This outfit with a gilet and navy jeans isn't super hard to pull off and is open to more experimentation. And if you need to immediately dress down this outfit with a pair of shoes, why not add a pair of work boots to this getup? In the winter months, when practicality is critical, it can be easy to surrender to a less-than-stylish outfit in the name of practicality. However, this outfit is a clear example that you totally can stay snug and remain equally stylish during the winter months. This combo shows that in your twenties your dressing options are in no way limited.