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Tall-Girl Date Night Outfits That Won’t Let You Down


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Do you have a special date night planned? Get ready to impress with our hand-picked date night outfits that we are loving right now! Whether you’re having a candle-lit dinner with your S.O, a casual date night around your local museum, or if it’s your first date and you’re looking to impress – we have it all!

We’ve done the hard part for you and pulled together the ultimate guide on what to wear on date night, so keep reading for all the cute date night outfits that you can wear with confidence.

Best Date Night Outfit Ideas

Best Casual Date Night Outfits

Heading out on a more casual date? This could be anything from a walk around the park, to a museum, to catching up over coffee. We recommend opting for an outfit that is lightweight and comfortable, such as these effortless pieces below. If it’s with your S.O, it’ll be a nice change from the usual joggers and jumpers you wear around each other.

Opt for a casual jumper and leggings outfit for a relaxed date night outfit that you can effortlessly glam up for in the evening. The v-neckline, cuffs and hem, and longer length sleeves makes this a casual look you can wear on repeat. Ideal for casual dates with your S.O, complement this number with faux leather leggings and boots for the ultimate casual look.

This casual dress is the perfect mix of comfort and style for a more relaxed date night outfit. It features long sleeves, v-neckline and is finished in midi length for the perfect fit. Just add a pair of heeled boots and a leather jacket for a casual autumn/winter look you can wear on repeat.

Best Date Night Dinner Date Outfits

Heading out to a local restaurant or something a little more romantic? It’s time to start elevating your outfits with styles that are a little more statement and less comfortable. Look to these pieces for an elegant twist on date night.

An elegant midi dress is a timeless piece that every wardrobe needs. With its flattering scoop neckline, long cuffed sleeves and all over sequin embellishment, it can be easily dressed up for date night at a restaurant. We love the keyhole neck detail! Style with strappy heels and layer with a trend-led trench coat.

If you don’t want to wear a dress, you can always go for a nicer-than-usual top and bottom combination. Our wide leg trousers featuring an elasticated waistband, paired with a stunning dobby spot shirt, is a super flattering outfit for taller women and perfect for date night.

Best Winter Date Night Outfits

Date night on the cards? It can sometimes be a little more difficult getting date night ready when the weather is cold outside. We’ve picked out a couple of our favourite colder weather date night outfits that will leave you feeling cosy and warm for any date you are going on.

Channel all the winter vibes with this must-have knitted dress in midi length. This classic fabric brings an elegant, winter appeal with its knitted fabric and seam detail, providing the ultimate fit. Complement with chunky boots and a formal coat for when the temperature starts to drop.

If you don’t like dresses, you can always go for a great outfit with a killer knitted jumper and trousers. Longer-length jumpers are perfect for winter, especially when they’re paired with leather-look leggings and boots. These leggings have an elasticated waistband and side pockets for a great fit, and when paired with a knitted jumper, they are perfect for a date.

Best Classy Date Night Outfits

Heading to somewhere a little more glamourous than your local restaurant? Look and feel amazing in these must-have elegant pieces that will get heads turning on your next date night.

We are absolutely obsessed with this trend-led ensemble, perfect for any special occasion. This show-stopping piece is elegant, super-flattering, and detailed in a way that highlights your silhouette. Ideal for your next formal date night, the ensemble features a knitted vest paired with wide-leg trousers. Layered over them is a maxi formal coat that adds a touch of sophistication. For the perfect evening look, complement this outfit with a pair of stylish heels and a clutch bag.

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This glitter midi dress is perfect for a date night out. Made from a stretch jersey fabric this dress accentuates your figure and with bodycon style. Pair it with gold heels and accessories for a trend-led confident look.

Best Comfortable Date Night Outfits

Sometimes the best date nights can be staying in the comfort of your own home and putting on a film. We are definitely here for the more casual vibes, so if you’re looking to keep it simple this date night, look to these pieces to keep you cosy.

Make sure you’re comfortable on your date night by wearing our sweatshirt and flared trousers. Whether you’re relaxing on the couch or playing games with your partner, you’ll be able to enjoy your evening stress-free.

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This knitted dress is perfect for a comfortable date night outfit. It is made from a ribbed fabric and features a v-neckline, long sleeves, and two side splits at the hem. It is also finished in midi length, so you can pair it with trainers and a bag for a stylish, comfortable date night outfit.

Looking for more? Shop our new in clothing for all the latest women’s date night outfits you can rely on.

Show us how you’re styling your date night outfits and what you’re getting up to by tagging us on our social channels @longtallsallyfashion on Instagram & Facebook by using the hashtag #ImWearingLTS – you might even get featured!