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7 Style Tips to Nail Your First Date Look

Picture of Jill Di Donato
Fashion Editor
Updated: 25 January 2017
First dates can really work your nerves, but you can channel that tension into curating a look that lets your potential paramour see you at your alluring best. When it comes to first dates, my rule of thumb is that you should always K.I.S.S. (keep it simple, sweetheart). And above all else, own your style; never let it own you.

In life you might be spontaneous, but in dating, especially for the first date,  you want to plan your outfit ahead of time so that when it’s go-time, you don’t have to worry about what you look like. Minimal or invisible makeup helps keep your look natural, with brows on fleek, of course, to enhance the symmetry of your face. A lip and cheek stain can also help you achieve a “flushed face” look. According to a study published in The Independent, red cheeks are a sign of fertility, which can make a woman appear more attractive to the opposite sex. Even style has a biological imperative, it so seems.

In planning your first date outfit, whether you’re visiting Barcelona’s Grec Gardens or strolling along Los Angeles’ Abbot Kinney, you can avoid first date style mistakes by following these seven rules, so you can relax and be yourself.

Do Keep It Casual Chic

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Keep your cool by dressing for comfort. The last thing you want to worry about is a high maintenance look. One way to ensure that you’re comfortable in your clothing is to make sure your outfit fits, so if you don’t have an expert tailor on hand, find one immediately. Coming from the office? Don a blazer and jeans, and pair with a modest slingback heel.


Don’t Bare It All

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A hint of skin is much more sensual than showing off your assets on the first date. Think a dress with cut-outs or a skirt with a slit. Another option is to rock a body-con look—like this pencil skirt that hugs all your curves. Pair with a peasant cut blouse and ladylike flats.


Do Dress For The Destination

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Jeans and a tee work well for low-key date, fountain-hopping in Rome; cover up with a displaced sleeve roll-neck sweater that’s modern and edgy. But if you’re going to New York’s Met, an asymmetric slip dress is a new twist on a classic that lets you keep your aesthetic while dressing for the destination.

Don’t Overthink It

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Going overboard on an outfit for a first date looks like you’re trying too hard. Impress with neutral, earthy hues that signal your inner warmth. This army green silk blouse balances masculine and feminine aesthetics perfectly. Pair with mid-rise skinny jeans and ankle boots that keep you grounded.

Do Wear Lingerie

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Whether or not you choose to let your first date see your lingerie is up to you. But, wearing sexy undergarments on a first date gives a boost of confidence. Coordinating your bra and panties can make your inner goddess feel put together and on top of her game.

Don’t Forget Your Signature Scent


Scent is linked to sexual attraction, according to a study published in Psychology Today. Because this is a first encounter, you have no idea about the olfactory predilections of your date. So, wear a scent that turns you on and taps into your glamorous and enchanting self. The feeling will translate to all senses involved.

Do Avoid Wardrobe Malfunctions


Although you’re keeping your look simple, it doesn’t hurt to have a box of double sided body tape in your purse. Sometimes straps snap, or suddenly, your favorite bra isn’t fitting the way it should. Stylists swear by body tape because it’s an antidote to wardrobe malfunctions. To fully own your first date style, any extra bit of confidence you can wrangle is worth it.