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5 Daring Date-Night Outfits to Try

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Date nights are a great way to spend quality time with your partner and create memorable, meaningful experiences along the way. Of course, choosing the perfect sexy outfit for your next date night isn’t always easy. You have to consider the venue, the vibe, and of course, what you and your partner might like. While it’s true there’s no one-size-fits-all formula for ready-to-wear date-night pieces, there are a few tips and tricks to creating a solid lineup of date-night looks. 

Whether you’re going out for dinner or drinks or seeing a live show, we’re sharing our expert tips on how to build a daring, sexy outfit for your next date night.

The Vibe

When you’re staring at your closet (or heading to the mall) to pick out your next date-night outfit, you should consider the season, venue, and vibe of the night first. While it might be tempting to wear your best, most scandalous dress to your date night, you’ll want to consider a bit of comfort and practicality first. If you’re headed to an outdoor dinner, you’ll want to make sure you grab a matching jacket to stay comfortable and warm. If you’ll be strolling through a night market, go with comfortable wedges or easy-to-walk-in platforms. Even casual outfits can still be sexy; if you’re heading towards a first date, a pretty dress and evening shoes are a great choice.

If you like the casual-cozy vibe or are just heading out to a live show at your favorite dive bar, you can still make it sexy. The key to creating polished, daring, and put-together outfits is embracing laid-back pieces but mixing in a little special something, like adding sexy intimates under a jean jacket or blazer.

The Formula

While everyone has their own personal style, our style experts agree that choosing a daring, sexy outfit comes down to a few simple rules. To create a daring, on-trend look, our experts recommend pairing loose silhouettes with more fitted items and mixing and matching more casual items with polished pieces. Think of a cropped, boxy blazer with a sleek, plunging bodysuit, or your favorite fitted midi skirt with a puff-sleeve blouse. You can mix and match these looks to match different styles, too—just change up your accessories to take your go-to date-night look from season to season!

Right now, romantic looks are on-trend. If your style leans more feminine, consider highlighting softer details, like flowing statement sleeves, soft necklines, or pretty floral prints. You can dress these items up or down and add your favorite accessories into the mix too. If you want an edgier look, juxtapose more feminine items with more structured pieces or unexpected materials, like leather or latex.

To inspire your next sexy date-night ensemble, we’ve shared our five go-to outfit combos for a daring, bold vibe that is sure to spark a flame (and be totally Instagram-able in the process).

Our Picks

The Lingerie + Blazer Look

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If you want to show just the right amount of skin without baring it all, this edgy and tailored look is for you. It’s a great way to show off your prettiest lingerie without feeling naked. The best part is that you can style this trend to be sporty, sultry, or anything in between. Play with bold colors and complementing prints or go classic with a black lace teddy and white cropped outerwear piece. Finish the look with a staple black bag and minimalist gold jewelry. 

The Plunging Midi + Chunky Earrings Look

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Plunging necklines are a great way to look sultry and highlight your most feminine features. This celeb-inspired look works on both small and large-busted ladies alike and is a great way to spice up your date-night look. Don’t be afraid of unexpected slips, either—fashion tape and nipple covers are a great way to stay covered up while still baring it all. To get the look, choose a sleek, fitted option in your favorite color and go bold with your jewelry. Chunky hoops are having a moment but pendant earrings would also be a great fit. Style with strappy heels or your favorite black platforms for an on-trend look. 

Finish with a wet hairstyle for a sleek look or opt for straightened hair for maximum sophistication.

The Romantic Dress + Strappy Sandals Look

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An ultra-feminine, flowing romantic dress is perfect for a spring or summer date night, and with the right styling, it can be sexy and daring, too. Look for structured busts and ultra-feminine necklines that show a little skin, like a sweetheart or off-the-shoulder look. For further juxtaposition, pair soft pastels and floral prints with black or metal accents and mix it up by throwing a leather jacket on top. Play up the edgy vibe with a slicked-back bun or keep the party vibe going with a high-braided ponytail. 

To finish your look, opt for strappy sandals or ankle boots and minimalist jewelry to beautifully enhance your outfit without taking away from its design.

The Fitted Top + Jeans Look

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Heading for a more casual night out, but still want to look your best? Pair a sexy fitted top with your favorite pair of jeans. Opt for an on-trend wide-leg look or keep things sleek and sophisticated with your go-to skinnies. We love white denim for warmer weather, but don’t be afraid to mix it up with a bold colored pair, too. Finish the look with your favorite pair of mules or sexy black shoes and keep the sexy vibe going with a blowout or beachy waves.

The Classic Little Black Dress Look

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What sultry date night rotation would be complete without a little black dress? There’s a reason it’s a classic, but that doesn’t mean it has to be boring. Mix it up with texture—we love a tight sweater dress when there’s a chill in the air or a latex option if you’re looking to turn heads and make a statement. Add a pop of color with a nylon bag or glitter and shimmer with your favorite accessories, too. 

Play with your shoe choice, outerwear, and accessory choice to keep this classic look feeling fresh.

Tess DiNapoli

Tess DiNapoli is an artist, freelance writer, and content strategist. She has a passion for yoga and often writes about health and wellness, but also enjoys covering the fashion industry and world of fitness. ...(Read More)

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