Grey Pants with Black Dress Shoes Casual Fall Outfits For Men In Their 20s

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Blue Crew-neck T-shirt Navy and White Bomber Jacket Grey Ripped Skinny Jeans Black Leather Loafers Black Leather Watch

This casual street style pairing of a navy and white bomber jacket and grey pants is very easy to throw together in next to no time, helping you look awesome and prepared for anything without spending a ton of time going through your wardrobe. And if you want to immediately kick up this look with a pair of shoes, why not introduce black dress shoes to the mix? So as you can see, it's very easy to look seriously stylish and stay warm when chillier weather hits, all thanks to combinations like this one. This combination proves that as a young gentleman, you have a wide array of style options.

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Black Tank Black Embellished Leather Biker Jacket Black Leather Watch Clear Sunglasses Grey Plaid Chinos Black Leather Tote Bag Black Leather Loafers

Dress in a black embellished leather biker jacket and grey pants to put together a laid-back and cool outfit. Switch up this look by rocking a pair of black dress shoes. As you can see, it's extremely easy to look amazing and stay snug come colder days, all thanks to looks like this one. Overall, a good example of casual fashion for 20-year-old gents.

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Black Crew-neck T-shirt Charcoal Leather Watch Black Embellished Leather Biker Jacket Black Leather Briefcase Grey Plaid Chinos Black Leather Loafers

Choose a black embellished leather biker jacket and grey pants for an everyday ensemble that's full of charisma and character. For a more sophisticated aesthetic, complement your look with a pair of black dress shoes. It's is a smart idea if you're picking out a comfortable transition look. Men wondering how to pull off modern off-duty looks as you move through your 20s, this pairing should answer your question.

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Silver Sunglasses Black Crew-neck T-shirt Charcoal Open Cardigan Grey Jeans Grey Socks Black Leather Derby Shoes

This laid-back combo of a charcoal open cardigan and grey pants is a safe bet when you need to look great in a flash. For a smarter aesthetic, complement your outfit with a pair of black dress shoes. This combination is everything for when leaves are falling down and temps are dipping. If you often wonder how to dress as a 20-something guy, this combination is a real life saver.

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Charcoal Long Sleeve Shirt Black Hoodie Navy Parka Charcoal Sweatpants Grey Wool Socks Black Leather Loafers

Demonstrate your skills in menswear styling by opting for this street style combo of a navy parka and grey pants. If you want to easily bump up this outfit with one piece, why not complement this look with black dress shoes? This look is a really wonderful choice, especially for fall, when the temps are starting to drop. Ideal if you're on the lookout for some incredibly inspiring relaxed casual style for 20-year-old guys.