Queer Masculine Executive Assistant Wardrobe Essentials

Anonymous asked: Hi Sonny!! I’m what I like to call a late-bloomin’ lesbian. I’ve only been out 3 years (I’m 27). I spent most of my life being very uncomfortable in my clothes and was very unable to establish a style because of it. I’m from SC and will be moving to NYC in a couple months. What are the essentials of business attire with a queer flair for executive assistants? I’m comfortable more masculine- tie & all. Where to find good shoes & pants? I’m comfortable finding the rest. PS You’re amazing- keep on!

Hi Anon!! Thanks for all the kind words. I turned this one over to Sean because they are an actual executive assistant. - Sonny

Sean says:I’M AN EXECUTIVE ASSISTANT AND I WEAR BUSINESS ATTIRE ALL THE TIME! SOMETIMES I JUST IMAGINE THAT I AM MIRANDA PRIESTLY’S ASSISTANT IN THE DEVIL WEARS PRADA.

Pants: Black slacks, blue chinos, khaki chinos.

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Broken-in Chino In Urban Slim Fit, at J.Crew for $75

Business shirts: white, blue, blue striped, coral/red, other (basic) patterns.

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White button-down long sleeve smart shirt, at Topman for $40

Shoes: one pair of black oxfords, one pair of brown oxfords, loafers.

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FRYE Women’s James Oxford, at Amazon for $197.95, comes in black and brown

Ties: Blue/red stripes, black patterned (such as polka dots or small stripes).

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Red Brushed Chambray 6cm Tie, $20 at Topman

Socks: Black, navy, grey, red/accent colors.

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Multi Coloured 5 Pack Socks, at Topman for $20

Vests: Black, blue, and grey.

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Micro Twill Suit Vest, at Express for $98

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For fall:Tweed blazer, navy blazer, grey wool blazer.

ASOS Slim Fit Tweed Blazer with Shooting Patch, on sale at ASOS for $64.13

Sweaters: Grey, khaki, deep green, blue

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Slim Merino Crewneck Sweater, at J.Crew for $78

Belts: Black and Brown, and the brown one should match your shoes

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Classic Buckle Belt, at J.Crew for $49.50

I thrift for everything aka I spend way too much time touching other people’s clothing. BUT, when I do buy new things, I typically shop at J.Crew, Brooks Brothers, Banana Republic, Express (but with a lot of caution), Uniqlo, and Topman.

Advice: Initially, stick with a color palette (such as grey, blues, and blacks) so your clothing is interchangeable, and you can make a lot of outfits. Moreover, if you’re an Executive Assistant, you need to look professional, reliable, and awesome every day, which means to tone-down the dandy and channel your inner business executive. (but, like, gayboi executive, because being fashionable is so possible.)