 Since Valentine's Day falls on a weekday this year, I thought I'd put together a look that you could wear to the office, but that would also transition really easily if you happen to have a date after work. You can never go wrong with great basics. A classic navy blazer and a pair of charcoal gray pants are two pieces that you can really do anything with. And if a navy blazer feels a little formal, wear one with a pattern like a subtle window pane. Now speaking of not wanting to be too dressy, one of my favorite ways to take a little bit of the formality out of a dress-up outfit is with a denim shirt. It's classy, but it's got this kind of casual ease to it, which is just really stylish. Now if you're going to wear red on Valentine's Day, I recommend that you stay away from big, bold, and bright red colors. Instead, try a deep burgundy or oxblood. It's a little more subtle, it's more subdued, and I always say that subtlety is one of the keys to being truly stylish. Another key, especially in the wintertime, is outerwear. And again, you can never go wrong if you stick to something classic like a navy overcoat. Keep it classic, keep it understated, make sure everything's tailored correctly, and you will look great.