65 Elegant Date Night Outfits – Your Chic Style Guide


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

Date night 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. If you read this blog you know I love any excuse to dress up and I’ve been looking for the perfect dinner date outfit for Valentines Day. As well as lots of other options from more casual date night outfits to elegant date night dresses to add to this edit. There are so many different styles and trends around right now, it’s pretty easy to find a 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.

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Casual Date Outfits

If you’re looking for a casual date outfit 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.

First Date Outfits

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.

best floral mini dress long sleeve Bardot

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.

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Date Night Dresses

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.

elegant date night dress red midi

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.

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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