We may earn a commission through product links on this page. But we only recommend stuff we love.

Style Thief: How To Do Cool Casual Sexy Style Like Jenny Shimizu

Which former supermodel can boast being both a mechanic and Angelina’s ex? None other than Jenny Shimizu. Although she was outside of industry beauty “norms,” Jenny first rose to fame as a prolific Japanese-American queer mainstream model. Active in the fashion industry as a model booker, Jenny’s style has always been original, both relaxed and striking. Growing up under the influence of a laid-back West Coast upbringing combined with a lengthy career in fashion means that Jenny possesses a unique and enviable style. The good news? I’m going to show you how to get it!

Denim Days

Jenny Shimizu is no stranger to the wonders of denim. Whether it’s a well-layered jean jacket with a moto jacket and a tee or a loose Canadian tuxedo, denim takes on another life. Relying on simplicity for impact, the effect is decidedly relaxed. A masterful take on a typically casual realm of dressing.

Classic Chambray Shirt, Rayner Jeans,
Vans Leather Classic Slip-On

Dashing and Dapper

Whether it’s hitting up a event or a night out with her devastatingly fashionable wife Michelle Harper, Shimizu slides into dashing suiting when the occasion calls for something more formal. Jenny is not one to shy away from tailoring. Crisp white shirts are a staple, adding a boyish uniformity to these looks. Wearing a streamlined three-piece look or a loose Pepto-Bismol look, the dapperness knows no bounds.

suited up shopping collage

Madewell White Cotton Courier Shirt,
Jagger Pant, Hepburn Blazer, Amina Leather Oxford

Casual Cool

In her “off-duty” looks, Jenny’s looks offer up part mechanic, part painfully cool human. Shirts with the sleeves cut off, white t-shirts, leather jackets and beat-up brogues. She is an avid collector of vintage tees, and often wears perfectly aged, slightly threadbare shirts with loose-ish leather leggings or jeans. Is there anything better than feelin’ hella comfortable and lookin’ super fly? I think not.

casual cool shopping collage

ASOS Ultimate Leather Jacket, Taylor Tee, Crepe Joggers, Welcome Back Flat

Before you go! Autostraddle runs on the reader support of our AF+ Members. If this article meant something to you today — if it informed you or made you smile or feel seen, will you consider joining AF and supporting the people who make this queer media site possible?

Join AF+!

Lydia O

Lydia Okello is a feminist, body positive, queer personal style blogger. On her website Style is Style, she showcases her panache for bright colors and power clashing. When she isn't pawing over Samantha Pleet collections on Tumblr, she's dreaming about havin' a kitten of her own one day. You can find her on Twitter, Tumblr and on her personal blog.

Lydia has written 64 articles for us.


  1. Ugggh, YES. There are so many outfits I want in my life here.
    I love anyone who can ace being both dapper and super chill.

Comments are closed.