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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 museum date, 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.

If you don’t already have stripes in your wardrobe, this striped maxi dress is the perfect way to elevate your wardrobe. The scoop neckline, stripe print, and sleeveless design is a cool and casual look you can wear on repeat. Ideal for casual dates with your S.O, complement this number with footbed sandals and a straw tote bag for the ultimate casual look.

This strappy jumpsuit is the perfect mix of comfort and style for a casual date night outfit. It features an elasticated waistband for the perfect fit, and is designed specifically for taller women with lowered waistbands and hip positions. Just add a pair of sandals and sunglasses for a casual summer 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 wrap front and 3/4 length tie sleeves, it can be easily dressed up or down to suit any occasion, including date night at a restuarant. We love the polka dot print as a versatile piece that can be styled with block heel sandals and a diamante clutch bag.

If you don’t want to wear a dress, you can always go for a nicer-than-usual top and bottom combination. Our sailor style culottes with an elasticated waistband and button detailing, paired with a stunning Bardot floral print top, is super flattering for taller women and perfect for date night.

Best Summer Date Night Outfits

Summer date night on the cards? It can sometimes be a little more difficult getting date night ready when the weather is scorching hot outside. We’ve picked out a couple of our favourite summer date night outfits that are lightweight and ideal for any date you are going on.

After a pop of colour? Channel all the summer vibes with this must-have blue broderie anglaise tiered maxi dress. This classic fabric brings an elegant, summer appeal with its tiered style and adjustable straps, providing the ultimate fit. Complement with sandals and a matching denim jacket for when the temperature starts to drop.

If you don’t like dresses, you can always go for a great outfit with a killer top and trousers. Oversized shirt outfits are perfect for summer, especially when they’re paired with leopard print cropped trousers. These trousers have an elasticated waistband and side pockets for a great fit, and when paired with an oversized shirt, they’re 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 midi dress, perfect for any special occasion. Elegant and super-flattering with its ruched detailing that highlights your silhouette, this show-stopping piece is a must-have for your next formal date night. With its one shoulder design, this look can be easily complemented with heels and a clutch bag for the perfect evening look.

This satin cami dress is perfect for a date night outfit. It is made from soft satin fabric and features a stunning paisley print. The sleeveless cross-back strap design and floaty maxi length make it a beautiful and unique dress. Pair it with colour-pop heels and a matching shoulder bag for a trendy and 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 t-shirt and joggers set. Whether you’re relaxing on the couch or playing games with your partner, you’ll be able to enjoy your evening stress-free.

This t-shirt dress is perfect for a comfortable date night outfit. It is made from 100% cotton and features a v-neckline, short sleeves, and two side splits at the hem. It is also a maxi length, so you can pair it with sandals and a handle 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!