With a Checked Jacket and Leather
The more the merrier. The pairing of a checked shirt with a checked jacket adds instant ‘fashion’ to your look. People think you’re super stylish and know what you’re doing, even though you don’t- you just threw a jacket over a shirt. Leave some buttons undone if it’s not cold, and you have a flat chest. It’s called the A-B cup priviledge. Grey clouds, silver linings etc. Just kidding, I love my boobs or the lack of them.
With a Skirt
If you’re a skirt girl, pair it with an assymetric skirt to add a bit of structure to the look and also still keep it cool. Single earring preferred but not mandatory.