for a cocktail date
Hutch Asymmetrical Lace Mix Slip Dress
This gorge, lace slip dress is the perf mix of "I'm into you" and "let's see where this goes..."
for a dinner in the city
Meshki Satin Halter Top - Plum
Now 31% Off
Pretty sure they'll be absolutely infatuated with ya when you show up in this halter top and ruched maxi skirt.
for a bar date
Rebdolls Mia Mesh Asymmetrical Mini Bodycon Dress
Now 50% Off
Just because it’s cold outside doesn’t mean you have to put away all your LBDs, so get ready for a night out with this asymmetrical bodycon dress. If you’re meeting up for cocktails at an upscale bar, a martini glass makes a great accessory to this number.
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for a low-key date
Good American Denim Light Compression Tube Top
Frankly, you can’t go wrong with an all-denim look. It’s a combo that’ll stand the test of time—and it looks really, really cute.
for a post-work date
Eloquii Leather Colorblocked Dress
Now 42% Off
A leather colorblocked dress says you're a stylish boss in-and-out the office. You won’t seem overdressed, and there’s no need to worry about bringing extra clothes to work.
for a glass of wine
Dynamite Clothing Square Neck Satin Slip Midi Dress
Now 60% Off
A slip dress is always a good move! Plus, you can throw on a pair of tights and a slouchy sweater for more warmth if needed.
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for a walk in the park
Aritzia Cozy Fleece Mega Sweatpant™
Now 20% Off
Takin' a stroll with your boo thang? You'll be absolutely adorbs in this super-cute boyfriend hoodie and sweatpants made of fleece.
for a day trip
Mango Knitted Turtleneck Dress
The best part about long dresses is that they can be a part of your wardrobe all year round. Pair this turtleneck one with a tan coat and chunky boots, and you’ll be comfy but cute for any travel plans.
for meeting the family
Madewell Satin Maxi Slip Skirt
Now 15% Off
Meeting the fam? This is the perf Sunday brunch 'fit to show your sweet side.
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for a coffee date
H&M Rib-Knit Top with Collar
Head to a coffee shop on your lunch date in this easy look.
for meeting their friends
Pretty Lavish Curve Collared Satin Utility Jumpsuit in Champagne
Now 60% Off
No idea what to wear to meet the homies? Jumpsuits are instant lifesavers, especially this utility-styled one made of satin.
for ice skating
Apparis Goldie Coat
Now 50% Off
Want to wear something more unique? Opt for a bold, hooded coat to really make an impression on (and off!) the ice. Wear a turtleneck and black pants for a trendy yet subtle ensemble.
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for a gym date
Old Navy Sleeveless PowerSoft 7/8 Bodysuit for Women
Now 79% Off
Do you even lift? Show how much you do (or don't) know at the gym with this highly-rated, glossy bodysuit.
for an upscale party
Remi x Revolve Gabby Shoulder Pad Top
Show that you're a whole vibe in sparkly number that includes a crop top with shoulder pads and a maxi skirt with a slit.
for a concert date
Fashion to Figure Off-The-Shoulder Ruched Mesh Dress
The pop of neon green is perf for a concert date. Who cares about what your date thinks atp? Beyonce would be pleased.
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for a jazzy night
Reformation Talia Knit Two Piece
This two-piece knit look is giving effortlessly chic! The jazz club won't know what hit them, tbh.
for a library date
By Anthropologie The Need-It Oversized Mock Neck Sweater
Now 38% Off
Oh hey scholar, you will look super studious in this mock neck sweater, tiered skirt, and socks with sandals.
for a museum date
& Other Stories Short-Sleeve Utility Jumpsuit
Take in beautiful art with a jumpsuit, lil red bag, and black booties.
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for a candlelit dinner
Norma Kamali Diana Metallic One-Shoulder Midi-Dress
Now 25% Off
If it’s a fancier occasion like dinner and drinks, a metallic midi dress will make you feel confident for the night ahead. Throw on a stylish faux-fur coat and strappy heels to dress it up even further.
for an anything-goes date
ASOS DESIGN Curve Supersoft Scoop Neck Maxi Dress with Flare Sleeve
Reviewers are raving about the soft material and the bell sleeves—your date will rave about you.
Maggie Griswold (she/her) is a contributing fashion editor for Cosmopolitan and freelance writer and editor based in Los Angeles, covering everything from the latest wardrobe must-haves to interior design trends. Along with Cosmopolitan, you can find her work on Oprah Daily, StyleCaster, Women's Health, and House Digest, among others. She's a big (read: ridiculously huge) fan of the '90s sitcom Frasier, all things Shakespeare, and a good romance-filled YA novel. Follow her on Instagram.
Tarah-Lynn Saint-Elien is the fashion editor at Cosmopolitan, writing weighty and witty stories that run the gamut of gushing over Zendaya to convincing you of everything you need in your closet! She began her journey in the industry with a fashion and faith blog and an internship at Elle.com almost 10 years ago. Since then, she's also served as the style editor at The Haitian Times. The Haitian-American pageant queen is a Syracuse Masters graduate and the author of two books, including: Claim Your Crown. Follow her on Instagram and Twitter: @iamtarahlynn.
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