1. When your main character first meets someone they're attracted to, their thoughts might go to the positives and negatives of their appearance.
2. Same goes for when your character is going into a situation where they feel judged (first time on a stage, moving to a new area, first day at a new job, etc.).
3. When your character is dressed up or in a costume, they could take the opportunity to contrast their new look with how they look normally.
4. When your character meets a family member they've never seen before, they may think about which traits the two of them share.
5. Try spacing out the physical description throughout the first part of your story instead of concentrating it in one place.