Brown Messenger Bag Smart Casual Outfits After 40

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Brown Print Baseball Cap Grey Quilted Bomber Jacket Brown Leather Messenger Bag Silver Bracelet Olive Chinos Black Leather Casual Boots

For an off-duty ensemble, pair a grey quilted bomber jacket with a brown messenger bag — these two pieces fit really well together. A pair of black leather casual boots will bring a different twist to this outfit. Perfect if you're in search of some incredibly inspiring mature style.

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Beige Turtleneck Dark Brown Leather Messenger Bag Brown Houndstooth Overcoat Black Leather Gloves Tobacco Chinos

Such items as a brown houndstooth overcoat and a brown messenger bag are an easy way to introduce effortless cool into your daily routine. A great example for any gent who's still figuring out how to dress age-appropriately.

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Red Bow-tie Black V-neck Sweater Dark Brown Leather Messenger Bag Violet Gingham Dress Shirt Dark Brown Leather Belt Beige Cargo Pants Dark Brown Leather Casual Boots

This bold casual combo of a black v-neck sweater and a brown messenger bag is very easy to put together in no time flat, helping you look awesome and ready for anything without spending too much time going through your wardrobe. A nice pair of dark brown leather casual boots is an effortless way to upgrade your look. So if you're on the hunt for a great and age-appropriate getup, this one fits the task well.

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Navy Knit Turtleneck Dark Brown Leather Messenger Bag Dark Brown Corduroy Jeans Red Horizontal Striped Socks Black Suede Tassel Loafers

A navy knit turtleneck and a brown messenger bag are an easy way to inject effortless cool into your current casual arsenal. Why not take a more sophisticated approach with shoes and add a pair of black suede tassel loafers to your ensemble? So if you're after outfit inspiration for dressing as you age into your 40s, this combo is an amazing example.