9 Makeup Looks My 61-Year-Old Mom, an HR Expert, and I Love

We dedicate a whole lot of time to sourcing work outfit inspiration here at Who What Wear. After all, the sartorial choices we make at the office can carry a lot of weight. The booties, blazers, and blouses we wear are all part of the stories each of us gets to tell every day and, similarly, the makeup looks we choose to wear can speak volumes, too.

Ultimately, it's up to you to decide how to express yourself daily and still remain in compliance with your company's guidelines. "If you're working in a place that's really conservative and actually has a dress code in place (yes, some companies do), you might not have many creative opportunities in the makeup department," says Who What Wear VP of People Brandon Chreene. "If that's not great for you, maybe you're not working in the right place, because that might also be reflective of other aspects of the business that are also limiting to your personal style."

I've been lucky enough to spend the bulk of my career working in the fashion and beauty space, where my hair, makeup, and nail choices haven't been stifled, so I value the feedback of those who bring different life experience to the mix. Much like Chreene, who holds down a much more corporate side of our fashion- and beauty-forward atmosphere, my mom spent more than 30 years in a buttoned-up work environment where the dress code called for business attire. I figured if there were any makeup looks all three of us could unanimously agree on, then those looks must really be winners.

Ahead, check out the nine work makeup options my mom, one of my company's VPs, and I all love. Be sure you save your favorites and shop the exact products you'll need to create them yourself.

Smudgedy Eyeliner

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(Image credit: @court_higgs)

Mom's take: "This is a fun, natural look that’s perfect for casual Friday office days."

Chreene's take: "This is a good level of smokiness. If you get too smoky, especially with less than ideal office lighting, it might skew less fashionable and more basic."

Glossy Lips

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(Image credit: @court_higgs)

Mom's take: "I like this for the office. The lip color has just the right amount of glossiness, taking it just a step above your everyday neutral look."

Chreen's take: "Is it appropriate for work? Sure. Is it appropriate for, say, a VP of a company? Probably not. It really depends on who you want to be at work and how you want to be perceived."

Bold Eyebrows

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(Image credit: @court_higgs)

Mom's take: "You get those eyebrows from your dad, and I just love them."

Chreene's take: "I don't often find myself assessing eyebrows, and I don't think people's natural features should be up for assessment."

Opaque Lip Gloss

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(Image credit: @court_higgs)

Mom's take: "This look is just right amount of lip color and gloss. You can easily go from the office to an after-work event for work with a minimal need for touch up."

Chreene's take: "It really depends on where you're working and maybe even the nature of your work. But, overall, why not?"

Winged Eyeliner

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(Image credit: @court_higgs)

Mom's take: "I love this. It's polished, sophisticated and the eyeliner doesn't go over the top." 

Chreene's take: "Just keep in mind that the eyes are such an important asset, that when someone's looking directly at them, it could come off a little abrasive if it's too dramatic."

Rosy Eye Shadow

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(Image credit: @court_higgs)

Mom's take: "I love everything about this look. The eyes are toned down, but the hint of color keeps things interesting."

Chreene's take: "For our company, Who What Wear, this absolutely works. It's relevant and very 'now'. If we're talking about working at a bank, or somewhere a little more traditional, it might be something of a concern. In places like that, you're a lot more client-facing, and the expectation is to be a bit more traditional so you don't scare off clients. This isn't a scary look—it's gorgeous—but it's definitely a little less traditional. For a millennial-dominated business, yes, absolutely."

Glowy Skin

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(Image credit: @court_higgs)

Mom's take: "I love this natural look with the just the right amount of lip color and gloss, and the eye shadow is just the right shade."

Chreene's take: "It's glowy, but at the same time it looks subtle and natural and doesn't require any extra explanation."

False Lashes

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(Image credit: @court_higgs)

Mom's take: "This is a sophisticated, grown-up, boss-lady look. I love it."

Chreene's take: "This one depends on the overall look. If the lashes are your statement and everything else make total sense for your workplace, then I say go for it."

Red Lipstick

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(Image credit: @court_higgs)

Mom's take: "Honestly, I would not have worn such a bold lip to the office when I was your age. It would have been too overstated and considered more of an after-hours look, but it’s a new day, and I think the look would be fine in the office today."

Chreene's take: "Frankly, I think this is a power move and I respect it all day."

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Associate Beauty Editor

Courtney Higgs is a Cancer sun, Libra rising beauty enthusiast with about six years of experience in the editorial space. She was previously Who What Wear's associate beauty editor after spending many years working on the West Coast edit team at InStyle Magazine. She graduated from California State University, Northridge, with a BA in communication studies and pivoted to editorial after spending her college years working in the legal field. Her beauty philosophy is simple: She believes there are no wrong answers and that discovering our favorite beauty products and rituals is a journey, not a sprint. When she's not geeking out over products, she can be found adventuring around L.A. with her fiancé; watching reality TV with their French bulldog, Bernie Mac; or relating way too hard to astrology memes.