If you buy something through my links, I may earn a commission. The star of these outfit ideas are these pleated shorts ...

Outfit 2: Choose the high waisted shorts in a darker brown color and pair with a white bodysuit and a light wash distressed denim jacket. Pair with a light neutral quilted crossbody bag ...

Think of Sidney Poitier rocking dusty high-waisted khakis with military boots, or Gianni Versace dressing down his jacket with high-waisted jeans, or Fred Astaire defying the laws of gravity in ...