Finding the perfect dress for work can be a headache sometimes, but I have come to the rescue! Here are 18 dresses that are perfect for 9 to 5 work wear and can easily transition for your evenings out. What I love the most about these dresses is that you can wear now and later in other seasons. I know I have focused a lot on clothing that can be worn now and later, but I like the idea of stretching my dollars and getting the most for my money. You can wear a trendy jacket with any of these dresses for a fashion-forward look. You can also accessorize with a layering necklace or with a scarf. During the warmer seasons, go for a lightweight cardigan for the office and switch your look with a clutch and a pair of metallic pumps for those 16-hour days.