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  1. Jul 8, 2020 · Pair a printed dress with cool mules. Bonus: Match your handbag to your shoes. Or swap the mules for a classic pair of white booties. Team a casual white tank top with wide-leg pants (in a fun print, if you prefer) for a comfortable first date outfit. Dress down a black dress by slipping into a pair of sneakers.

    • Date Night

      11 First-Date Outfits My Single Friends and I All Swear By...

    • Dates

      Oroblu. Patterned Tights. $27. SHOP NOW. (Image credit:...

    • Very New Flame

      My go-to outfit formula in the winter is leather pants,...

    • For A Low-Key Meetup
    • For Dinner and Drinks
    • For Outdoor Activities
    • For A Night on The Town
    • For A Whirlwind Adventure
    • For A Chilly Night Out
    • For Bringing The Drama
    • For The Party Date
    • For A Breezy Evening
    • For The Last-Minute Date

    If jeans are your comfort zone, dress up your favorite pair with a pretty puff-sleeve top and colorful mules. Great for a picnic or a low-key night on the town, this first date outfit exudes effortless confidence.

    A matching settakes the stress out of outfit planning, so it's no wonder this trend has had major staying power over the last few years. For drinks or dinner, style this coordinating ribbed top and skirt with delicate sandals and a modern mini bag.

    If you're going on a first date in the fall, your plans might involve a pumpkin patch, cider at an orchard, or an array of other outdoor activities in the crisp weather. To stay cozy and casual but still put-together, layer a polo sweater under a statement leather jacket, then pair it with some trusty denim.

    Embody ‘90s minimalism for date night in these slick leather pants paired with a strappy white top. Delicate gold earrings are a sleek finish made even better with dewymakeup.

    A ruffled dress reads feminine but not overly sweet when paired with white canvas sneakers for a daytime date or relaxed meet-up. A polished gold anklet makes for a sleek yet unexpected accent that highlights the intention you put into your easygoing first date outfit.

    Sometimes you find yourself spending time outdoors during a cold-weather date, whether you're walking from dinner to a cocktail bar, enjoying a near-empty park, or checking out holiday lights. You obviously still want to look nice while staying warm, so layer a tailored coatover a knit dress, then complete the look with tall boots.

    Balance out the boldness of a billowing crop top with a pair of long shortsand lace-up sandals. Whether you're headed to a picnic or a dive bar, this casual yet intentional look is sure to impress.

    You can’t beat a bodysuitfor an effortlessly stylish date night outfit—team yours with zebra-print pants and a gold pendant necklace for guaranteed impact.

    A slip skirt is fail-safe for any date—and it provides somuch versatility to rewear for any occasion. Pair yours with a bustier top and lace-up espadrilles for a low-key vibe that feels especially romantic on a warm, breezy evening.

    Despite being go-to staples, a T-shirt and trousers are anything but boring when modern details like padded shoulders and a corseted waist are part of the equation. Pastel kitten heelssteer the date night outfit in a dressier direction while maintaining ease.

  2. Nov 3, 2023 · Now, we wouldn’t normally prescribe this medicine for a first date, but the help of a suave dinner date is needed here. Now for that killer outfit. With a nice suit, a rollneck jumper and a ...

    • Michelle Scanga
    • Style Tip: If you're going to wear a classic LBD, give it an update with a pair of patterned tights and heels. Reformation. Bates Dress. Oroblu. Patterned Tights.
    • Style Tip: If you're going on a more casual first date, opt for a casual jacket and a printed miniskirt. Mango. Checkered Wool-Blend Jacket. & Other Stories.
    • Style Tip: If you want to put an unexpected twist to an otherwise classic ensemble, style it with white cowboy boots. Universal Standard. Foundation Turtleneck.
    • Style Tip: Heading on a date after a day at the office? Throw a classic coat over a timeless button-down shirt and a pleated midi skirt. Esse. The Shirt. Violeta.
  3. Jan 15, 2022 · 1. Excessively Revealing Clothing. For this rule, subtly revealing clothing is exempted. Showing a bit of skin is not a crime – it highlights your best assets and focuses the attention on the parts you really want to shine during a first date. But, excessively revealing clothing may potentially ruin this magic.

  4. Jul 20, 2023 · 4. Leather Jacket. A leather jacket is a great option for a first date. It’s versatile, stylish, and can easily dress up a casual look. Whether you’re going for a casual date or an evening outing, a leather jacket paired with a cute top or a little black dress can be the perfect outfit. 5.

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  6. Jul 24, 2024 · My go-to outfit formula in the winter is leather pants, platform Dr. Martens, and a cute top that shows some skin (but not too much). Accessorizing is the key to keeping the outfit true to my style. I always wear bright red lipstick, a standout piece of jewelry—either a gold necklace or statement earrings—and a mini purse to keep the look ...

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