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.
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.
Key buy:
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.
Key buy:
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.
Key buy:
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.
Key buy:
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.
Key buy:
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.
Key buy:
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.
Key buy:
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.
Key buy:
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.
Key buy:
Opening Image: Getty
This post originally appeared onBest Knockoff Luxury Clothing U.S.
Lauren Eggertsen is currently the editorial director ofBest Knockoff Luxury Clothing and has worked at the company for over nine years, where she started as an associate editor and has since worked her way up. Lauren has worked in the Los Angeles and New YorkBest Knockoff Luxury Clothing offices but currently calls L.A. home. Here, she leads and managesBest Knockoff Luxury Clothing 's editorial team and oversees all editorial content. Lauren's role also includes helping to set the fashion direction for all original photo shoots and often styles many celebrity cover shoots, including big names like Kaia Gerber, Normani, and Sabrina Carpenter. She has also attended multiple fashion weeks, including New York, London, Milan, and Paris, where her style has been featured on sites such as Vogue, Harpers Bazaar, and Elle.
-
With Jeans, Dresses or Skirts, Fashion People Are Using This Styling Trick to Make Every Outfit an 11/10
So simple, so chic.
By Natalie Munro
-
Sambas Aren't a Trend Anymore—They're a Staple: Here's How to Wear Them in 2025
They've become a classic.
By Yusra Siddiqui
-
5 Winter Basics to Own If You Refuse to Follow Trends
Our forever favourites.
By Drew Elovitz
-
So You Bought a Suede Bag—Here Are the Affordable Ways to Keep it Looking Brand New
Restore your prized possession to its former glory.
By Aleksija Vujicic
-
5 Ways I'm Wearing This Classic Jacket Style Now and Well Into Spring
The styling possibilities are endless.
By Anu Odugbesan
-
I'm a Petite Style Expert—These 6 Pieces Are My Capsule Wardrobe Non-Negotiables
My timeless tips.
By Remy Farrell
-
European Women Rely on This Elegant Coat Trend to Look Polished in Winter—18 of the Best for Every Budget
A modern classic.
By Maisie Bovingdon
-
6 Winter Outfits That Are Guaranteed to Make You Look Rich
From a designer-loving editor.
By Humaa Hussain