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When you’ve been in a relationship for as long as I have (we’re talking 16 years), it’s not unusual for date nights to lose their sparkle. Though, when I speak to my single friends about their upcoming dates, often, they too are less than enthused about prepping for them. Gone are the days, however, when “sexy” was the dress code to adhere to for date nights. Whether it’s your first or 50th, it’s important that you stay true to yourself and wear an outfit that reflects who you are and your individual style.

Still, no matter how self-assured you are, there’s always the conundrum about how fancy your outfit should be. Are jeans too casual? Will heels make me look overdressed? To help cover all of your date-night outfit needs, I’ve scoured the internet to find 12 impressive looks that’ll work for low-key daytime meetings all the way to late-night dinners in the most exclusive restaurants. What’s more? I’ve also found the pieces to re-create them. Scroll on for your ultimate date-night outfit guide.

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