Team an olive wool blazer with a white dress shirt and you're bound to make women go weak in the knees. If you don't know how to finish, complete this look with a pair of black leather derby shoes. While it can be a bit challenging to stay fashionable on extra cold days, it's getups like this that prove it's actually possible. As you're maturing from your teen years to your 20s, you probably want to start dressing more maturely. If that's the case, inspo like this is very useful.