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The Best Men’s Slip-On Shoes for Zipping Through Security

A slip-on shoe is always a good idea, and thanks to the sheer variety of what’s out there these days, there is pretty much a slip-on style for any and all occasions. What’s not to love? They’re comfortable, they’re easy-on and easy-off, you can wear them with trousers to work events or with jeans on the weekends. Dress them up, dress them down, you get the idea. Plus, when it comes to traveling, a slip-on shoe can help you fly through TSA without getting tangled up with your laces. Here, we’ve hand-picked some of our favorites—from a timeless penny loafer to an iconic skater-inspired shoe.

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Coolest Slip-On

Kenneth Cole Oskar Loafer

It’s all about the white sole with these sleek Kenneth Cole loafers. But look past the attention-grabbing profile and you’ll see it’s actually a beautifully constructed shoe. Not only does it blend a high-quality, beautifully finished leather upper with a comfortable and rubber outsole—but the classic moc toe construction is built to last. Contoured arch support makes this pair a comfortable option to wear all day long.

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Best “It’s Still A Slip-On”

Steve Madden Affinity Chelsea Boot

We’d be remiss in rounding up our favorite slip-ons without mentioning this foolproof Chelsea boot—it’s the slip-on that doesn’t look or feel like a slip-on. It’s cool enough to be worn with skinny jeans for a night on the town, yet put-together enough for a meeting. Slip these on with your favorite suit to give your business-travel look a much-needed breath of fresh air.

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Best Packable Slip-On

Mulo Collapsible-Heel Suede Loafers

A packable, well-constructed, high-quality slip-on is a great secret weapon to add to your travel shoe arsenal. These loafers are reminiscent of sunny days and vacation vibes, yet are built on sturdy yet comfortable rubber soles to withstand city sidewalks. The suede upper is designed to neatly collapse so it can be stowed away in a carry-on bag or even a briefcase.

Most Surprisingly Wearable

Vans Checkerboard Slip-Ons

Don’t shy away from the iconic Vans checkerboard pattern, and don’t make the mistake of thinking it’s only for skater kids. The iconic shoes pair well with any of the medium or lighter washed jeans in your suitcase, and give that freewheeling look that’s perfect for the guy on the go.

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Best Cozy Slip-On

Teva Ember Moc Shearling Slipper Sneaker

If you’re the kind of guy with sweaty feat who has shied away from shearling-lined shoes in the past, then consider these impossibly comfortable mocs from Teva. They’re lined with 100% wool, which is naturally able to keep your feet warm without overheating. Plus, they feature a collapsible heel which makes them that much easier to slide into. Heads up: once you slip these bad boys on, you won’t want to take them off.

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Best Penny Loafer

G.H. Bass & Co. Weejuns Larson Leather Penny Loafers

Every man needs a penny loafer in his shoe wardrobe, and this quintessential style from G.H. Bass & Co. hits the mark. They’ll go with khakis and slacks for business trips, and look especially smart with a cuffed jean and your favorite sweater for a smart off-duty look. The high-quality leather insoles as well as rubber and leather outsoles are built to last, and they wear in beautifully—these shoes are an investment, and they’ll only get better with age.

Best Outdoorsy Slip-On

Merrell Jungle Moc Waterproof Slip-On

Merrell makes famously durable shoes, and these Jungle Mocs are the perfect slip-on to take you from home, to airport, to mountain trail in a single swoop. Not only do they feature a highly durable, slip-resistant outsole, but they’re virtually waterproof—so they’ll handle whatever obstacle you put in their way.

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Best All-Around Slip-On

Skechers Equalizer Double Play Slip-On Loafer

Get them wet, get them muddy, jam them in a suitcase, and these babies will bounce right back. The seamless, highly breathable mesh upper is unbelievably comfortable, and the gel-infused memory foam insole is oh so comfy. And thanks to a black, low-profile design, they’ll go with pretty much anything in your closet. The only problem with these? You may not want to take them off.

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