It is a tough place to be. My first wife was over weight and she was crazy about it. I don't remember being anything more than supportive and really didn't have a problem with it. She was over weight when I married her. She also would never dress up as she felt she never looked good in anything. I remember buying her a nice outfit that fit her body type well and she looked awesome in it. It showed some cleavage, she had large breasts. She tried it on in the store, looked herself over in the mirror at the store several times. I couldn't get her to take it off so I could buy it for her she liked it do well. I ended up buying the outfit for her and that was the last time she wore it. We went out to eat or out bar hopping where it would have been appropriate to wear but she wouldn't do it. Made me crazy!