![Grey Wool Blazer with White Dress Shirt Winter Outfits For Men In Their 20s: To look like a proper gent, opt for a grey wool blazer and a white dress shirt. Here's how to play it down: black suede desert boots. Yep, it is indeed possible to survive the sub-zero chill without looking like a bundle of yarn. As you're going through your late 20s, you probably want to start dressing more maturely. That's when looks like this are a surefire option.](https://cdn.lookastic.com/looks/overcoat-blazer-dress-shirt-large-34430.jpg)
![Black Overcoat](https://cdn.lookastic.com/black-overcoat-original-428400.jpg)
![Grey Wool Blazer](https://cdn.lookastic.com/grey-wool-blazer-original-441000.jpg)
![White Dress Shirt](https://cdn.lookastic.com/white-dress-shirt-original-355266.jpg)
![Black Chinos](https://cdn.lookastic.com/black-chinos-original-464814.jpg)
![Black Suede Desert Boots](https://cdn.lookastic.com/black-suede-desert-boots-original-501012.jpg)
![Black and White Horizontal Striped Tie](https://cdn.lookastic.com/black-and-white-horizontal-striped-tie-original-4241987.jpg)
To look like a proper gent, opt for a grey wool blazer and a white dress shirt. Here's how to play it down: black suede desert boots. Yep, it is indeed possible to survive the sub-zero chill without looking like a bundle of yarn. As you're going through your late 20s, you probably want to start dressing more maturely. That's when looks like this are a surefire option.