Date Outfits: From Casual to Elegant

Date Outfits: From Casual to Elegant

Dates can be casual or fancy, whether you’re spending time together during the day or night. Where and what you're doing doesn’t really matter, though. It’s how you feel about yourself. Everyone wants to present their best selves on a date, and that’s why dressing right is important. When you feel confident and comfortable, you can relax and just be yourself. If you feel like you have nothing to wear, a little inspiration can go a long way. That’s why we’ve put together this list of outfit ideas for your next date. Read on to discover the best casual to elegant looks for night and day.

Day Date Casual

There are many fun things to do for a daytime date. You could take a walk in the park and stop for a picnic or visit the latest exhibit at your local museum. Perhaps you’re meeting up for coffee or brunch or checking out a zoo or aquarium. A shirt dress is a classic, versatile outfit you can wear no matter where you’re headed. A long-sleeve shirt dress offers the most styling options since you can wear it with the sleeves rolled up or down. In the summertime, however, it’s best to go for a short-sleeve or sleeveless shirt dress. When you do need the extra layer, wear a denim jacket for a fresh casual look. You can also layer up with a pair of patterned tights underneath your dress. Keep it classic in a neutral shirt dress, or go bold with a bright color or eye-catching pattern. When it comes to shoes, crisp white sneakers are always a good bet. They match the style of the dress and provide all-day cushioning for walking. Carry your essentials in a matching tote bag, and use a cute hat to finish off this look.

Day Date Elegant

A daytime date doesn’t always have to be so casual and laidback. Catching a theater matinee or dining at an upscale eatery is just a couple of ways to elevate the experience. That means taking your outfit to the next level, too. You can’t go wrong with a midi skirt to create elegant daytime looks. Wear yours with a fitted t-shirt, off-the-shoulder top, or a pretty blouse. A high-waisted midi skirt cut in an A-line creates a flattering, hourglass shape. You can tuck the top into the waistband and add a belt to further accentuate your curves. This outfit will look terrific with espadrilles or wedges. You can also get away with wearing sneakers since it’s a daytime look. In colder weather, swap out the sandals for a pair of ankle boots. You can always add a longline cardigan or trench coat as an extra layer. A cropped jacket or cardigan is also another outerwear option for this look. Complete it with a crossbody purse and a pair of statement earrings.

Date Night Casual

Casual date nights are another fun way to spend time together and get to know each other better. Whether you’re heading to the movies or taking a cooking class, you'll want to look cute and feel comfy. Women's jeans are always a reliable choice for creating relaxed yet stylish looks. Go for a cropped pair that hits at the ankles. This length is universally flattering and will help to show off your shoes. Choose the rise that best enhances your body shape.

High-rise jeans help to accentuate curves and create an hourglass shape. If you have a shorter torso, go for a mid or low-rise fit. You can also play with light and dark washes when styling your look. Once you’ve got the jeans down, pick out a top to match. You can go for a t-shirt or tank, or a beautiful blouse. To finish the look, add a pair of strappy heels or wedged sandals. You can also style this outfit with leather brogues or sleek sneakers. When it's chilly out, layer up with a longline cardigan, trench coat, or leather jacket.

Date Night Elegant

If you’re heading somewhere fancy for date night, it’s the perfect opportunity to get all dolled up. Dress to impress in a jumpsuit and blazer. This simple yet elegant outfit looks flattering on any shape. A black jumpsuit is always a trusty choice. The color looks good on everyone and goes with everything. Wear a black jumpsuit with a white or pastel blazer for a sleek, standout look. A jumpsuit in a vibrant color can also create stylish looks. Pair it with a blazer in a complementary hue to create a fun color-blocking effect.

If your jumpsuit features an eye-catching pattern, match your blazer to one of the base colors in the design. Wear your blazer open over your jumpsuit with pointed-toe heels or flats and a leather belt for added sophistication. You can also wear the blazer closed and belted over the jumpsuit. If the temperature takes a dip, a women’s scarf will bring warmth and style to this look. Finish it off with an evening bag and a few pieces of your favorite jewelry.

No matter what look you go for, it’s important to choose something you feel comfortable and confident in. Don’t miss the women’s collection at Lands’ End for stylish, high-quality pieces to build your next date look.


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