WHAT TO WEAR: Casual Date Night

What to Wear

So, the cute guy you’ve been making flirty eye contact with finally made the bold move of asking you out. After much anticipation, the night arrives and you’re really excited—not to mention a little nervous. On one hand, you don’t want to come across too desperate for attention. On the other hand, you want to be sure you’re dressing to impress. To make a lasting impact in his mind, think fun and flirty.

Inspired by the ’90s aesthetic, this Fashionista chose a flowy babydoll dress. I love how the whimsical print of this dress adds some personality to her outfit. Her date will instantly pick up on her easy-going vibe. Switching it up a bit, this Fashionista pulls inspiration from a different era, the ’60s, in sporting these oversized round-frame sunglasses. I especially admire this choice in eyewear, as they remind me of the infamous retro pair by Miu Miu.

Now let’s talk shoes. Heels are a great way to go because they complement you in the best ways possible. They give you a few extra inches, make your posture impeccable and generally have you walking much more confidently. But remember, it’s just the first date and you want to keep things casual. This is where wedges become the perfect option. Not only do they provide all these things, they give you more support so you’re less likely to trip (embarrassing!). This Fashionista wore nude sandal wedges to draw the eye up and maintain the summery feel of her dress.

I also noticed the way she let some of her personality show through jewelry. Her unique rings and necklace are subtle hints of her eclectic side. If her date is observant enough, he’ll ask her where she came across that buddha ring. An interesting conversation starter!

One Simple Change: The first date went better than you had expected? When you’re getting ready for round two, a nicer dinner date, opt for one statement necklace in place of any other accessories. A large eye-catching necklace can easily take your outfit from laid back daytime to glam nighttime. Another reason to love jewelry: it’s never-ending versatility.

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