Casual Boots with Sweatshirt Chill Weather Outfits For Men In Their 30s

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Black Sweatshirt Black Parka Black Skinny Jeans Black Suede Casual Boots

To don an off-duty getup with an edgy finish, marry a sweatshirt with black skinny jeans. Take this outfit down a more sophisticated path by slipping into casual boots. Off-duty looks for 30-something Millennial gentlemen aren't actually that hard, as you can see.

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White Dress Shirt Grey Knit Tie Grey Sweatshirt Brown Leather Bomber Jacket Navy Jeans Brown Leather Casual Boots

This combo of a sweatshirt and navy jeans offers both comfort and confidence. Feeling experimental? Jazz things up by slipping into casual boots. As a young gent, you want to start dressing like a grown-up. If that's the case, ensembles like this are a real life saver.