Dreaming of you or someone engaging in cross-dressing points to the need to recognize and embrace the opposite gender traits within you. If you're female, it’s about the masculine attributes; if male, the feminine ones. Specifically, when a male family member appears in feminine attire in your dream, it may reflect your wish for him to connect with you more deeply on an emotional plane. It could suggest a hope for him to move beyond a predominantly masculine demeanor to better comprehend and resonate with your feelings.