9 Perfect Outfits to Wear on a Second Date

Look up "what to wear on a first date" and surely you'll find hundreds of outfit ideas to draw inspiration from. Thanks to your incredible first-date look and your charming personality, more importantly, you scored a second date. Things are looking up until you remember you need an outfit for that too. Why does no one talk about second dates? They really are just as important as the first if not more important, and we want to make sure you have the ensemble to prove it. 

To help us out a bit, we gathered some second date-outfit inspiration from a handful of our beloved bloggers. On a second date, you can really let your true colours shine, especially if you played it safe on date number one. If you are a T-shirt–and-trousers kind of girl, wear that, but if you want to pull out all the stops and wear a bright floral dress and satin platforms, there's no time like a second date to do it. At the end of the day, wearing what makes you the most comfortable and confident is the right choice, date number aside. 

Ahead, shop the second-date outfit ideas straight from some of our favourite bloggers. 

T-Shirt + Checked Trousers + Strappy Sandals
Second date outfits: Marta Cygen



Style Notes: If you love jeans but want to go one further for your date, try a checked trouser. Take your styling cue from Marta Cygen and add a basic white tee, block heel sandals and a mini bag.

Printed Shirt + White Skirt + Sneakers
Second date outfits: Kellie Brown


And I Get Dressed

Style Notes: Swap darker tones for a white midi skirt and add a classic Breton striped top and trainers for an impossibly chic off-duty outfit.

Summer Dress + Block Heel Sandals
Second date outfits: Carrie Santana Da Silva



Style Notes: Trousers not your thing? You can't go wrong with a pretty sun dress. Carrie Santana da Silva opted for a mid-length iteration, finishing her date-ready look with ankle-tie sandals and a matching tan bag.

Matching Set + Suede Mules
Second date outfits:  Mary Seng


Happily Grey

Style Notes: Make a statement and go matchy matchy. Mary Seng gave us all a lesson in styling such a standout look, pairing her punchy two-piece with muted accessories and fuss-free hair.

Leather Jacket + Black Shirt + Black Trousers + Mules
Second date outfits: Nitsan Raiter



Style Notes: Not sure what the weather has in store? If in doubt, sling on that hero leather jacket. Nitsan Raiter wore her biker style draped over her shoulders and completed her easy look with black suede mules.

Floral Dress + Low Pumps
Second date outfits: Aimee Song


Song of Style

Style Notes: A floral dress will always be a winning option. To avoid looking too dressy, simply style your fail-safe frock with mid-height heels.

Slip Dress + Blazer + Statement Sandals
Second date outfits: Jacey Lenae Duprie



Style Notes: The slip dress has made an unexpected return to the spotlight, and according to Jacey Lenae Duprie, and the majority of influencers on our Instagram feed, this silky separate is surprisingly versatile. For evening, just add sky-high heels, and for a day date, dress your new slip down with a blazer and slides. 

Ruffle Blouse + Jeans + Statement Shoes
Second date outfits: Emili Sindlev



Style Notes: Sometimes a button-down shirt just feels too formal. So why not try a ruffle top, instead? Team with high-rise jeans, green flats and a top handle tote like Emili Sindlev for maximum impact.

Midi Dress + Platform Sandals
Second date outfits: Natalie Lim Suarez



Style Notes: This is a no-brainer. Wear your printed midi dress for date two, three or four—you'll get so much wear out of this wardrobe staple. Zimmermann's iteration is our top pick (up next), and we think its worth every single penny.

Opening Image: Getty

This post originally appeared on Who What Wear U.S.

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