Leather Bag Smart Casual Fall Outfits For Men In Their 30s

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Grey Turtleneck Olive Harrington Jacket Brown Leather Zip Pouch Olive Chinos Grey Suede Loafers

Marry an olive harrington jacket with a leather bag for a look that's both modern casual and dapper. You can get a bit experimental when it comes to footwear and complete your look with grey suede loafers. This one is a viable choice when it comes to putting together a neat getup for summer-to-fall weather. Wondering what to wear as you pass the big three-oh? This ensemble is the perfect answer.

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Black Beanie Black Knit Wool Turtleneck Black Leather Tote Bag Beige Cargo Pants Olive Leather Chelsea Boots

If you’re a jeans-and-a-tee kind of dresser, you'll like the simple but casual and cool combination of a black knit wool turtleneck and a leather bag. Clueless about how to finish off your look? Rock a pair of olive leather chelsea boots to kick it up a notch. You can bet this combination is the answer to all of your transitional dressing struggles. This outfit illustrates how 30-something Millennial gentlemen succeed in the style department.

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Black Sunglasses Navy Print Crew-neck T-shirt Tobacco Harrington Jacket Tobacco Leather Messenger Bag Khaki Chinos Black Leather Chelsea Boots

If you're looking for a modern casual and at the same time dapper look, dress in a tobacco harrington jacket and a leather bag. For a more polished take, complete your ensemble with black leather chelsea boots. Rest assured, this ensemble is the best way to beat gloomy autumn days. You can pay attention to combinations like this if you're in your 30s and you want to take a more serious direction in your personal style.

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Navy Beanie Navy Turtleneck Navy Field Jacket Brown Leather Watch Olive Chinos Black Leather Casual Boots Dark Brown Leather Tote Bag

This laid-back combo of a navy field jacket and a leather bag is a goofproof option when you need to look nice but have zero time to dress up. For a more refined spin, why not enter black leather casual boots into the equation? So as you can see, it's super easy to look stylish and stay toasty when colder weather hits, thanks to this ensemble. An outfit like this will help any 30-something Millennial guy upstage his pals.

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Tan Wool Hat Yellow Print Short Sleeve Shirt Light Blue Denim Jacket Olive Cotton Blazer Dark Brown Leather Messenger Bag White Chinos Burgundy Leather Casual Boots

You'll be surprised at how easy it is for any gent to get dressed like this. Just a light blue denim jacket worn with a leather bag. To give your overall outfit a more elegant finish, why not introduce burgundy leather casual boots to this look? As you can see, this ensemble is a really good option, especially for unpredictable fall weather, when the temperature is dropping. You can take inspiration from ensembles like this if you've hit your 30s and you want to take a more mature direction in your style.