This combo of a brown turtleneck and black chinos is super easy to do and so comfortable to wear a variation of over the course of the day as well! A pair of black leather desert boots is a good pick to round off your look. While it can be a bit nerve-racking and time consuming to dress stylish in uncomfortably cold temps, it's combos like this that prove it's quite doable. Combinations like this are what at the end of the day will bring you more confidence as a 20-something man.