9 Low-Key Yet Chic Outfits That Are Ideal for a First Date

Casual first-date outfits can be hard to assemble, as they're so dependant on your chosen activity. If we're talking "casual" in the truest sense, it could be anything from a walk in the park to a drink at the pub, a mini-golf session or brunch. That, or unless you've been involved in the planning, you might not 100% know what's on the agenda.

But fret not, for we've rustled up a handful of incredibly stylish, casual first-date outfits that strike the perfect balance between effortless and cool so you can focus more on making a meaningful connection as opposed to spending the run-up worrying about what you're going to wear. 

The most important thing you need to consider about your first-date outfit is feeling comfortable and confident, and below are nine outfits we believe will help you feel just that. Chances are you'll even be able to pull them together from pieces already in your wardrobe. However, should you find yourself missing an essential item, we've also shopped out each look for you. All that's left for you to do is to get brushing up on some conversation starters.

1. CARDIGAN + FLORAL SKIRT

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(Image credit: @emmaleger)

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2. KNITTED DRESS + MINIMAL JEWELS

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(Image credit: @isabellecoheen)

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3. WHITE TEE + BLACK TROUSERS

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(Image credit: @dawn.tan)

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4. LEATHER TROUSERS + TRENCH COAT

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(Image credit: @raeannlangas)

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5. MINIDRESS + TRAINERS

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(Image credit: @amaka.hamelijnck)

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6. STRAIGHT-LEG JEANS + NICE TOP

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(Image credit: @sasha.mei)

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7. TANK TOP + SLIP SKIRT

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(Image credit: @andi_mun)

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8. JERSEY CO-ORD + STATEMENT SHADES

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(Image credit: @aniyahmorinia)

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9. DENIM SHORTS + CAMISOLE 

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(Image credit: @maggie_mccormack)

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Next Up: I Love a Low-Effort Outfit, and These 6 Ensembles Are Right Up My Street

Maxine Eggenberger
Deputy Editor

Maxine Eggenberger is Who What Wear UK’s deputy editor and has over thirteen years of experience in fashion journalism. She been creating engaging and elevated style content specifically for Who What Wear UK since 2018, covering runway reports, emerging trends, long-form features, self-styled shopping stories and columns, including her edit of the best new-in buys. She ensures the highest editorial standards are met across the site, leads the editorial team in their SEO strategy and keyword planning, works closely with the beauty team on content initiatives, represents the brand at industry events, and regularly contributes to social media, including her own Who What Wear UK TikTok franchise, French Style Fridays. Previously, Maxine appeared on ITV's This Morning in her own fashion segment and has interviewed countless celebrities—everyone from Victoria Beckham to Oscar winner Lupita Nyong’o.

Prior to Who What Wear UK, Maxine’s career began when, after completing her first-ever internship at Look magazine, she was offered a position on the brand's fashion desk. She accepted, leaving university a year early in the process. Her passion and natural talent for writing and styling meant she swiftly rose through the ranks to become the title's fashion news and commercial content editor, with a stint as InStyle.co.uk’s fashion and beauty writer along the way. She later served as Look’s acting Editor in Chief, overseeing both print and digital, before embarking on a successful freelance career, working with Grazia, The Pool, and Marie Claire amongst others.

Maxine is based remotely from her countryside home near Edinburgh where she spends her downtime renovating her house, walking her dogs, hosting friends and trying to master the art of making Old Fashioned cocktails.