personally, i love seeing people with minimal/low key branding leather bags, nothing too busy or ornate, clean shapes, no charms/dangling metal bits etc.
so for me loewe puzzle bag, st laurent totes, mulberry amberley or bayswater.
it doesnt have to be a £600 plus bag, i have beautiful bags that cost £50 and in fact i dont even own a designer bag
that said, i do love seeing people's louis vuitton monograms!