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First Date Outfits - What Should I Wear?

Written by Michael Kiernan

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Posted on October 26 2022

So the time has come; you’ve trawled Tinder, bested Bumble, hounded Hinge, and finally nabbed yourself a promising first date. Exciting times! But, as the time approaches, the nerves might start to kick in. Will they show up? Will we like each other? And the most nerve-wracking question of all — what am I going to wear?! Fear not;

Coco Boutique is here to help you pick the first date outfits, whether you’re going for a casual coffee or eating in a luxe restaurant. Read on to discover the best first date outfit ideas, exploring night out dresses, casual cardigans, sheer cami tops and more. Our collections have something for every occasion, helping you to make a stunning first impression and bag a second date — and a third, and a fourth, and a fifth…

 

Date #1: The Daytime Dalliance

Day dates are an excellent way to get to know someone new. Whether it’s a coffee date, brunch, or a walk in the park, you’re gonna want to aim for an effortless look. Stylish knitwear paired with jeans is always a winner — casual but still cute. Our Bambi Crystal Star Cardi in either Taupe or our Blair Bubblegum Pink is perfect for wearing with some cute jeans and boots, and the design is great for tapping into your fun side without sacrificing cosiness. 

 

If you want to spark true romance on your daytime date, then our Daphne Pointelle Top in Cream is a must-buy. Designed with a feminine heart-shaped pattern, dreamy puff sleeve and scalloped hemlines, this top is really gorgeous and pairs well with jeans and heeled boots — ideal for a sweet stroll in the park with someone new. 

 

 

If your first-date plan is a little more sophisticated — an upscale brunch, say, or a fancy wine-tasting — then you need to check out our stunning Stevie Shirt. The gorge blue-on-white design is reminiscent of fine china and the sheer fabric is both sophisticated and stylish. Pair with our Sanza Lace Trim Cami in White to create a daytime date outfit that’ll definitely keep your date’s eyes on you, no matter what you two are doing. 

 

 

Date #2: Day-Trip Dates

 

So your new beau is a hobbyist, a get-up-and-goer, someone who wants to do stuff with you instead of staring at one another politely across a rapidly cooling coffee. Great! But what does one wear for a busy day out that’s both cute and comfortable? Well, how about our Luna Midi Coatigan in Beige? This fab coat makes for a great autumn date outfit and features a luxe rib-knit detail as well as pockets, perfect for keeping your valuables safe while you explore a fascinating museum or take in the beautiful flora at a national park.

 

 

If the plan is to visit an art gallery or a local landmark together, then why not try the Stevie Shirt in a Geometric and Cream design? Pair with comfortable linen shorts or a chic pair of pants to complete the perfect day-trip first date look. Just make sure they don’t mistake you for a work of art, girl. It happens. 

 

 

Stay comfy and in vogue with the Maxine High-Rise Wide-Leg Jeans. The stone-wash shade is right on trend and the wide-leg ankle-length design offers casual but smart comfort. The jeans pair really well with flats — perfect for being out and about all day. Our Sanza Lace Trim Cami in Black is also ideal for a day out; the cute cami top is charming and feminine, and it can be layered, tucked in or pulled out — great for styling any way you like. 

 

 

 

Date #3: Big Night Out

Dinner or drinks can be a great way to bypass any of the initial awkwardness associated with a first date. Plus, it’s a great excuse to get dolled up to the nines. Got a big night out planned with your brand new beau? From date night dresses to demure leather pants, we’ve got the perfect outfits to match!

 

Get glam with our gorgeous Mariah Gold Effect Mini Dress. The gold-foil design on a black background is perfect for a date night outfit and is guaranteed to demand the attention of your date, while the buckle detailing at the waist is perfect for creating a snatched silhouette. The long sleeves, wrap design and skater skirt are flattering and fashionable, making the dress wearable all party season — not just for dates! 

 

Next up is the Piper Leopard Print Midi Dress in Green, the playful leopard print dress features a deep, alluring shade of green making it ideal for wearing as a dinner date outfit, to the bar, the pub, the club and back home again! The date night dress features a classic cinched waist with ruched detailing and long sleeves, combined with a fetching side slit to bring out the flirt in you. Print dresses are always appropriate datewear — it’s just about finding the cut and pattern that matches your mood best. 

 

 

Looking for the perfect pair of date-night pants? Then the Nadia Faux Leather Trousers in Black and Nude are right up your alley. The luxe look of these wide-leg faux leather trousers is combined with a super-lightweight design and comfortable inner lining, making them ideal for looking fab and feeling even better. Combine these trousers with a chic top and heels of your choice. They can be worn everywhere, from cinema dates and comedy gigs to cocktail bars and nightclubs, and are a perfect addition to your A/W wardrobe. 

 

 



You’re all set — you’ve bagged the date, you’ve made the plans, and now you’ve found the ultimate date outfit. Put your glad rags on and go get ‘em! Still stumped on a choice of shoe? Click here to read up on our handmade Leather Slider Collection — maybe you’ll find the perfect Cinderella slippers for your big night. Click here to read more on picking the perfect print for any occasion, and maybe find a show-stopping top to pair with those gorge new leather trousers of yours.