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Best Long-Lasting Lipstick to Wear Under a Face Mask - Glamour

In the before times, there was nothing that would boost my mood like a swipe of lipstick. These days, it's not so easy. Even with the best long-lasting lipstick formulas, it's 10 times harder to get that quick pick-me-up without getting smudges all over my mask and face. 

Sure, the simple solution here is to either a) skip a mask, or b) skip lipstick, but for me, neither is going to happen. Masks are essential for keeping ourselves and others safe, and lipstick is the key to bringing some semblance of normalcy to my day. Even if no one is going to see my cherry red Chanel but me or my socially distant coffee date, it makes me feel put together and ready to take on the day. And besides, there's something kind of glamorous about wearing lipstick that only you know about, like wearing La Perla lingerie under jeans and a sweatshirt. 

Despite the fact that lipsticks sales have dropped during the pandemic—putting an end to the famed “lipstick index” economists have cited for decades—I've still had plenty of friends tell me that they, too, aren't giving up on a swipe of red or berry lip color just yet. They just needed a tough-acting upgrade in the meantime. So, keeping in mind that the only solution to 100% avoiding smudging is to not wear lipstick at all, I set out to find which of the best long-lasting lipstick options actually hold up under a mask. Here are the ones worth a spot in your makeup bag for the foreseeable future—and then some.

Best Overall: L'Oréal Paris Rouge Signature Lightweight Matte Lip Stain in I Create 

Before the mask.

Bella Cacciatore 

After. 

Bella Cacciatore 

This is hands down my favorite out of all the smudge-proof lipstick formulas I put to the test. I generally find liquid lipsticks to be so uncomfortable, but this one feels like I don't have anything on. It didn't move at all when I wore it on a three-hour train excursion gone wrong, and it wasn't distracting or heavy-feeling. This shade reminds me of some far more expensive ones in my collection. It's the perfect pinky beige for my skin tone to wake up my face and make my lips look a bit fuller. Despite its insane staying power, it has the prettiest stain finish, and the tapered doe-foot makes it a breeze to apply. It will have a permanent spot in my purse, even when (if?) masks are no longer required. 

L'Oréal Paris Rouge Signature Lightweight Matte Lip Stain

$12

L'Oréal

Best Liquid: Dior Rouge Dior Ultracare Liquid in 999

Before the mask. 

Bella Cacciatore 

After.

Bella Cacciatore 

While I love a '90s nude lip (like most of those in this story), when I’m feeling extremely blah, a classic red is the only thing that works for me—and it doesn't get any more timeless than Dior's 999. The color is stunning. It's very old Hollywood, and instantly made me feel glam, even though I hadn't washed my hair in a few days. The formula is infused with flower oil, so it's fairly hydrating, and much more comfortable than most liquids since it doesn't dry down all the way. Unfortunately, that means it moves around a little more. I had to touch up slightly once I took my mask off—a bit had traveled to my chin when I put the mask on—but the lipstick stayed bright and 99% in place through a brisk walk and an iced matcha, which I consider a win even under normal circumstances. It also fades evenly into a stain rather than crumbling off, which I always appreciate. 

Dior Rouge Dior Ultra Care Liquid Lipstick

Best Bullet: Pat McGrath Labs MatteTrance Lipstick in 1995

Before the mask.

Bella Cacciatore 

After.

Bella Cacciatore 

Oh look, another '90s nude. This is what I throw on when I want to channel the iconic supermodels of that era—it’s a nice classic beige brown that's warm enough to not make me look dead, and it's super matte. It almost looks like velvet on, but feels totally comfortable, and the packaging is stunning. This one survived a walk to pick up dinner with minimal shifting, and although a little rubbed off on my mask, it didn't get all over my face. 

Pat McGrath Labs Mattetrance Lipstick

$38

Pat McGrath Labs

Best Drugstore: Maybelline Superstay Ink Crayon in Enjoy The View 

Before the mask. 

Bella Cacciatore 

After. 

Bella Cacciatore 

These pencils are criminally underrated. They rival even the luxury options. They're creamy, comfortable, and do. not. move. It actually makes no sense to me how something that looks and feels so nice stays put so well, but I'm not going to question it. I love this shade for when I want something a little more interesting than my go-to nude without veering into bold territory. It's also great for patting on my cheeks for a pretty-bronzy blush situation that stays on all day. 

Maybelline SuperStay Ink Crayon Lipstick

$9

Maybelline

Best Stain: Benefit Cosmetics Lovetint Lip & Cheek Stain

Before the mask. 

Bella Cacciatore 

After. 

Bella Cacciatore 

I really love a sheer red lip and not much other makeup, and Benefit's Love Tint is perfect for getting that “just ate a popsicle” vibe. Stains are also a no-brainer for mask wearing, as staining your lips is kinda their whole job. This one is surprisingly versatile. One dab gives you a sheer wash, while a few more builds up into a pretty vibrant cherry. It's not drying but it's not really hydrating either, so I topped it with a little balm and didn't have any problems with transfer. It's also so cute on my cheeks as a little flush. 

Benefit Cosmetics Lovetint Lip & Cheek Stain

$18

Benefit Cosmetics

Bella Cacciatore is the beauty associate at Glamour. Follow her on Instagram @bellacacciatore_.

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