12 Casual Date Night Outfits

by Kathleen Loxton

Dressing for a date night can be tricky. Whether you’re wondering what to wear on a first date, or you want to look good for your boyfriend or husband, you need to feel beautiful and comfortable. We’ve made it simple for you with these 12 casual date night outfit ideas.

12 Casual Date Night Outfits

Take a look at our chosen date night styles for some inspiration. Whether you’re looking for a casual date dress, something to wear on the beach, or want some cute date outfits for spring and summer, we have the style for you. Alternatively, if you’re girl who lives in her jeans, check out our casual denim looks.

We also have a Christmas date night outfit for those of you who are worried about being festive without looking tacky. And if you need to wrap up warm without hiding yourself under all those layers, our casual date night outfits winter will inspire you.

The Casual Date Dress

casual date night dress outfit

Clockwise (L-R): Blue Swing Dress £18 (Dorothy Perkins), Black ‘Alison’ Star Ankle Boots £31 (Dorothy Perkins), Long Wood and Tassel Necklace £3 (Dorothy Perkins)

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The Cute Date Outfit


Clockwise (L-R): ASOS ELLE Leather Sock Boots £55 (ASOS), ASOS Pack of 4 Faux Semi Precious Stud Earrings £8 (ASOS), Black Turtle Neck Top £10 (Dorothy Perkins), Pull&Bear Velvet A Line Skirt £22.99 (ASOS)

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The Casual Friday Night Outfit


Clockwise (L-R): J.D.Y Denim Shirt £20 (ASOS), Black Denim Leggings £6-26 (Next), Faith Basic Court Shoes £35 (Next), Quay Australia Barnum Oversized Smoke Lens Sunglasses £25 (ASOS)

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The Beach Date Outfit


Clockwise (L-R): TELL ALL Espadrille Wedge Sandals £32 (ASOS)PLUS RAE POCKET FRONT JERSEY MAXI SKIRT £15 (Boohoo.com), Linen Mix T-Shirt (ASOS £10), Noisy May Tall Patched Denim Waistcoat £36 (ASOS), AJ Morgan Aviator Sunglasses in Black £12 (ASOS)

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The Simple Spring Date Outfit


Clockwise (L-R): Boohoo Floral Print Full Midi Skirt £18 (Next), PETITE Top with Wrap Front and Cap sleeves £12 (ASOS), True Decadence Nude Heeled Court Shoe £27 (ASOS), Sterling Silver Crystal Effect Open Circle Necklace £20 (Next)

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The Autumn Date Dress


Clockwise (L-R): Pack of 2 Criss Cross Cuff and Open Bangle Bracelets £10 (ASOS), Religion Luxury Oversized V-Neck Jumper in Fluffy Knit £65 (ASOS), High Heel Ankle Boots with Wavy Detail £29.99 (ZARA), Tally Weijl Distressed Jeans £28 (Next)

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The Casual Date Night Outfit for Winter


Clockwise (L-R): Over The Knee Boots £95 (Next), Pieces Cropped Distressed Denim Jeans £30 (Next), Beige Eyelet Sweater £34 (Next), Noisy May Waterfall Sleeveless Cardigan £35 (ASOS)

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The Festive Date Night


Clockwise (L-R): Black Metalic Bodycon Dress £17.50 (Dorothy Perkins), Black ‘Adele’ Glitter Boot £31.50 (Dorothy Perkins), Clean Silver Teardrop Necklace £8.50 (Dorothy Perkins), Mixed Glitter Bangle Pack £10 (Dorothy Perkins)

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The Date Night Maternity Outfit

Maternity wear has come a long way from floaty dresses and elasticated jeans. Dorothy Perkins has a stylish range for expectant mothers so you can feel fashionable and comfortable on your date nights with the dad-to-be.


Clockwise (L-R): Maternity Black Lace Yoke Top £18 (Dorothy Perkins), Maternity Indigo Authentic Over the Bump Jeans £20.80 (Dorothy Perkins), Black Alexia Trim Boots £31.20 (Dorothy Perkins), Black Velvet Skinny Scarf £10 (Dorothy Perkins)

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Celeb Style Inspiration

If you want to take some style advice from the celebrities, check out the looks below. The cashmere jumper worn by Eva Longoria is worth the large price tag as it as an investment piece you can wear autumn through to winter.

Michelle Keegan’s casual date night style is a great look for those in their late-20s or 30s. Alternatively, if you prefer a smart/casual look, Jessica Alba’s monochrome style is a great example of how day to night outfits can take you straight from your desk to your date.

Eva Longoria

Eva Longoria Style

Clockwise (L-R): Les 100 Ciels Cashmere Jumper £99 (ASOS), Lift, Slim and Shape Slim Jeans £45 (Next), Splendid Multi Colour Lace-Up Stiletto Heels Short Boots £34.04 (Tidestore), Tortoiseshell Large Step Arm Sunglasses £10 (Next)

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Michelle Keegan

Michelle Keegan Date Style

Clockwise (L-R): Oh My Love Long Sleeve Fringe Top £22 (ASOS), Tailored Blazer in Linen £40 (ASOS), Ridley High Waist Skinny Jeans in Vivienne Deep Dark Wash Blue (ASOS), Faith Wide Fit Dolly Nude Barely There Heeled Sandals £35 (ASOS)

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Jessica Alba


Clockwise (L-R): Ecru Check Shirt £28 (Next), Lost Ink Asymmetric Wrap Mini Skirt £28 (Next), BooHoo Plus Peplum Skirt £12 (Next), SERENE Lace Up Heels £40 (ASOS)

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Preparing for Your Date Night

Raiding your friend’s wardrobe or scouring the high street for date night dresses isn’t the only preparation ahead of a night out with your beau.

If you’re lucky enough to live in London, you can take advantage of a hot new trend: mobile beauty treatments delivered straight to your door.

  • Priv – Described as ‘Uber’s better-looking sibling’, if you download this app you can have beauty treatments in your home within the hour.
  • Blow – Expert beauty services to your door from 7am till late. Plus get £10 off your first order.
  • Milk Beauty – If you need an emergency mani-pedi, wax or massage in your home, they are the beauty service to contact.

If you don’t live in London, you can still check out the mobile stylists in your area to see what treatments they provide. Alternatively, take a look at our simple hair and makeup tips below to finish off your dashing dinner outfits.

Simple Hairstyles

These celebrities have mastered the casual look effortlessly. Fearne Cotton’s blonde bob isn’t over-styled and frames her face beautifully. If you have a fringe like Rose Byrne, loosely pull the rest of your hair back in a bun, leaving a few strands hanging down. The ‘half up half down’ style is perfect for women with long or short hair if you want it off your face, but like to leave some curls hanging down.

Take a look at the rest of our celebrity looks below for more style inspiration.


Photo Credit: Pinterest

Make Up Inspiration

The key to casual date night makeup is to keep it looking natural and clean. You want to look like yourself, especially on a first date, so it is better to keep your makeup minimal and avoid the overdone look. But if you do want to make a statement, choose a bold lipstick.

Don’t forget to take the essentials with you on your date to top up your look.

Rimmel Stay Matte Pressed Powder - £3.99
Soap & Glory™ Thick & Fast HD Mascara High Definition Collagen Coat - £10.50
Smashbox Limitless Eye Liner - £16
L'Oreal Paris Color Riche Exclusive Reds - £6.99
tangle teezer
Tangle Teezer Compact Styler Twinkle - £12.99
Boots Magnifying Compact Mirror - £5

Handbag Essentials Checklist

What to Wear on a Date: Top Tips

  • Makeup should be kept natural and clean looking.
  • Don’t over-style your hair. The half up, half down style is very popular at the moment.
  • Accessories can make an outfit for a date. Add some bangles or a statement necklace to finish the look.
  • Dress for the date you are on. For instance, don’t be afraid to wrap up if it’s cold; you can still look stylish.

With our date night outfit ideas, you’ll be looking stylish and comfortable in no time. All that’s left now is to relax and let your date get to know the real you.

Read more great articles on women’s fashion.

Last reviewed and updated on April 15, 2023

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