The first holiday - no, first Valentine’s Day with a new date by your side?! This can be a little stressful, especially if you aren’t quite sure what you guys are or even how you’re feeling about this relationship yet! For this situation, I recommend keeping it simple. Cute! But simple. I would opt for a neutral colored sweater dress. A midi sweater dress that can be dressed up or down is my favorite option, because then no matter what yall are doing you look *prepared*. I’d pair this look with a pair of simple mules or sneakers. If he tells you where you’re going, you can plan this accordingly. If not, go check out my mules guide and pick some out that’ll make you feel cute and ready for the day.
Finally - layers will always win in situations like this. Add on a suede moto jacket or an oversized plaid blazer that can be taken on or off depending on where you go. You’re now ready for the day, look ready for the day, and are going to have a blast, no matter where it (and he) takes you.
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