As you can see here, it doesn't take that much work for a man to look casually elegant. Just opt for a red crew-neck sweater and a dress shirt and you'll look incredibly stylish. Don't know how to round off? Complement this look with white canvas low top sneakers for a more relaxed touch. As you can see, it's very easy to look stylish and stay comfy when cooler weather comes, thanks to this look. This outfit should erase any doubts you had about wearing more mature clothes as a gentleman in his twenties.