10 Date-Night Makeup Looks to Help You Feel Confident

model with eyeliner


We tend to categorize makeup looks by the environment they're best suited to. You're headed into the office? Go for a sleek and refined look. You're going to Sunday brunch? Go for a fresh-faced beauty look with glowy, highlighted skin. You're getting ready for a date night? You should go with…

That's the thing. There is no average date-night look, just like there isn't really an average date night. Some people opt for a bold and striking look while others take a subtle, low-key approach. Aside from personal preference, though, your makeup look also probably depends on the situation. Think about it—it's likely your preferred look will change if you're preparing for a fancy candlelit dinner than if, let's say, you're meeting a new flame at a coffee shop for a quick cold brew on a Saturday.

While there is no "right" or "wrong" in beauty, and it should never be a complicated or stressful topic, sometimes we need some inspiration. (Makeup ruts are real, people.) By looking at other people's go-to beauty looks, it inspires us to be creative—whether that's by trying something new and unique or putting our own spin on an old classic. That's why we rounded up our nine favorite date-night looks.

Glossy Eye

woman with glossy makeup
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It's no secret that we're fans of a good glossy eye. There's something fresh and modern about the look, especially when it's paired with a dewy highlight. We recommend applying Make's Face Gloss ($25) all over the eyelid for that reflective and lit-from-within look.

Bold Berry Lip

woman with vampy makeup
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In this world, there is little we love more than a bold berry-stained lip. It works all year round but especially in the colder months. One of our current favorite picks is Sleek Makeup's Major Matte Ultra Smooth Lip Cream in Vino Tinto ($8). It's a perfect blend of deep red and purple.

No-Makeup Makeup

woman with simple makeup
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You can never go wrong with a no-makeup makeup look. Sometimes our favorite thing to do is brush up our brows with a spoolie (shout-out to our favorite BrowGal Eyebrow Brush $14), dab on a little concealer, and run a mascara brush through our lashes. That's it.

Classic Red Lip

woman with red lipstick on
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There's nothing more classic than a cherry red lip, right? It might be a traditional look, but it's definitely not boring, especially when paired with velvety matte skin. Plus, a red lip screams confidence and cheerfulness, which are two things you want to exude while on a date. Reach for Civilized Cosmetics Matte Liquid Lip Suede in Candy Apple ($19), which is natural, nontoxic, vegan, and cruelty-free.

Upside-Down Eyeliner

woman with eyeliner on
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Upside-down eye makeup continues to be a big trend with celebs like Shay Mitchell and Olivia Munn donning bold blue liner on their lower lash lines. It's fun and unexpected and we're big fans. Our favorite "underliner" to use is the By Terry Stylo Blackstar Waterproof Eye Pencil in Aqua Mint ($30).

Soft Smoky Eye

woman with smokey eye
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Soft and diffused eye shadow is always a good idea and we love when a look is created using earthy neutrals. For this look, we like using Smashbox's Photo Edit Eye Shadow Trio in #Goals ($22), which has caramel, bronze, and chocolate-hued shades.

Classic Smoky Eye

woman with smokey eye
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Remember when we were talking about that fancy candlelit dinner scenario? This is the look for you. A classic smoky eye calls for Urban Decay's Naked Palette ($54). Finish the look with a winged liner and some well-placed highlight.

Lots of Lashes

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One of the easiest looks to accomplish is bold and standout lashes. Take a mascara like L'Oreal Paris Voluminous Mascara ($6) and apply two or three (or more) coats for well-defined and jet-black eyelashes.

Romantic Pink Monochrome

woman with bronzy makeup on
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We love a monochrome makeup look. Take the same color product (like Bite Beauty's Multistick in Macaroon $24) and apply it to your lips, cheeks, and eyelids. It looks very romantic, no? You can do as Anna Sui did and finish the look with a dual-wing graphic liner, but that's up to you.

Romantic Red Monochrome

woman with romantic makeup on
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Warm red and pink tones, particularly when worn on both the eyes and lips, are all over the red carpet and our Instagram feeds. We especially love the idea of pairing a diffused red eye shadow with a bold red lip. For warm-toned shadows, we've been loving Anastasia Beverly Hills Modern Renaissance Palette ($42).

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