Leather shorts are a can-do ... even if you don't have pin-thin legs.
I chose a long, boxer-short cut with an elastic waistband for a less fussy and more forgiving look.
Leather shorts (Topshop similar here and here), blouse (Helmut Lang), bag (Furla), necklace (The Bay), sunglasses (Aldo, old but similar here) heels (Zara, old)