Henley Shirt with Loafers Smart Casual Fall Outfits For Men In Their 30s

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Charcoal Henley Shirt Grey Plaid Blazer Beige Trenchcoat Charcoal Dress Pants Black Leather Loafers

For an outfit that's street-style-worthy and casually sleek, try pairing a henley shirt with charcoal dress pants. And if you wish to easily perk up your ensemble with a pair of shoes, why not add a pair of loafers to the mix? We love how ideal this combo is when chillier weather arrives. This getup demonstrates that after 30 your styling options are far from limited.

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Red Henley Shirt Tan Bomber Jacket Navy Jeans Burgundy Socks Brown Leather Loafers

This off-duty combination of a henley shirt and navy jeans is super easy to pull together without a second thought, helping you look stylish and ready for anything without spending too much time digging through your closet. Loafers add a sophisticated aesthetic to the outfit. Rest assured, this combination will keep you warm as well as looking stylish in this transitional weather. As a 30-year-old guy, you probably want to start dressing more professionally. That's when outfits like this are a surefire option.

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White Henley Shirt Tan Long Sleeve Shirt Black Leather Harrington Jacket Black Leather Watch Silver Bracelet Khaki Cargo Pants Beige Socks Black Leather Loafers

Pair a henley shirt with khaki cargo pants to put together a modern casual and stylish look. For something more on the sophisticated end to finish your getup, complete your getup with loafers. This one is a good choice when it comes to figuring out a well-coordinated outfit for transeasonal weather. Certainly a smart option if we're talking dressing ideas for 30-something gents.

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Grey Bandana White Henley Shirt Navy Cardigan Navy Double Breasted Blazer White Chinos Black Leather Loafers

A henley shirt and white chinos make for the ultimate casual style for any gentleman. For a modern hi/low mix, introduce loafers to the equation. When you're having one of those bleak fall days, sometimes only a knockout outfit like this one can cheer it up. If you've passed the big 3-0, take inspiration from ensembles like this to add more gravitas to your wardrobe.

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Charcoal Wool Hat Brown Henley Shirt Charcoal Cardigan Brown Leather Watch Blue Dress Pants Dark Brown Suede Loafers

We're loving the way this semi-casual combo of a henley shirt and blue dress pants instantly makes you look stylish. Clueless about how to round off this look? Rock a pair of loafers to polish it off. When it's one of those gloomy autumn days, sometimes only a killer look like this one can get you to face the outside world. An outfit like this will make any gent over 30 look better than everyone else in the room.