Your mama always told you never to wear black with brown or white after Labor Day—but fashion rules are meant to be broken, right?

We’re giving you permission to break all 50 of these old school rules.

50. Red and pink clash

Somewhere along the way, these two shades got a bad reputation, but when paired purposefully, they can actually look quite modern and eye-catching. To break this fashion rule, keep the red true, and add any shade of pink, from pastel to fuchsia.

49. Don’t wear white after labor day

Lame! As countless designers have proved during the past few seasons, white isn’t only appropriate when the weather gets cold, but also amazingly fresh and modern-feeling. One thing to keep in mind when tackling the white-in-winter trend: It’s all about the fabric. Lighter textiles such as white cotton, linen, canvas, and seersucker will surely look out of place during the chilly months of fall and…