The implementation will depend on your needs. Basically, the only control you have over Members Area is what it gives you. Hence, you can only customize it's layout/design using Editor functionality.
However, you could save all the images in a database and populate them according to the user on a custom member page.
You can get the idea of custom member profile pages from the following article: Creating Custom Member Profile Pages
Wishlist Page is the new official platform for requesting new features. You can vote, comment, and track the status of the requested features (requests from this page will be migrated to the new Wishlist soon).