9 Second-Date Outfits That Will Get You a Third

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, of course), 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. Some of the ladies ahead are married, some are single, and we are here just to admire the quality of their outfits for being top-notch second date material. On a second date, you can really let your true colors shine, especially if you played it safe on date number one. If you are a T-shirt–and-pants 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 favorite bloggers. 

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T-Shirt + Checked Pants + Strappy Sandals
(Image credit: @lifeofboheme)

On Marta Cygen: Cos Relaxed T-Shirt ($19); Miu Miu Casual Pants ($530); Paco Rabanne Element Hobo Mini ($903); Céline Toe Ring Sandal 50 in Scarlet Kidskin ($790).

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Printed Shirt + White Skirt + Sneakers
(Image credit: And I Get Dressed)

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Matching Set + Suede Mules
(Image credit: Happily Grey)

On Mary Seng: Ray-Ban Icons 50mm Round Metal Sunglasses ($150); Free People Haven Crop Set ($400); Rachel Comey Lolly Bag ($450).

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Leather Jacket + Black Shirt + Black Trousers + Mules
(Image credit: @beautyrewritten)

On Nitsan Raiter: Aritzia Babaton Cohen Pant ($145); Na-Kd Mule Heeled Sandals ($48).

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Summer Dress + Block Heel Sandals
(Image credit: @wishwishwish)

On Carrie Santana da Silva: Next White Broderie Midi Dress ($74), Tan Ring Detail Bucket Bag ($35), and Next Wrap Sandals ($40).

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Blazer + Slip Dress + Statement Sandals
(Image credit: @damselindior)

On Jacey Lenae Duprie: Vince Satin V Neck Slip Dress ($165); Chanel shoes.

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Floral Dress + Low Pumps
(Image credit: Song of Style)

On Aimee Song: Dior dress, bag, and pumps.

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Ruffle Blouse + Jeans + Statement Shoes
(Image credit: @emilisindlev)

On Emili Sindlev: Stella McCartney blouse.

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Midi Dress + Platform Sandals
(Image credit: @natalieoffduty)

On Natalie Lim SuarezZimmermann dress.

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Editorial Director

Lauren Eggertsen is currently the editorial director of Who What Wear and has worked at the company for over eight years, where she started as an associate editor and has since worked her way up. Lauren has over 10 years of experience in the fashion editorial space, starting her career with internships at Marc Jacobs, Marie Claire, and The Zoe Report, where she was later hired as their editorial assistant. Lauren has worked in the Los Angeles and New York Who What Wear offices but currently calls L.A. home. It is here where she leads and manages Who What Wear's fashion team and oversees all day-to-day editorial content and large tentpole moments. This includes all of the runway, trend, and shopping-driven content that ultimately helps to build a strong brand reputation within the industry. Lauren's role also includes helping to set the fashion direction for all original photo shoots and often styles many of the celebrity cover shoots, including big names like Kaia Gerber, Normani, and Kristen Stewart.

She has also attended multiple fashion weeks, including New York, London, Milan, and Paris, where her personal style has been featured on sites such as Vogue, Harpers Bazaar, and Elle. She prides herself on discovering and supporting small brands and on her knack for a good vintage shopping find. When she isn't working, she enjoys researching and dining at reputable restaurants around both her neighborhood and the globe.