Pinstripes are the ultimate symbol for sartorial masculinity, which for some reason I have always been drawn to. In quite a few of my first sewing projects I chose pinstriped fabric; I distinctly remember combining it with floral for an a-line skirt in middle school, and again my sophomore year in college for a design show (although that was a brown pinstripe that I combined with gold… i.e. hideous). Luckily my tastes have refined quite a bit since those early design years, and I now know how to incorporate pinstripes into my wardrobe without taking it all the way to tacky town.
I love keeping the palette monochromatic to play off of a mens suit, but combining leather, unbuttoning a few buttons and incorporating white acrylic heels makes the look a bit more modern and subtle.
J.Crew sweater (old), Oak perforated leather shorts (also love this and this version), ASOS white wedges (also love these), H&M sleeveless blouse (similar here)