agree that it should not be a casual date conversation but I would seriously worry about a girl who thinks of this as a “favor” or “accomodation”
For example, I live on meat, my husband doesn’t like it. When we got married I was all “into” making all the foods he likes and leaving my likes aside. Eventually (15 years later) I realized that it would not be the end of the world to make what I like and let him eat something else, or vice versa.
Also, he listened to the radio but I didn’t. We decided we would not have the radio playing in the house when I’m around, and I know that it has been hard for him sometimes even though he complies. On the other hand, when we got married I hadn’t gone to a movie in years. He asked, (as only a pure hearted BT can) what is the point of not watching movies in the theater but still renting the ones you want for the VCR. I knew he was right halachically, it wasn’t just a preference of his, and it was the push I needed to move forward. I said, “You are right. It is just another one of those things that ‘everyone does'”. Years and years have gone by and if I ever miss renting or watching movies it wouldn’t occur to me to “blame” him. He was the impetus for growth. Not only that, but I CREDIT him for all the movies I have NOT seen and need to understand that what we do in regards to our spiritual growth is for OUR benefit and those who bring us there should be blessed. So many times in marriage we push and pull each other, too many singles are looking for someone who is always on the same page.
How the above poster should handle this is a different issue, I just felt compelled to comment on your presentation of tznius K’Halacha as style change.
I would also feel concerned about marrying a girl who only sees improving on her tznius as an accommodation to move from date to date. Unlike the wife of mtf23, a girl like that does not sound like someone with the level of sensitivity toward the mitzvah that this boy is looking for.