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65 Date Night Outfit Ideas – From Casual To Chic

65 Date Night Outfit Ideas – From Casual To Chic

date night outfit idea sexy elegant dress

Last Updated on January 18, 2023 by Eve Dawes

Date night outfits for all occasions from fancy to casual to first date dresses!

Date night outfit ideas can be tricky. Is it too sexy, too casual, too boring. Since I love getting dressed up I wanted to share some style inspiration with you to help. Going out outfits and dresses are something I seem to have accumulated over the years. Especially elegant date night outfits as the hubby and I try to do a date night at least once a week and a lot of restaurants in Vegas have smart dress codes. I’ve been looking for the perfect dinner date outfit for Valentines Day and have included some of my favorites in the edit. As well as lots of other options from more casual date night outfits to sexy styles and elegant date night dresses. There are so many different styles and trends around right now, it’s pretty easy to find the perfect date night outfit that suits your personal style, the dress code, season and whatever you have planned. Whether you’re looking for a sexy date night dress or something more modest, I’ve added something for everyone to this style guide.

This date night outfit ideas post contains affiliate links.

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Casual Date Outfits

If you’re looking for casual date outfit ideas, a lot of it will come down to how you style it as much as the actual dress or outfit. A leather jacket or oversized blazer can easily dress down a sexier style if you’re not sure where you’re going on your date.

A simple white, looser fitting dress with a denim jacket is an effortless look but still makes the perfect cute date night outfit. An off the shoulder top and skinny jeans or leather pants can also be casual and comfortable but also sexy.

I always find that whatever I’m wearing, either a red lip or my favorite perfume gives me a little boost of confidence. The looks below would all work whether you’re going on a coffee date, casual first date or happy hour at a more laid-back bar.

What should I wear on a first date?

Finding the right dress to wear on a first date to make the right impression can be overwhelming. The right dress is something that you feel comfortable and confident in rather than just following trends. Whether that’s something that shows off your best features, fits perfectly, a super sexy date night dress, or completing the outfit with your favorite pair of heels or thigh-high boots.

If it’s your first time wearing the outfit, definitely try it on and plan out the whole look including underwear ahead of time. It’ll help save any last minute panics.

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The first date is always a little bit daunting but if you feel fabulous, it definitely helps. These date night outfits and dresses range from dressy little black dresses and pretty floral dresses to elegant bodysuits which look stunning with pants or jeans for a more casual style.

If you’re worried about being too cold, a cute sweater dress, leather skirt and polo neck, or chic satin bodysuit and pants are great first date outfits for colder months.

The Best elegant date night dresses

If you’re looking for something elegant, the first place to start is with the fit. It’s hard for something to look elegant when it’s too tight or too big.

I tend to always go on the dressier side for date night and these fancy date night dresses are perfect for when you want something a little dressier.

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Whether that’s a slinky, body hugging, off the shoulder little black dress, a sparkly little number, elegant sheath dress or fashion forward designer dress. Elegance is just about how your wear it as it is the actual outfit.

Elegance isn’t solely defined by what you wear. It’s how you carry yourself, how you speak, what you read.

Carolina Herrera
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Shop the best date night outfits and dresses

I’ve included classic styles as well as fashion forward looks, trending bright colors, sleek black dresses, sexier styles from designer to luxe for less and on sale elegant date night outfit ideas. Some of the more fitted knit dresses can easily be elevated with a leather or gold chain belt.

I’ve added a lot of these styles to my wishlist for when it gets closer to Valentine’s Day. My top 3 picks are:

  1. Hot pink Alexis Arie mini dress as it’s such a feminine, bold style and my legs are my favorite feature.
  2. Alex Perry vibrant blue backless dress if we end up doing just drinks and a show. As the sleeves might not the best for dinner but the color and cut is too fabulous to miss.
  3. The studding and fashion forward Athena black and crystal embellished matching skirt set. Depending on if I’m feeling brave enough to have my abs out in February but at least it has long sleeves.

Complete your date night outfit

Complete your date night outfit with the right high heels or knee-high boots for a sexy look or find a pair of on trend comfortable shoes if you’re going for a more casual outfit. Now’s the perfect time to shop for a new outfit as there’s so many sales on right now.


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