date night outfits
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7 Date Night Outfits That Are Sure To Impress

Need inspiration for date night outfits? These chic date looks are stylish, sassy, and your date will definitely love them too!

date night outfits

Dating can be stressful, but your date night outfits don’t need to be! Whether you’re going on a casual date or a fancy dinner, the perfect date night outfit is cute and comfortable enough so you can relax and enjoy yourself.

I’ve put together seven date night outfit ideas that I’ve worn out on different dates–all repeat looks in my book. Keep reading to find the perfect outfit for a first date, a Valentine’s Day dinner, or your weekly date night with your partner.

This post is all about date night outfits.


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Best Date Night Outfits

1. Simple Date Night Outfit: Basic LBD + Leather Jacket

I can’t think of anything more classic as a date night outfit than a little black dress. The simplicity of the dress makes a good background against a statement jacket and any fun accessories you add to the look. Pair your LBD with a leather jacket or a moto jacket and you have a look that can be styled year-round.

date night outfit for women
This outfit is perfect for drinks out or a comedy show.

Related Post: What To Wear To A Comedy Show: Best-Dressed Style Guide

For matching footwear, try combat boots for an edgy look, tall boots for a fall date night outfit, or strappy sandals for a summer date look. The footwear options are endless when styling with a black dress. And let’s not forget a classic black pump to add some feminine flair. Add a pop of color with a cute clutch or mini bag.

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2. Winter Date Night Outfit: V-Neck Sweater + Matching Jeans + Tall Boots

Styling a duotone look is simple when your shoes are the pop of contrast. Tonal looks help create length and fluidity in the body while contrasting pieces add interest to a simple date outfit.

Style a v-neck sweater with a pair of your best-fitting jeans to create a sexy, but casual date night outfit. A wide v-neck may show some extra skin, which is flirty and fun, but still keeps things a bit cozy. Amp up the sass with a pair of tall boots that easily style over your jeans for a definite head-turner at a sports bar or a brewery.

casual date night outfit
The muted suede belt helps break up the tonal outfit without causing too much attention.

I love to add a contrasting piece like the black boots to create an unexpected look for a winter date outfit. This is a style tip used for any casual chic look, something done well by Parisian women.

Related Post: French Parisian | The Ultimate Style Guide

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3. Casual Chic Date Outfit: Tank + Wide-Leg Trousers + Flats

I’m a huge fan of monochromatic and tonal dressing (in similar or matching colors). The obvious choice for a cute date night outfit is all black, which I’ve chosen to style.

Related Post: 11 Simple Style Tips To Always Look Good

A simple tank, even a knit style, with a pair of relaxed trousers is the perfect go-to date outfit when you’re in a rush or you don’t want to look like you’ve tried too hard. It doesn’t get much simpler for summer date night outfit with a cute pair of ballet flats or sandals.

classy date night outfits
I chose to add a pair of statement earrings instead of a big necklace, but either will do if you love to accessorize.

Style a simple date outfit like this with a pair of elevated flats as opposed to a cheap, basic pair. Footwear says a lot about a person, so it’s an important component of your outfit on a first date.

Related Post: My Formula for Everyday “Casual Chic”

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4. Date Night Dresses: Belted Mini Dress + Tall Boots

Mini dresses are the perfect choice for sexy date night outfits, but have you thought of changing it up with a stylish waist belt? Not only does a belt add a personal touch to a one-piece outfit, it also helps enhance the shape of your curves (and helps give you curves if you’re lacking).

Related Post: How To Dress Hourglass Shape: Master Style Guide

Tall boots are so flattering with mini dresses, whether they’re knee-high or over-the-knee boots. Add a pair of dark stockings to create more allure to your outfit and you’re set for a hot date!

date night dress
Add a sexy black stocking to your dress for date night. Mine have a thin black line going down the back of my legs hehe!

Style with a medium or large clutch to add some contrast to the mini factor of the dress.

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5. Sexy Date Night OUtfits: Sheer Top + Satin Pants

Lace is the ultimate sexy material for a date night outfit, as is its younger sister, mesh. You have the sultry, see-through factor you can choose to layer a cami or bra under depending on the look you’re going for.

Style a pair of slinky satin or silk pants to create a super, feel-good look that’s equally comfortable without being too dressy (although perfect for both the stylish restaurant and the nightclub after).

date night outfit for women sexy
I’d personally add a black jacket or blazer with this outfit when going out, especially if you’re just layering a bra under the top.

This date night look can be styled with any type of footwear for a year-round date, indoors or out. I love dressy jogger pants because they’re so comfortable for how cute they look.

Related Post: What Shoes To Wear With Joggers & Track Pants

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6. Fall Date Night OUtfits: Flirty Top + Belted Long Skirt + Boots

This may be my favorite outfit combination to wear on a date because it’s so versatile. Take any flirty top whether it’s a low-cut knit top, a sheer blouse, or a bodycon sleeveless turtleneck, and belt it with a slinky maxi skirt.

Add a heeled boot or shoe to give a little height and you have a super feminine date night look that works year-round with different tops.

sexy date night outfits
I’m obsessed with this look for what to wear on a date. It’s a bit witchy, a bit boho, and a bit modern with a sweetheart neckline. I can’t wait to wear this out!

If you’re attending a winter concert or a jazz concert for a date, a slinky skirt is a great option. This outfit is perfect for dancing in and ensures you won’t overheat. Opt for an open-toed boot in spring and summer.

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7. Casual Date Night Outfit: Blazer + Band T-Shirt + Jeans

There’s not a going out outfit post that goes by without me mentioning a band t-shirt. But hey, I’m a huge fan of the style (especially when a personal touch is added, re: below). This date outfit look would totally work with a plain white t-shirt as well, so you do you!

But, if you go to a lot of concerts (or maybe you’re going on a concert date) this is a winning outfit. The blazer just takes the look to a different level, a mix of classy and casual, which never fails to please.

Related Post: How To Choose An Outfit That Slays

date night outfits with jeans
My outfit the other night at the Bob Dylan concert.

Style with a pair of western boots or patterned boots, like I did, for a rock and roll aesthetic. You can also add a cute hat with this outfit if you’re going on an outdoor date or traipsing around the streets of Nashville.

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Which of these date night outfit ideas were your favorite? Comment below.

This post was all about date night outfits

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