Behold: 20 Easy Date Night Outfit Ideas to Keep in Your Back Pocket
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Putting together a date night outfit can be stress-inducing and cost you precious time that you can’t afford to sacrifice. There’s nothing quite worse than when the panic sweat kicks in as you watch the clock tick down during your umpteenth outfit change. Fret not, daters! Whether you’re dressing for a first date, heading to a second date or in the throes of a lasting relationship, we’re here to help you create a swoon-worthy ensemble that elicits a double-take. From casual cocktails to a candlelit evening and everything in-between, here’s a list of 20 easy date night outfit ideas to reference and recreate for any and every vibe. Enjoy your sexy night out in style.
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1. Always, Always, Always a Little Black Dress
Edward Berthelot / Contributor / Getty Images
When in doubt, you can’t go wrong with a LBD. Classic and timeless, this versatile and flattering option will carry you through a wide range of dates, from dinner and drinks to a cooking class to a Broadway show and beyond. Material matters, so consider the season and activity. A tousled linen will be wise for a summer picnic while a luxe velvet will look refined in the colder months. Finish with a slinky and sexy pair of kitten or slingback heels and, while you’re at it, don a playful baguette bag a la Carrie Bradshaw.
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Revolve
Michael Lauren Tony Dress
https://howl.me/link/?url=https%3A%2F%2Fwww.revolve.com%2Fmichael-lauren-tony-dress-in-black%2Fdp%2FMLAU-WD320%2F&publisher_slug=purewow&exclusive=1&article_name=purewow&u1=date-night-outfit-ideas
79
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Reformation
Brisbane Velvet Dress
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=40090&murl=https%3A%2F%2Fwww.thereformation.com%2Fproducts%2Fbrisbane-velvet-dress%2F1311623BLK.html&u1=date-night-outfit-ideas
248
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J.Crew
Collection A-line Mini Dress
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=40090&murl=https%3A%2F%2Fwww.thereformation.com%2Fproducts%2Fbrisbane-velvet-dress%2F1311623BLK.html&u1=date-night-outfit-ideas
198
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Abercrombie & Fitch
Ruched Knit T-Shirt Mini Dress
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.abercrombie.com%2Fshop%2Fus%2Fp%2Fruched-knit-t-shirt-mini-dress-53443320%3Ffaceout%3Dmodel%26seq%3D03&xcust=date-night-outfit-ideas
80
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Anthropologie
Sachin & Babi Puff-Sleeve Mini Dress
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=39789&murl=https%3A%2F%2Fwww.anthropologie.com%2Fshop%2Fsachin-babi-puff-sleeve-v-neck-mini-dress%3Fcolor%3D001%26type%3DSTANDARD%26quantity%3D1&u1=date-night-outfit-ideas
298
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Revolve
Guizio Lleo Satin Mini Dress
https://howl.me/link/?url=https%3A%2F%2Fwww.revolve.com%2Fguizio-lleo-satin-mini-dress-in-black%2Fdp%2FDGUI-WD51%2F&publisher_slug=purewow&exclusive=1&article_name=purewow&u1=date-night-outfit-ideas
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Reformation
Maves Dress
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=40090&murl=https%3A%2F%2Fwww.thereformation.com%2Fproducts%2Fmaves-dress%2F1311870BLK.html&u1=date-night-outfit-ideas
298
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2. Snuggle Up in A Cozy Sweater
Jeremy Moeller / Contributor / Getty Images
A coffee date calls for comfortability, and nothing screams comfy quite like a cozy sweater. The key to nailing this look is to choose what best complements your body, so play around with proportions, color, print, embroidery, embellishments, cut, sleeve type and fit until you find one that suits your style. Combine it with a skirt, trousers or jeans, or layer it over your favorite dress to complete your casual and cute ‘fit.
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Gap
24/7 Split-Hem Crewneck Sweater
https://gap.igs4ds.net/c/408233/383244/5553?u=https%3A%2F%2Fwww.gap.com%2Fbrowse%2Fproduct.do%3Fpid%3D6612190020003%23pdp-page-content&subId1=date-night-outfit-ideas
70
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Sézane
Nathalia Jumper
https://www.awin1.com/cread.php?awinmid=30299&awinaffid=1085617&campaign=&clickref=date-night-outfit-ideas&clickref2=&clickref3=&clickref4=&clickref5=&clickref6=&ued=https%3A%2F%2Fwww.sezane.com%2Fus%2Fproduct%2Fnathalia-jumper%2Fmottled-beige%23size-XXS&platform=pl
150
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Everlane
The Alpaca Crew
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.everlane.com%2Fproducts%2Fwomens-alpaca-crew-black&xcust=date-night-outfit-ideas
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Zara
Jewel Collar Knit Sweater
https://www.awin1.com/cread.php?awinmid=21094&awinaffid=1085617&campaign=&clickref=date-night-outfit-ideas&clickref2=&clickref3=&clickref4=&clickref5=&clickref6=&ued=https%3A%2F%2Fwww.zara.com%2Fus%2Fen%2Fjewel-collar-knit-sweater-p09598005.html%3Fv1%3D312320654%26v2%3D2352849&platform=pl
70
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Marcella New York
Audrey Sweater
https://www.shareasale.com/r.cfm?b=1734891&u=1100777&m=108075&urllink=https%3A%2F%2Fwww.marcellanyc.com%2Fproducts%2Faudrey-sweater%3Fvariant%3D39606780002383&afftrack=date-night-outfit-ideas
135
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Jenni Kayne
Cashmere Fisherman Sweater
https://www.tkqlhce.com/click-8757841-15318409?url=https%3A%2F%2Fwww.jennikayne.com%2Fproducts%2Fcashmere-fisherman-sweater-oatmeal&sid=date-night-outfit-ideas
425
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Anthropologie
Maeve Bell-Sleeve Sweater
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=39789&murl=https%3A%2F%2Fwww.anthropologie.com%2Fshop%2Fmaeve-bell-sleeve-sweater4%3Fcolor%3D018%26type%3DSTANDARD%26quantity%3D1&u1=date-night-outfit-ideas
118
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3. Stick with Something Smocked
Edward Berthelot / Contributor
It’s all in the details, people, and if you want your date to read between the (smocked) lines, there’s a lot to be said when ruching is at the helm of the ‘fit—dirty talk aside. Often gathered and sometimes embroidered, a smocked bodice can be an ideal way to create a form-fitting silhouette that’s ultra-flattering and forgiving, hiding any insecurities.
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Anthropologie
Sheer Smocked Sweater Tank
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=39789&murl=https%3A%2F%2Fwww.anthropologie.com%2Fshop%2Fby-anthropologie-sheer-smocked-ruffled-asymmetrical-sweater-tank%3Fcolor%3D011%26type%3DSTANDARD%26quantity%3D1&u1=date-night-outfit-ideas
128
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Hill House
The Anjuli Nap Dress
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.hillhousehome.com%2Fproducts%2Fthe-anjuli-nap-dress-lipstick-pink-cotton%3Fvariant%3D40671307399211&xcust=date-night-outfit-ideas
105
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Macy’s
English Factory Smocked Gingham Top
https://go.skimresources.com?id=27667X859343&xs=1&url=https%3A%2F%2Fwww.macys.com%2Fshop%2Fproduct%2Fenglish-factory-womens-gingham-smocked-puff-sleeve-top%3FID%3D16011034&xcust=date-night-outfit-ideas
77
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Zara
Textured Asymmetric Top
https://www.awin1.com/cread.php?awinmid=21094&awinaffid=1085617&campaign=&clickref=date-night-outfit-ideas&clickref2=&clickref3=&clickref4=&clickref5=&clickref6=&ued=https%3A%2F%2Fwww.zara.com%2Fus%2Fen%2Ftextured-asymmetric-top-p05039311.html%3Fv1%3D326844465&platform=pl
30
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Nordstrom
bebe Smocked Georgette Cocktail Dress
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=1237&murl=https%3A%2F%2Fwww.nordstrom.com%2Fs%2Fbebe-smocked-georgette-cocktail-dress%2F7407403&u1=date-night-outfit-ideas
129
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Amazon
Merzhiiry Smocked Flowy Dress
https://www.amazon.com/Merzhiiry-Smocked-Sleeve-Square-Dresses/dp/B0B8558QSS?th=1&psc=1&linkCode=ll1&tag=pur0e4-20&linkId=41afa57689c05d81ff6c2d215c2a9a71&language=en_US&ref_=as_li_ss_tl
31
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Tuckernuck
Pomander Place Jaia Smocked Blouse
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Ftnuck.com%2Fproducts%2Fchampagne-jaia-smocked-blouse&xcust=date-night-outfit-ideas
148
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Neiman Marcus
Norma Kamali Shirred Skirt
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.neimanmarcus.com%2Fp%2Fnorma-kamali-high-waist-shirred-knee-length-skirt-prod260950152&xcust=date-night-outfit-ideas
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Rails
Selena Skirt
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.rails.com%2Fproducts%2Fselena-skirt-grenadine%3Fvariant%3D42591592546473&xcust=date-night-outfit-ideas
198
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4. A White Blouse and Jeans Combo Is Forever Timeless
Christian Vierig / Stringer / Getty Images
Tried-and-true for a reason, a white blouse and jeans combo can seem so simple yet go so far, especially if it’s a spontaneous or unplanned date. Yes, a plain white T-shirt may be one of your staples, but challenge yourself to swap it for a white blouse instead. A fancier top can easily elevate your usual look while offering up the same familiarity you gravitate towards, plus the jeans keep it totally caszh. Don’t forget to play around with texture and accessories if you want to showcase more of your personal style; an exaggerated collar or split-hem jean will do the trick.
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Free People
Maisie Cutwork Top
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=43177&murl=https%3A%2F%2Fwww.freepeople.com%2Fshop%2Fmaisie-cutwork-top%2F%3Fcolor%3D010%26type%3DREGULAR%26quantity%3D1&u1=date-night-outfit-ideas
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The Shirt by Rochelle Behrens
The Icon Shirt
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fthe-shirt.com%2Fproducts%2Fthe-icon-shirt-in-white&xcust=date-night-outfit-ideas
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Dôen
Eldoris Top
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.shopdoen.com%2Fproducts%2Feldoris-top-salt%3Fvariant%3D40245985116273&xcust=date-night-outfit-ideas
278
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Lucky Brand
Relaxed Button Through Blouse
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.luckybrand.com%2Frelaxed-button-through-blouse%2F196200803807.html&xcust=date-night-outfit-ideas
30
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Anthropologie
Eri + Ali Textured Puff-Sleeve Top
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=39789&murl=https%3A%2F%2Fwww.anthropologie.com%2Fshop%2Feri-ali-textured-puff-sleeve-top%3Fcolor%3D010%26type%3DSTANDARD%26quantity%3D1&u1=date-night-outfit-ideas
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Banana Republic
Lish Poplin Top
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fbananarepublic.gap.com%2Fbrowse%2Fproduct.do%3Fpid%3D755667022&xcust=date-night-outfit-ideas
70
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Reformation
Wanda Top
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=40090&murl=https%3A%2F%2Fwww.thereformation.com%2Fproducts%2Fwanda-top%2F1312443CRM.html&u1=date-night-outfit-ideas
148
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5. Book a Meeting with That Sexy Blazer Dress, Stat
Christian Vierig / Contributor / Getty Images
Traditional workwear can go beyond the four walls of an office cubicle when styled as a dress. Whether you opt for a tailored silhouette or choose the oversize route, the dramatic shoulders, structured lapels and traditional button closures in a blazer dress will make a bold and powerful impression on any date night. Take it one step further with your pick of opaque, sheer or fishnet tights to create the illusion of elongated legs.
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Revolve
superdown Armida Blazer Dress
https://howl.me/link/?url=https%3A%2F%2Fwww.revolve.com%2Fsuperdown-armida-button-blazer-dress-in-hot-pink%2Fdp%2FSPDW-WD2158%2F&publisher_slug=purewow&exclusive=1&article_name=purewow&u1=date-night-outfit-ideas
88
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ASOS
Topshop Satin MiniBblazer Dress
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.asos.com%2Fus%2Ftopshop%2Ftopshop-satin-mini-blazer-dress-in-chocolate%2Fprd%2F203601603&xcust=date-night-outfit-ideas
129
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Mango
Buckle Wrap Dress
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fshop.mango.com%2Fus%2Fwomen%2Fdresses-and-jumpsuits-dresses%2Fbuckle-wrap-dress_67010468.html&xcust=date-night-outfit-ideas
130
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& Other Stories
Tailored Tie-Waist Blazer Dress
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.stories.com%2Fen_usd%2Fclothing%2Fdresses%2Fmini-dresses%2Fproduct.tailored-tie-waist-blazer-dress-yellow.1127435001.html&xcust=date-night-outfit-ideas
279
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Neiman Marcus
Jacquemus Bari Cutout Mini Blazer Dress
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.neimanmarcus.com%2Fp%2Fjacquemus-bari-belted-cutout-single-breasted-mini-blazer-dress-prod268730030&xcust=date-night-outfit-ideas
1,235
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Retrofrête
Amberly Blazer Dress
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fretrofete.com%2Fproducts%2Famberly-blazer-dress-black&xcust=date-night-outfit-ideas
730
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Anthropologie
MISHA Ander Mini Blazer Dress
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=39789&murl=https%3A%2F%2Fwww.anthropologie.com%2Fshop%2Fmisha-ander-mini-blazer-dress%3Fcolor%3D011%26type%3DSTANDARD%26quantity%3D1&u1=date-night-outfit-ideas
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French Connection
Whisper Blazer Dress
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fusa.frenchconnection.com%2Fproducts%2Fwhisper-blazer-dress-prince-rocks&xcust=date-night-outfit-ideas
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Nordstrom
Open Edit Double Breasted Blazer Minidress
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=1237&murl=https%3A%2F%2Fwww.nordstrom.com%2Fs%2Flong-sleeve-double-breasted-blazer-minidress%2F7495668&u1=date-night-outfit-ideas
100
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6. Get Grungy in a Leather Jacket
Edward Berthelot / Contributor / Getty Images
Chilly weather in the forecast? Good news: You don’t have to sacrifice fashion for warmth. A leather jacket can keep you cozy enough while introducing an element of grunge and edginess—especially if it has an interior lining. What’s more, there are a myriad of styles to choose from—motorcycle, biker, vintage, bomber, etc.—so be sure to select one that complements both your outfit and taste.
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Urban Outfitters
BDG Sasha Faux Leather Car Jacket
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=43176&murl=https%3A%2F%2Fwww.urbanoutfitters.com%2Fshop%2Fbdg-sasha-faux-leather-car-jacket%3Fcolor%3D020%26type%3DREGULAR%26quantity%3D1&u1=date-night-outfit-ideas
99
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Reformation
Veda Allen Leather Jacket
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=40090&murl=https%3A%2F%2Fwww.thereformation.com%2Fproducts%2Fveda-allen-leather-jacket%2F1314333ITP.html%3Fdwvar_1314333ITP_color%3DITP%26quantity%3D1&u1=date-night-outfit-ideas
598
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Quince
Leather Motorcycle Jacket
https://www.pjtra.com/t/TUJGR0pFTkJHRUVHTUtCR0ZORUhJ?url=https%3A%2F%2Fwww.quince.com%2Fwomen%2Fleather-biker-jacket%3Fcolor%3Dblack&sid=date-night-outfit-ideas
150
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Shopbop
Lioness Staten Island Jacket
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.shopbop.com%2Fstaten-island-jacket-lioness%2Fvp%2Fv%3D1%2F1507648065.htm&xcust=date-night-outfit-ideas
129
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Revolve
LAMARQUE Dylan Jacket
https://howl.me/link/?url=https%3A%2F%2Fwww.revolve.com%2Flamarque-dylan-jacket-in-black%2Fdp%2FLARX-WO68%2F&publisher_slug=purewow&exclusive=1&article_name=purewow&u1=date-night-outfit-ideas
595
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Zara
Faux Leather Biker Jacket
https://www.awin1.com/cread.php?awinmid=21094&awinaffid=1085617&campaign=&clickref=date-night-outfit-ideas&clickref2=&clickref3=&clickref4=&clickref5=&clickref6=&ued=https%3A%2F%2Fwww.zara.com%2Fus%2Fen%2Ffaux-leather-crop-biker-jacket-p04341826.html&platform=pl
90
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7. Show ‘Em Who’s Boss in a Matching Suit Set
Edward Berthelot / Contributor / Getty Images
Self-confidence is sexy, and what better way to exude that than in a matching suit set? When it comes to a power get-up, there’s a fine line between cool and corporate, so a pop-of-color, tailored silhouette or relaxed fit can be enough to maintain a flirty and playful vibe. (Psst…don’t forget the strappy heels, either.)
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Amazon
Marycrafts Blazer Pant Suit Set
https://www.amazon.com/Marycrafts-Womens-Business-Blazer-Burgundy/dp/B07ZK623VZ?th=1&psc=1&linkCode=ll1&tag=pur0e4-20&linkId=b515d7ad6d9662115776ec74c1bc13da&language=en_US&ref_=as_li_ss_tl
67
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Lulus
Upscale Vision Black Feather Blazer
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.lulus.com%2Fproducts%2Fupscale-vision-black-feather-blazer%2F2239756.html&xcust=date-night-outfit-ideas
74
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Nordstrom
Tahari ASL Belted Blazer & Pants Set
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=1237&murl=https%3A%2F%2Fwww.nordstrom.com%2Fs%2Ftahari-asl-peak-lapel-belted-blazer-pants-set%2F7532255&u1=date-night-outfit-ideas
229
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Boden
The Marylebone Wool Blazer
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=1237&murl=https%3A%2F%2Fwww.nordstrom.com%2Fs%2Ftahari-asl-peak-lapel-belted-blazer-pants-set%2F7532255&u1=date-night-outfit-ideas
156
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Everlane
The Linen Oversized Blazer
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.everlane.com%2Fproducts%2Fwomens-linen-oversized-blazer-light-blue&xcust=date-night-outfit-ideas
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ASOS
Oversized Blazer
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.asos.com%2Fus%2Fasos-edition%2Fasos-edition-oversized-blazer-with-belt-in-brown-pinstripe%2Fprd%2F205200110&xcust=date-night-outfit-ideas
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8. Embellish a Comfortable Knit Dress
Edward Berthelot / Contributor / Getty Images
Casual, comfortable and totally charming, a knit dress, whether it’s sleeveless or long-sleeved, mini or maxi, bodycon or relaxed, can be a saving grace in cool temperatures. If you want to zhuzh up your outfit, a statement belt can create more dimension and accentuate the smallest part of your waist, highlighting your natural figure. There’s plenty of flexibility in footwear department, too, so don’t be afraid to wear your most comfortable sneakers if you aim to tone it down for the date.
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Tuckernuck
Pomander Place Hazelwood Vivianne Dress
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Ftnuck.com%2Fproducts%2Fhazelwood-vivianne-dress&xcust=date-night-outfit-ideas
128
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Reformation
Tommie Knit Dress
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=40090&murl=https%3A%2F%2Fwww.thereformation.com%2Fproducts%2Ftommie-knit-dress%2F1313774INE.html%3Fdwvar_1313774INE_color%3DINE%26quantity%3D1&u1=date-night-outfit-ideas
198
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Amazon
Zesica Bodycon Knitted Sweater Dress
https://www.amazon.com/ZESICA-Knitted-Sweater-Sleeveless-ArmyGreen/dp/B0BYF1FTSX?&linkCode=ll1&tag=pur0e4-20&linkId=713e4a722c326aeda3b874efa1d1f645&language=en_US&ref_=as_li_ss_tl
37
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Revolve
SNDYS Baha Mini Dress
https://howl.me/link/?url=https%3A%2F%2Fwww.revolve.com%2Fsndys-baha-mini-dress-in-black%2Fdp%2FSDYS-WD178%2F&publisher_slug=purewow&exclusive=1&article_name=purewow&u1=date-night-outfit-ideas
57
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Meshki
Anna Flare Sleeve Knit Dress
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.meshki.us%2Fproducts%2Fanna-sleeve-knit-dress-yellow&xcust=date-night-outfit-ideas
85
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Petal + Pup
Nova Wrap Knit Midi Dress
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fpetalandpup.com%2Fproducts%2Fnova-wrap-knit-midi-dress-camel%3Fvariant%3D42885196611761&xcust=date-night-outfit-ideas
48
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9. Get Leggy in Leather Pants
Christian Vierig / Contributor / Getty Images
When a leather jacket isn’t enough leather for you, opt for leather pants instead. They’re a sleek and stylish swap of your usual denim bottoms, and they’re quite bold already, so we suggest styling them with a shoe of the same hue and a simple blouse up top. Psst…go ahead and enjoy that extra 30 minutes of bliss with a glass of vino before your date picks you up instead of tearing your closet apart to find a ‘fit.
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Spanx
Faux Leather Leggings
https://spanx.sjv.io/c/408233/975074/12885?u=https%3A%2F%2Fspanx.com%2Fproducts%2Ffaux-leather-leggings&subId1=date-night-outfit-ideas
98
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Revolve
BlankNYC Faux Leather Straight Leg Pant
https://howl.me/link/?url=https%3A%2F%2Fwww.revolve.com%2Fblanknyc-faux-leather-straight-leg-pant-in-need-you-tonight%2Fdp%2FBLAN-WP88%2F&publisher_slug=purewow&exclusive=1&article_name=purewow&u1=date-night-outfit-ideas
98
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Abercrombie & Fitch
Curve Love Vegan Leather 90s Relaxed Pant
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.abercrombie.com%2Fshop%2Fus%2Fp%2Fvegan-leather-90s-relaxed-pants-50880552%3Ffaceout%3Dlife%26seq%3D31&xcust=date-night-outfit-ideas
110
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10. All Hail a Cardigan and Jeans Uniform
Jeremy Moeller / Contributor / Getty Images
If we’ve learned anything from Taylor Swift recently, it’s that a simple sweater combo can look incredibly endearing and desirable. Whether you’re freshly dating or a few years into a relationship, a cardigan styled with jeans makes for an understated and relaxed date night outfit that’ll look put-together during mini golf, dinner, drinks or a coffee date. Choose a split hem or bold pattern for an interesting twist.
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Agolde
90's Pinch Waist High-Rise Straight Jeans
https://howl.me/link/?url=https%3A%2F%2Fwww.shopbop.com%2F90s-pinch-waist-high-rise%2Fvp%2Fv%3D1%2F1517762982.htm&publisher_slug=purewow&exclusive=1&article_name=purewow&u1=date-night-outfit-ideas
208
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Reformation
Clara Crew Cardigan
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=40090&murl=https%3A%2F%2Fwww.thereformation.com%2Fproducts%2Fclara-crew-cardigan%2F1311199PZZ.html&u1=date-night-outfit-ideas
198
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Abercrombie & Fitch
Ultra High-Rise 90s Straight Jean
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.abercrombie.com%2Fshop%2Fus%2Fp%2Fultra-high-rise-90s-straight-jean-55106921%3Ffaceout%3Dmodel%26seq%3D91&xcust=date-night-outfit-ideas
90
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Zara
Cropped Knit Cardigan
https://www.awin1.com/cread.php?awinmid=21094&awinaffid=1085617&campaign=&clickref=date-night-outfit-ideas&clickref2=&clickref3=&clickref4=&clickref5=&clickref6=&ued=https%3A%2F%2Fwww.zara.com%2Fus%2Fen%2Fcropped-knit-cardigan-p03920005.html%3Fv1%3D319462663%26v2%3D2352849&platform=pl
48
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Nordstrom
Mother The Tripper Flood Frayed Flare Jeans
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=1237&murl=https%3A%2F%2Fwww.nordstrom.com%2Fs%2Fthe-tripper-flood-frayed-high-waist-ankle-flare-jeans-left-in-the-dust%2F7274489&u1=date-night-outfit-ideas
288
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11. Spice It Up in a Slinky Slip Dress
Edward Berthelot / Contributor / Getty Images
Who says slip dresses are strictly for the bedroom? (Not us.) In fact, a slinky slip dress is one of the sexiest ways to spice up your date night without—you know—showing up in literal lingerie. Bonus points if the dress has lace details or a corset bodice, but be careful as not to err too risqué. Hot tip: Adding a long wool coat or clean-cut blazer can help curtail overt suggestions and make for a sophisticated and classy look.
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Resa
Celine Dress
https://www.shareasale.com/r.cfm?b=1154105&u=1100777&m=78401&urllink=https%3A%2F%2Fshop-resa.com%2Fproducts%2Fceline-dress-in-gold&afftrack=date-night-outfit-ideas
128
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J.Crew
Gwyneth Slip Dress
https://www.anrdoezrs.net/click-8757841-15199964?url=https%3A%2F%2Fwww.jcrew.com%2Fp%2Fwomens%2Fcategories%2Fclothing%2Fdresses-and-jumpsuits%2Ftall-gwyneth-v-neck-slip-dress-in-cupro-blend%2FBR391%3Fcolor_name%3Dneon-thistle%26colorProductCode%3DBR391&sid=date-night-outfit-ideas
128
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Skims
Lace Long Dress
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fskims.com%2Fproducts%2Fwoven-shine-lace-long-dress-neon-orchid&xcust=date-night-outfit-ideas
108
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Reformation
Belva Silk Dress
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=40090&murl=https%3A%2F%2Fwww.thereformation.com%2Fproducts%2Fbelva-silk-dress%2F1313943SNG.html%3Fdwvar_1313943SNG_color%3DSNG%26quantity%3D1&u1=date-night-outfit-ideas
228
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Lulus
Divine Allure Burnout Velvet Midi Dress
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.lulus.com%2Fproducts%2Fdivine-allure-black-floral-burnout-velvet-midi-dress%2F1947996.html&xcust=date-night-outfit-ideas
78
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Nordstrom
AllSaints Eldia Mini Dress
https://howl.me/link/?url=https%3A%2F%2Fwww.revolve.com%2Fallsaints-eldia-mini-dress-in-black%2Fdp%2FALLR-WD152%2F&publisher_slug=purewow&exclusive=1&article_name=purewow&u1=date-night-outfit-ideas
269
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12. Turn Up the Heat in a Pop of Red
Jeremy Moeller / Contributor / Getty Images
Red is on fire (pun intended) right now, having its moment in the limelight as both the top color of the season and one of the most sought after winter fashion trends. It’s daring, bold and confident, so make it a point to go all-in if you dare and have fun with it, whether that be in the form of a bodycon dress, bold red lip a la Taylor Swift or candy-apple stiletto peaking under a dark denim jean.
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Revolve
Norma Kamali Maria Mini Dress
https://howl.me/link/?url=https%3A%2F%2Fwww.revolve.com%2Fnorma-kamali-maria-mini-dress-in-tiger-red%2Fdp%2FNKAM-WD384%2F&publisher_slug=purewow&exclusive=1&article_name=purewow&u1=date-night-outfit-ideas
255
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Anthropologie
Farm Rio Palermo Sleeveless Midi Dress
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=39789&murl=https%3A%2F%2Fwww.anthropologie.com%2Fshop%2Ffarm-rio-palermo-sleeveless-midi-dress%3Fcolor%3D060%26type%3DSTANDARD%26quantity%3D1&u1=date-night-outfit-ideas
265
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Reformation
Layla Skirt
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=40090&murl=https%3A%2F%2Fwww.thereformation.com%2Fproducts%2Flayla-skirt%2F1312501POI.html&u1=date-night-outfit-ideas
158
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White House Black Market
Sleeveless Satin Slip Dress
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.whitehouseblackmarket.com%2Fstore%2Fproduct%2FSleeveless-Satin-Slip-Dress%2F570359259%3Fcolor%3D3011&xcust=date-night-outfit-ideas
90
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Revolve
Show Me Your Mumu Rom Com Top
https://howl.me/link/?url=https%3A%2F%2Fwww.revolve.com%2Fshow-me-your-mumu-rom-com-top-in-red-texture%2Fdp%2FSHOW-WS484%2F&publisher_slug=purewow&exclusive=1&article_name=purewow&u1=date-night-outfit-ideas
128
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13. Slip into a Jumpsuit If You’re Crunched for Time
Edward Berthelot / Contributor / Getty Images
To make matters simple, try slipping into a jumpsuit for the big date. From denim to sequins to utility, there are a number of variations to choose from, not to mention plenty of opportunity to dress it up or down with layering, accessories and shoes. If your jumpsuit has an arresting pattern, you might want to consider casual tailoring. Alternatively, a striking pair of heels or knee-high boots with a waist-defining belt would do wonders for a basic jumpsuit.
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Anthropologie
Maeve Wrapped Culotte Jumpsuit
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=39789&murl=https%3A%2F%2Fwww.anthropologie.com%2Fshop%2Fmaeve-wrapped-culotte-jumpsuit3%3Fcolor%3D001%26type%3DSTANDARD%26quantity%3D1&u1=date-night-outfit-ideas
178
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Macy’s
Halogen Metallic Surplice Jumpsuit
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=1237&murl=https%3A%2F%2Fwww.nordstrom.com%2Fs%2Fmetallic-long-sleeve-surplice-neck-jumpsuit%2F7557752&u1=date-night-outfit-ideas
76
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Mango
Denim Jumpsuit
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fshop.mango.com%2Fus%2Fwomen%2Fdresses-and-jumpsuits-jumpsuits%2Fdenim-jumpsuit-with-zipper_67050352.html&xcust=date-night-outfit-ideas
60
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Abercrombie & Fitch
High-Neck Draped Jumpsuit
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.abercrombie.com%2Fshop%2Fus%2Fp%2Fhigh-neck-draped-jumpsuit-53482322&xcust=date-night-outfit-ideas
120
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14. Make Like Bradshaw and Rock an Oversize Shirtdress
Edward Berthelot / Contributor / Getty Images
We’ll forever be taking style cues from Sex and the City, and one of Carrie Bradshaw’s most iconic looks of season three was when she transformed her ex’s Oxford button-down into a belted dress. Effortlessly sexy, a large, boxy and oversize shirt can feel fresh, modern and entirely flirtatious (especially if it was borrowed from your date).
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ASOS
Oversized Shirt Dress
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.asos.com%2Fus%2Fasos-design%2Fasos-design-oversized-shirt-dress-with-cape-sleeves-in-blue-stripe%2Fprd%2F205147227&xcust=date-night-outfit-ideas
43
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Boden
Pippa Midi Shirt Dress
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.bodenusa.com%2Fen-us%2Fpippa-midi-shirt-dress-cobalt-blue%2Fsty-d0829-blu&xcust=date-night-outfit-ideas
126
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Revolve
Sovere Dixie Wrap Shirt Dress
https://howl.me/link/?url=https%3A%2F%2Fwww.revolve.com%2Fsovere-dixie-wrap-shirt-dress-in-white-stripe%2Fdp%2FSOVR-WD24%2F&publisher_slug=purewow&exclusive=1&article_name=purewow&u1=date-night-outfit-ideas
133
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Frank & Eileen
Rory Maxi Shirtdress
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.frankandeileen.com%2Fproducts%2Frory-white-organic-voile%3Fvariant%3D39321970475082&xcust=date-night-outfit-ideas
288
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15. Start Styling Around a Fitted Tee
Edward Berthelot / Contributor / Getty Images
After spending some time combing through racks of clothes for the perfect piece, sometimes it’s the simplest option that can take you for surprise. Case in point: the fitted tee. If you want to emit a relaxed, laid-back attitude for your date night at the comedy club, then this look is calling your name. We love that a fitted tee simultaneously shows off your figure while affording both comfortability and coverage—not to mention a bit of creative freedom for a daring pant pairing. Feeling adventurous? Show off your midriff in a crop. Want a conversation starter? Whip out that graphic T-shirt you grabbed at the flea market five years ago.
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Intimissimi
Stretch Supima Cotton Top
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.intimissimi.com%2Fus%2Fproduct%2Fshort-sleeved_stretch_supima%25C2%25AE_cotton_top-CMD12F.html%3Fdwvar_CMD12F_Z_COL_INTD%3D019&xcust=date-night-outfit-ideas
29
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Abercrombie & Fitch
Cherry Graphic Skimming Tee
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.abercrombie.com%2Fshop%2Fus%2Fp%2Fshort-sleeve-strawberry-graphic-skimming-tee-53581819&xcust=date-night-outfit-ideas
29
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Amazon
Milumia Striped Ribbed Tee
https://www.amazon.com/Milumia-Womens-Casual-Striped-Multicolor-4/dp/B07GSTMHZN?&linkCode=ll1&tag=pur0e4-20&linkId=a013ee94286736c6bcdaf2f6a7542abd&language=en_US&ref_=as_li_ss_tl
20
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Urban Outfitters
BDG Too Perfect Tee
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=43176&murl=https%3A%2F%2Fwww.urbanoutfitters.com%2Fshop%2Fbdg-too-perfect-short-sleeve-tee%3Fcolor%3D066%26type%3DREGULAR%26quantity%3D1&u1=date-night-outfit-ideas
25
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Amazon
Mangopop Square Neck T-Shirt
https://www.amazon.com/MANGOPOP-Womens-Sleeve-Square-X-Small/dp/B09T2VBXVM?&linkCode=ll1&tag=pur0e4-20&linkId=ed1d1213e46d1272f2a2012343fec658&language=en_US&ref_=as_li_ss_tl
20
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16. Go the Lengths in a Maxi Dress
Jeremy Moeller / Contributor / Getty Images
In case you need to hear this: Maxi dresses aren’t strictly reserved for formal events. That’s right, a floor-length dress speaks volumes, letting your date know that you’ve gone the lengths (literally) to put in effort. Figure-hugging silhouettes, loud prints and revealing necklines are just a few options that would suit a cheeky night out.
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Revolve
Show Me Your Mumu Vacay Maxi Dress
https://howl.me/link/?url=https%3A%2F%2Fwww.revolve.com%2Fshow-me-your-mumu-vacay-maxi-dress-in-black-rib-knit%2Fdp%2FSHOW-WD657%2F&publisher_slug=purewow&exclusive=1&article_name=purewow&u1=date-night-outfit-ideas
178
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ASOS
Halter Maxi Dress
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.asos.com%2Fus%2Fasos-design%2Fasos-design-plunge-halter-maxi-dress-in-floral-print%2Fprd%2F204647774&xcust=date-night-outfit-ideas
38
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Reformation
Fernanda Dress
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=40090&murl=https%3A%2F%2Fwww.thereformation.com%2Fproducts%2Ffernanda-dress%2F1314502ROW.html%3Fdwvar_1314502ROW_color%3DLBL%26quantity%3D1&u1=date-night-outfit-ideas
278
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17. Shine Bright in Metallics
Christian Vierig / Contributor / Getty Images
Not for the faint of heart, this trend may be easier to wear than you might initially think. Start small with the addition of a metallic accessory or shoe, or dive into the deep end with a shimmering pant or slip dress. Try to balance it out with competing textures and dark fabrics, like a grounding wool or classic denim. (Hot tip: Avoid tacking on too much glitz, sequins, frills and noise elsewhere.) In a few years, when he thinks back, we guarantee that he'll recall what you wore on your first date.
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Amazon
Steve Madden Annie Heeled Sandal
https://www.amazon.com/Steve-Madden-Heeled-Sandal-Silver/dp/B0C49HK3Y1?&linkCode=ll1&tag=pur0e4-20&linkId=f978f498a9b2a9f496346f93a2c01792&language=en_US&ref_=as_li_ss_tl
100
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Abercrombie & Fitch
Vegan Leather 90s Straight Pant
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.abercrombie.com%2Fshop%2Fus%2Fp%2Fvegan-leather-90s-straight-pant-54105862&xcust=date-night-outfit-ideas
110
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Anine Bing
Camille Dress
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.aninebing.com%2Fproducts%2Fcamille-dress-silver&xcust=date-night-outfit-ideas
400
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Reformation
Milano Pump
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=40090&murl=https%3A%2F%2Fwww.thereformation.com%2Fproducts%2Fmilano-pump%2F1313798MIM.html&u1=date-night-outfit-ideas
298
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18. There’s No Cold Shoulder with a Blue Satin Off-the-Shoulder Top
Edward Berthelot / Contributor / Getty Images
Calling all neutral lovers: If you tend to gravitate toward black or white, this is your sign to venture out of your comfort zone and embrace a cool-toned blue. A luxe material like a silky satin is ideal for a romantic evening, thanks to its lustrous finish and soft feel, and you may be surprised to discover that an ocean hue can speak to your character. Blue can convey that you’re affectionate, warm and a good communicator, according to cognitive psychologist Hailey van Braam for Color Psychology. Sounds to us like some good partner traits and dating green flags.
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Revolve
SIMKHAI Alice One-Shoulder Top
https://howl.me/link/?url=https%3A%2F%2Fwww.revolve.com%2Fsimkhai-alice-one-shoulder-top-in-phthalo-blue%2Fdp%2FJSKI-WS212%2F&publisher_slug=purewow&exclusive=1&article_name=purewow&u1=date-night-outfit-ideas
207
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Nordstrom
Oversize Satin Button-Up Top
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=1237&murl=https%3A%2F%2Fwww.nordstrom.com%2Fs%2Fnordstrom-oversize-satin-button-up-top%2F7287994%3Fcolor%3D450&u1=date-night-outfit-ideas
95
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Amazon
Vidussa Satin Blouse
https://www.amazon.com/VIDUSSA-Womens-Shoulder-Shirts-Casual/dp/B0BR517TXM?th=1&psc=1&linkCode=ll1&tag=pur0e4-20&linkId=b43a4f31c1ff67af678f843b447a939b&language=en_US&ref_=as_li_ss_tl
27
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Revolve
House of Harlow 1960 x Revolve Burna Blouse
https://howl.me/link/?url=https%3A%2F%2Fwww.revolve.com%2Fhouse-of-harlow-1960-x-revolve-burna-blouse-in-navy%2Fdp%2FHOOF-WS693%2F&publisher_slug=purewow&exclusive=1&article_name=purewow&u1=date-night-outfit-ideas
198
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19. Risk It All in Sheer
Edward Berthelot / Contributor / Getty Images
Dare to show some skin? A touch of sheer detailing can feel fresh and coquettish over a few rounds of martinis. You can choose to make it as revealing (or conservative) as you please, from a faint peekaboo blouse to see-through tulle addition under a mini skirt to a lacy appliqué fabric on a dress.
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Free People
Suddenly Fine Maxi Slip
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=43177&murl=https%3A%2F%2Fwww.freepeople.com%2Fshop%2Fsuddenly-fine-maxi-slip%2F%3Fcolor%3D270%26type%3DREGULAR%26quantity%3D1&u1=date-night-outfit-ideas
98
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Revolve
SNDYS Bali Top
https://howl.me/link/?url=https%3A%2F%2Fwww.revolve.com%2Fsndys-bali-top-in-black%2Fdp%2FSDYS-WS35%2F&publisher_slug=purewow&exclusive=1&article_name=purewow&u1=date-night-outfit-ideas
52
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Rails
Ebony Skirt
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.rails.com%2Fproducts%2Febony-skirt-black%3Fvariant%3D43077323325609&xcust=date-night-outfit-ideas
198
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Abercrombie & Fitch
Mesh Crepe Mockneck Bodysuit
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.abercrombie.com%2Fshop%2Fus%2Fp%2Flong-sleeve-mesh-crepe-mockneck-bodysuit-53472865%3Ffaceout%3Dmodel%26seq%3D01&xcust=date-night-outfit-ideas
40
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Shopbop
Anine Bing Amelie Skirt
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.shopbop.com%2Famelie-skirt-black-anine-bing%2Fvp%2Fv%3D1%2F1560691270.htm&xcust=date-night-outfit-ideas
300
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Anthropologie
Sheer Stripe Slip Maxi Skirt
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=39789&murl=https%3A%2F%2Fwww.anthropologie.com%2Fshop%2Fby-anthropologie-sheer-stripe-slip-maxi-skirt%3Fcolor%3D004%26type%3DSTANDARD%26quantity%3D1&u1=date-night-outfit-ideas
128
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Abercrombie & Fitch
Mesh Midi Skirt
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.abercrombie.com%2Fshop%2Fus%2Fp%2Fmesh-midi-skirt-55537338%3Ffaceout%3Dmodel%26seq%3D01&xcust=date-night-outfit-ideas
25
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Anthropologie
Norma Kamali Diana Sheer Midi Dress
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=39789&murl=https%3A%2F%2Fwww.anthropologie.com%2Fshop%2Fnorma-kamali-diana-one-shoulder-sheer-mesh-ruched-midi-dress%3Fcolor%3D001%26type%3DSTANDARD%26quantity%3D1&u1=date-night-outfit-ideas
215
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20. Combine Knee-High Boots with Tights and a Mini
Edward Berthelot / Contributor / Getty Images
You know what they say, “look good, feel good,” so let’s break out your favorite pair of sturdy knee-high boots and tights for your evening ahead. Better yet, pair it with a mini skirt, short or dress. After all, what’s the point of wearing tights if you can’t show them off? This will draw the eye towards your legs and create the appearance of a long and lean silhouette.
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Vince Camuto
Sangeti Boot
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.vincecamuto.com%2Fen%2Fus%2Fproduct%2Fvince-camuto-sangeti-boot-%2F8200000000535973&xcust=date-night-outfit-ideas
170
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& Other Stories
High Waist Shorts
https://go.skimresources.com/?id=27667X859343&url=https%3A%2F%2Fwww.stories.com%2Fen_usd%2Fclothing%2Fshorts%2Fproduct.high-waist-shorts-black.1163887001.html&xcust=date-night-outfit-ideas
99
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Reformation
Veranda Skirt
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=40090&murl=https%3A%2F%2Fwww.thereformation.com%2Fproducts%2Fveranda-skirt%2F1313169SSQ.html&u1=date-night-outfit-ideas
148
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Nordstrom
Schutz Maryana Knee-High Boot
https://click.linksynergy.com/deeplink?id=WtZFYDlO0Ks&mid=1237&murl=https%3A%2F%2Fwww.nordstrom.com%2Fs%2Fschutz-maryana-pointed-toe-block-heel-knee-high-boot-women%2F5410520%3Fcolor%3D246&u1=date-night-outfit-ideas
258
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Alice + Olivia
Donald High Waisted Skirt
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Bloomindale’s
Aqua Tweed Knot Button Shorts
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17 Valentine’s Day Outfit Ideas That Are Cute, Comfy and Not at All Cheesy
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PureWow's editors and writers have spent more than a decade shopping online, digging through sales and putting our home goods, beauty finds, wellness picks and more through the wringer—all to help you determine which are actually worth your hard-earned cash. From our PureWow100 series (where we rank items on a 100-point scale) to our painstakingly curated lists of fashion, beauty, cooking, home and family picks, you can trust that our recommendations have been thoroughly vetted for function, aesthetics and innovation. Whether you're looking for travel-size hair dryers you can take on-the-go or women’s walking shoes that won’t hurt your feet, we’ve got you covered.
