Last summer I had a chance encounter with Diane Keaton.  During my weekly lunch stop at Le Pain Quotidien, she got in line behind me and we waited together for avocado toast.  I couldn’t help but admire the strong point of view in her individual style.  She was dressed exactly as you’d imagine, in a bowler hat, menswear jacket, vest and loafers.

When putting together this OOTD I was completely inspired by Diane’s spirit and went for my own take on Annie Hall.  There is an amazing resurgence of menswear as womenswear, as well as a practical shoe trend going on right now (think Birkenstocks, mules, loafers).  I picked up this blazer at a vintage flea market in Chicago.  I love its boxy shape and strong shoulders.  The color palette and fuzzy wool give it a ‘raid your grandma’s closet’ feel that I think it so fun.

My jeans are definitely the modern touch in this equation, but also a throwback in their own right.  Levi’s redesigned their original 501’s to have a slimmer silhouette and I’m totally obsessed.  For those of you looking to score a pair of Re/Done Levi’s without the price tag, I highly recommend this new style.  I can’t wait to get my hands on this wash next.

Finally, let’s talk shoes.  These loafers are truly the most comfortable pair of shoes I own.  Lined in the softest leather imaginable, it seriously feels like you’re putting on a sock when you slip them on.  I scored them during Moda Operandi’s Designer Sale (which I highly recommend you take advantage of) and could wear them for days.

Vintage blazer // Banana Republic leather top // Levi’s 501 Skinny fit jeans //
Mari Giudicelli loafers (brown sold out, leather available here)