My good friend asked me to come up with examples of outfits that could work for both work and going out after work. Winter is tricky since if your office anything like mine, it is FREEZING inside, so multiple layers are mandatory. But if you go to a bar after, you will be dying of heatstroke from the layers.
The best solution? Wear a blazer to work that you can leave behind at work. Also, wear cute booties to work, then change into work appropriate heels or flats for work (unless your office is more casual stay in the booties), and then back into the booties for the bar. This outfit is both cute for work and a bar!