I have rounded up over 50 ideas for outfits for date night. Whether you are looking for elegant date night outfits, a casual date outfit, or a dinner date outfit, you’ll find the perfect date night outfit with all of the date night ideas below.
I included lots of date night classics like a leather jacket, little black dress, and skinny jeans. I’ll keep this blog post updated with perfect date night outfits so feel free to pin so you can come back to this blog post for inspiration.
Some of the below outfits will be perfect for a casual date, such as a coffee date. Other outfits will be perfect if you are looking for fancy date night outfits for a special occasion.
Whatever your personal style, know that there are no hard and fast rules when it comes to dressing for date nights. The most important thing is that you feel comfortable and enjoy yourself.
Outfits for Date Night:
Without further ado, here are some of my favorite pieces you can mix and match for the perfect elegant and chic date night outfits. Hope you get lots of inspo from these cute outfits for date night.
Date night outfit idea: Leather Jacket
One of the perfect date night outfit pieces is a quality leather jacket or moto jacket. A leather jacket is so versatile and a statement piece for your wardrobe, whether for a date night outfit or day-to-day outfits.
Adding a leather jacket with a little black dress or some skinny jeans makes easy date outfits. Leather jackets work for casual date outfits, dinner date outfits, and most date night adventures. I’ve rounded up some cute leather jacket and moto jacket options below.
Date night outfit idea: Little Black Dress
One of my favorite fancy date night outfits is a little black dress. I can really personalize it by mixing and matching with some cute accessories below (see some of my favorite picks at the end of this blog post!)
Little black dresses never go out of style and are one of the best investment pieces for fancy date night outfits. The best thing about this elegant date night dress is that you can wear it for a special occasion to a nice dinner date or you can tone down the dress by pairing it with a leather jacket or a moto jacket.
With little effort, you can completely change the look of a little black dress with different accessories. Find your perfect date night outfit below.
Date night outfit idea: Date Night Dresses
Along with little black dresses, other cute dresses make the perfect date night outfits. I love dresses for date night as they are one piece which makes the whole outfit.
They are really elegant and simple to accessorize for a complete look. There are so many pretty dresses out right now for date nights. I have picked a few of my favorites.
Date night outfit idea: Skinny Jeans
Skinny jeans are another key item to have in your wardrobe. There are so many styles, colors and finishes of skinny jeans that you can have as staple investments.
A classic pair of skinny black jeans and a darker wash are great options for date night outfits. Having a classic (and comfortable) pair of skinny jeans that suit your personal style is a great way to mix and match with cute tops for date night.
There are so many cute date night outfits with jeans once you have the perfect pair of skinny jeans that you love. Here are some of my favorite styles that feel great on.
Date night outfit idea: Off the Shoulder Top
Off the shoulder tops paired with skinny jeans are very cute outfits for date night. I love wearing off the shoulder tops in the warmer months, especially at happy hours.
Off the shoulder tops come in the prettiest bright colors and prints for the summer months. In the winter, it’s an easy way to show a little skin without freezing!
Off the shoulder tops come in a variety of shapes and styles so you can find the perfect one for your body shape. Crop tops are really in right now. While they look very cute, they are not my style.
As I mentioned above, the most important thing about your date night outfit is that you feel comfortable and confident in your outfit. We all have different ideas of what a cute outfit for date night means so pick and choose what suits you best.
Here are some pretty off the shoulder tops that I love right now.
Date night outfit idea: Oversized Blazer
Oversized blazers make another great date outfit, especially in the colder months. Oversized blazers can be dressed up or down for a casual date outfit or dinner date outfit.
One of my favorite things about oversized blazers is that you can really incorporate your personal style with blazers. They can be elegant and chic or more chic and grunge. Oversized blazers are a great option for colder months and a great way to use what you already have in your closet. Blazers also make cute date night outfits when paired with jeans.
Here are some cute oversized blazers that you can use to elevate your date night outfits.
Date night outfit idea: Shirt Dress
Another one of my favorite casual date night outfits is a shirt dress paired with a moto jacket.
Date night outfits do not need to be overly complex or stressful. A shirt dress is the perfect option for a casual date or a casual outing. They are also great in cold weather as you can pair with a pretty long coat and some leather leggings.
In warmer months, you can always drop the leather leggings if the shirt dress is long enough. One of the best things about shirt dresses is that they are cute outfits for date night but make the perfect staple pieces for your spring, summer, or fall wardrobe.
Date night outfit idea: Leather Pants
Leather pants are all the rage over the past couple of years. Leather pants are the perfect alternative to skinny jeans. Having a good pair of leather pants is a staple in your wardrobe, especially during colder months.
Leather pants over a shirt dress are the perfect date night outfit for a happy hour in cold weather. Spanx have a particularly great variety of comfy leather pants. Spanx is known for being super comfy and fashionable.
Date night outfit idea: Midi Skirt
A midi skirt is a great casual date outfit paired with white sneakers or cute comfy shoes if you are planning on a date of walking or exploring. A midi skirt is easy to dress up or dress down.
If you are unsure of the dress code, then a midi skirt with flats is always a good option. In the warmer months, midi skirts are the perfect date outfit, with a plain white t-shirt.
Date night outfit idea: Boho dresses and Maxi Dress
As soon as the flowers start budding for spring and summer, my maxi dresses come out. I love maxi dresses for spring and summer. They make the perfect date outfits and are an easy way to incorporate some bright colors into your wardrobe.
I pull out the same maxi dresses year after year for a fancy look that is also very comfortable. Win win! While these dresses may be a little much for a casual first date, they are perfect for an evening dinner while watching the sunset or the perfect outfit to take on vacation. These dresses last year and after year, which saves me needing lots of new outfits.
Maxi dresses are definitely a classy date night outfit and the perfect elegant date night dresses to wow.
Date night outfit idea: Denim Jacket
If you are planning on wearing maxi dresses for date outfits, then the perfect match is a pretty denim jacket. These are other wardrobe staples that are perfect for date nights over the spring and summer.
Denim jackets go with everything from maxi dresses to midi skirts. I have a few denim jackets and have had them for years. Here are some options that I love.
Date night outfit idea: Long Coat
Living in San Francisco has taught me the importance of a beautiful long coat. Having a few good long coats in your wardrobe will be the perfect investment for date nights or even day dates.
Long coats can be an outfit in themselves if you are going to be outdoors on your date. Long coats are the perfect accompaniment to the little black dress, midi skirt or skinny jeans mentioned above. The perfect date night outfit especially for fall date night outfits or winter date night outfits.
There are so many long beautiful coats available to suit all body types. Some of my favorite retailers for classic long coats are River Island, Karen Millen, Ann Taylor and Express. They always have classic coats with pretty details that make the coats memorable.
Date night outfit idea: Trench Coat
For spring and summer perfect date night outfits, a trench coat is a great alternative to a long coat, which may be too heavy for spring and summer. A trench coat is another great option for a casual outfit or an elegant date night outfit. Ann Taylor, Karen Millen, Express and River Island all do really pretty trench coats.
Date night outfit idea: Knit Dress and Sweater Dresses
For the colder months and winter date night outfits, knit dresses and sweater dresses are a great option. They can be perfect for a casual date outfit or a dinner date outfit.
How you accessorize knit dresses are key for dates. Adding a cute gold chain belt, pretty headband or statement necklace can make all the difference. See lots of my favorite accessory picks below.
Using accessories to add touches of your personal style is a great way to lift the outfit and bring sweater dresses to life. You don’t always need a new outfit for every date. You can change up looks with mixing and matching accessories. With a little effort, sweater dresses can look fun.
Here are some pretty knit dresses and sweater dresses for the perfect date outfit.
Date night outfit idea: Knee Boots
I have picked out some cute knee boots that are great options for date outfits. These knee boots would make the perfect date night outfit when paired with a cute dress such as a little black dress, shirt dress or sweater dress.
Date night outfit idea: Comfortable shoes
I think 2020 & 2021 taught us the luxury of being comfy! I found Birdies shoes in 2019 and am now in love with the brand. They are like slippers, but very pretty slippers that you can wear around the house or on dates.
Birdies has shoes that are perfect for work, dates, fancy nights out or for lounging around the house. I have picked out some fun options for pairing with skinny jeans for a casual date outfit. I have also picked cute ones for a dinner date outfit. Birdies are such comfortable shoes that I highly recommend.
Date night outfit idea: Pair of Heels
I still love a pair of (comfortable) heels so I can dress up for a special date night. I love Sarah Flint heels as they are so comfortable and last ages. You can read my full Sarah Flint review here. My Sarah Flint code SARAHFLINT-CCLORNA1 gets 15% off your first pair of Sarah Flint shoes.
Sarah Flint shoes are expensive but they are truly worth it! I have 4 pairs and love them all so much.
Date night outfit idea: Hairband
It’s time to get into some fun accessories for the perfect date night outfits. I love accessorizing. It fills me with so much joy. There is nothing like a good headband.
I have picked out some beautiful headbands that can be worn to glam up a skinny jeans date night outfit or add the finishing touches to a fancy date night outfit. Date outfits are your time to get creative and use all your extra sparkly items! Headbands are an easy way to turn a cute date night outfit with jeans into a fun statement.
Date night outfit idea: Pretty bag
I love dainty, pretty bags and bring them out at the weekend for date nights. During the week, I appear to need the kitchen sink in my bag so I always tend to have a bigger bag with me. These are some pretty date night purses for carrying all of your important things, while adding a touch of glam.
If you are interested in the prettiest floral handbags for spring and summer, see my full round up here.
Date night outfit idea: Jewelry
I have included lots of simple accessories below for adding some glam to the perfect date night outfit. Casual date night outfits can get a twist of glam with a dainty gold necklace, some studs or even a statement necklace.
There are so many accessories that you can use to give you easy date night outfit ideas that suit your personal style. Accessories and jewelry are a great way to mix things up and create new looks from what you already have in your wardrobe.
Here are some cute jewelry pieces to upgrade your date night looks.
Hope you enjoyed browsing through my top ideas for outfits for date night. As I mentioned above, I’ll keep this blog post updated for lots of new options for elegant date night outfits. Pin this blog post so you can come back at any time to get some new ideas for cute outfits for date night.
Whether you are leaning towards a little black dress or a leather jacket and jeans for your perfect date night outfit, you will look equally fabulous. Enjoy your date night!
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