ed note: Next up in our Pulling It Off series: stylist Taylor shows me how to wear the season’s best menswear trousers in a way that feels feminine, not frumpy. Turns out, it’s all about the fit. Take it away, Tay!
From the moment I first laid eyes on Diane Keaton in Woody Allen’s 1977 film Annie Hall, I knew I’d be forever enamored with the look of women in menswear. This version of my dream girl was far out, she was smart, sharp, and she had wit. All of the qualities I had imagined myself possessing, Annie achieved by just showing up in that Ralph Lauren waistcoat and baggy wheat colored trousers. She epitomized style.
*photos by kate lesueur