Black and White Leather Shoes Smart Casual Fall Outfits For Men In Their 20s: This casual combo of an olive long sleeve shirt and charcoal jeans is super easy to put together without a second thought, helping you look awesome and prepared for anything without spending a ton of time digging through your wardrobe. Black leather chelsea boots are guaranteed to infuse an element of polish into this getup. When it's one of those dreary autumn days, what better to cheer it up than a dapper ensemble like this one? So if you need outfit ideas on what to wear as you make your way through your 20s, this pairing is perfect.

This casual combo of an olive long sleeve shirt and charcoal jeans is super easy to put together without a second thought, helping you look awesome and prepared for anything without spending a ton of time digging through your wardrobe. Black leather chelsea boots are guaranteed to infuse an element of polish into this getup. When it's one of those dreary autumn days, what better to cheer it up than a dapper ensemble like this one? So if you need outfit ideas on what to wear as you make your way through your 20s, this pairing is perfect.

Black and White Leather Shoes Smart Casual Fall Outfits For Men In Their 20s: For a laid-back look, consider wearing a dark brown shearling jacket and black chinos — these pieces go perfectly well together. Throw a pair of black chunky leather derby shoes into the mix to avoid looking too casual. This look is a really great idea, especially for autumn, when the mercury is dipping. An ideal combination to make you a sharp guy in his 20s, rather than just a guy in his 20s.

For a laid-back look, consider wearing a dark brown shearling jacket and black chinos — these pieces go perfectly well together. Throw a pair of black chunky leather derby shoes into the mix to avoid looking too casual. This look is a really great idea, especially for autumn, when the mercury is dipping. An ideal combination to make you a sharp guy in his 20s, rather than just a guy in his 20s.

Black and White Leather Shoes Smart Casual Fall Outfits For Men In Their 20s: A tan shirt jacket and brown chinos are among those wear-anywhere-anytime items that have become the crucial elements in our menswear arsenals. Complete this outfit with a pair of black leather chelsea boots for a modern on and off-duty mix. If it's one of those dull autumn days, what better to cheer it up than a sharp look like this one? As you're transitioning from your 20s to your 30s, you probably want to start dressing like a grown man. If that's the case, looks like this become a great source of inspo.

A tan shirt jacket and brown chinos are among those wear-anywhere-anytime items that have become the crucial elements in our menswear arsenals. Complete this outfit with a pair of black leather chelsea boots for a modern on and off-duty mix. If it's one of those dull autumn days, what better to cheer it up than a sharp look like this one? As you're transitioning from your 20s to your 30s, you probably want to start dressing like a grown man. If that's the case, looks like this become a great source of inspo.

Black and White Leather Shoes Smart Casual Fall Outfits For Men In Their 20s: This combination of a navy wool shirt jacket and beige corduroy chinos looks on-trend, but it's very easy to pull together. Round off with a pair of black leather chelsea boots to avoid looking too casual. As you can see here, this combo is a really nice choice, especially for transitional weather, when the mercury is getting lower. Those who wonder how to sport smart dressing as you cruise through your 20s, you have your answer.

This combination of a navy wool shirt jacket and beige corduroy chinos looks on-trend, but it's very easy to pull together. Round off with a pair of black leather chelsea boots to avoid looking too casual. As you can see here, this combo is a really nice choice, especially for transitional weather, when the mercury is getting lower. Those who wonder how to sport smart dressing as you cruise through your 20s, you have your answer.

Black and White Leather Shoes Smart Casual Fall Outfits For Men In Their 20s: For an outfit that's street-style-worthy and effortlessly classic, wear a black trenchcoat with beige chinos. You could go down a more elegant route when it comes to shoes by rocking black chunky leather derby shoes. So when summer is done and fall is setting in, you'll find this ensemble to be your everything. A great source of inspiration for those looking to move their look towards maturity.

For an outfit that's street-style-worthy and effortlessly classic, wear a black trenchcoat with beige chinos. You could go down a more elegant route when it comes to shoes by rocking black chunky leather derby shoes. So when summer is done and fall is setting in, you'll find this ensemble to be your everything. A great source of inspiration for those looking to move their look towards maturity.