Choosing the perfect date night outfit can be challenging. Are you unsure about what to wear for a first date? Or perhaps you want to impress your boyfriend or husband? The key is feeling both beautiful and comfortable. We’ve simplified the process with these 12 effortlessly chic date night outfit suggestions.
12 Casual Date Night Outfits
Need date night outfit ideas? Explore our curated styles for inspiration! Find the perfect casual date dress, beach-ready attire, or adorable spring/summer outfits. We’ve got you covered. Prefer jeans? Discover our stylish casual denim looks.
Need a festive yet stylish Christmas date night look? We’ve got you covered! Avoid looking tacky with our curated outfit ideas. Plus, discover casual winter date night outfits that keep you warm and fashionable, without sacrificing your style.
The Casual Date Dress
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)
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)
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)
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)
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)
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)
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)
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)
The Date Night Maternity Outfit
Maternity fashion has evolved significantly beyond just flowing dresses and stretchy jeans. Dorothy Perkins offers a chic collection for expecting mothers. Now, you can feel both stylish and comfortable during your date nights with your partner.
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)
Celeb Style Inspiration
Seeking celebrity style inspiration? Explore the looks below for ideas. Eva Longoria’s cashmere sweater, though pricey, is a worthwhile investment. It’s a versatile piece perfect for transitioning from autumn to winter in 2025.
Michelle Keegan’s relaxed date night outfit is perfect for women in their late 20s and 30s. For a more polished yet casual vibe, consider Jessica Alba’s monochrome style. It’s a fantastic illustration of how a day-to-night ensemble can effortlessly transition from work to a romantic evening.
Eva Longoria
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)
Michelle Keegan
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)
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)
Preparing for Your Date Night
Planning a date night? Forget just raiding your friend’s closet or hitting the stores for the perfect dress. There’s more to prepare!
Londoners, rejoice! Experience the latest beauty craze: on-demand beauty services brought directly to your home.
Even if you’re not in London, explore mobile stylists near you. Discover their available beauty treatments. Or, enhance your stunning evening look with our easy hair and makeup advice below.
Simple Hairstyles
These stars nail the relaxed style perfectly. Fearne Cotton’s blonde bob is chic and frames her face wonderfully. If you have bangs like Rose Byrne, try a loose bun, letting a few strands fall. The ‘half up, half down’ look is great for any hair length. It keeps hair off your face while showing off some curls.
Explore more celebrity styles below for fresh fashion ideas.
Photo Credit: Pinterest
Make Up Inspiration
Effortless and natural makeup is perfect for a relaxed date night. Aim for a clean, authentic look that reflects your true self, particularly on a first date. Less is often more, so avoid heavy makeup. If you want to add a pop of color, a vibrant lipstick is a great choice.
Remember to bring your must-have beauty items on your date. Refresh your look effortlessly!
