The female image is strongly influenced by our Westernized culture and social standards. It’s hard, very hard to counter that influence especially when you add on the personal experience that she has had throughout her life that supports that standard.
When you’re trying to help her see her own beauty you are not just combating a culture or socially inflicted concept, but you are also battling against her own psychological imprint. This impression upon her is based on her subjective experiences with men in her life and observations of women in her life.
All of that paints a convincing portrait of beauty, but as her man, the difficulty in reaching her isn’t over. Add to your challenge the “Law of Familiarity” where the closer and more intimate a person is the less we find them worth listening to.
A woman is only flattered by a man for so long. Then she gets familiar with him through relationship. When she gets familiar with him on an intimate level, she gets familiar with his imperfections. That’s when she will begin to subconsciously count his summation of her as a part of that imperfection. So slowly and surely his compliments won’t count, especially if given repetitively and over emphasized.
What is a man to do? What are you to do?