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A black leather harrington jacket and navy jeans are a pairing that every smart gent should have in his casual repertoire. You can get a bit experimental with shoes and spruce up your outfit by wearing a pair of dark brown leather chelsea boots. You can be certain this ensemble is perfect for fluctuating autumn weather. As you go into your 30s, you probably want to start dressing more maturely. If that's the case, outfits like this are a winning option.

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This pairing of a black leather biker jacket and navy jeans is extremely easy to do and so comfortable to wear as well! Hesitant about how to round off your ensemble? Finish off with a pair of dark brown leather chelsea boots to bump up the style factor. It's is a good option when it comes to a stylish summer-to-fall transition look. This ensemble suggests how to look good as you slip into your 30s.

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A black leather harrington jacket and charcoal chinos are wonderful menswear must-haves that will integrate brilliantly within your day-to-day casual repertoire. Dark brown leather derby shoes will bring an element of class to an otherwise mostly casual look. So as you can see, it's very easy to look awesome and stay warm when cooler weather arrives, thanks to this ensemble. As a 30-something man, you probably want to start dressing like a grown-up. That's when inspiration like this comes in very handy.

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This combo of a black leather biker jacket and charcoal chinos looks put together and makes you look infinitely cooler. Want to go all out on the shoe front? Complete this look with a pair of dark brown leather chelsea boots. On not-so-chilly days, rock a version of this summer-to-autumn outfit and look absolutely amazing. As a young gentleman, you want to start dressing more maturely. That's when inspo like this comes in handy.

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A brown barn jacket and khaki chinos are a pairing that every dapper gent should have in his casual wardrobe. Get a little creative in the footwear department and add dark brown leather derby shoes to the equation. It's a good pick if you're picking out a neat outfit for awkward transition weather. If you frequently worry about dressing maturely, this ensemble is a safe option.