17 Jean Outfit Looks For Your Next Date Night

Are you looking for the perfect date night outfit, but don’t know where to start? a good pair of jeans might be the answer. You can dress them up or down to create a look that is just right for you.

Jeans have been a wardrobe staple for decades, but less than 50 years ago they were just an average pair of pants. denim changed all that because there are so many different types to choose from-you’ll never get bored!

The right jeans will flatter anyone and provide comfort no matter your style. There’s no wrong time for jeans! And if you need some inspiration, keep reading. We’ve shared some of our fave jeans outfit ideas.

Matching your outfit to the right places is quite an art form. It’s also one that can be mastered with just a little bit of planning.

Going on a date night out can be both nerve-wracking and exciting. You want to make a good first impression, but you also don’t want to overdo it. It’s important to feel like yourself when you’re out, so don’t try too hard to dress outside of your comfort zone. Go for something that shows off your best features and makes you feel sexy.

First, think about the feelings you want your clothes to bring out, it will make it easier to choose the key items.

Remember, it’s not about being fashionable, it’s about feeling comfortable in what you wear by choosing an outfit that communicates confidence in your own personal style. What you wear plays an important role in creating positive first impressions.

So, whether you’re going out for dinner, drinks, happy hour, or a movie, these cute date night outfits will help you navigate the dating waters and come across as your best self. Enjoy!

*This post may contain affiliate links from which I will earn a commission at no extra cost to you.

WARM AND COZY

Jeans + Knee-high Boots + A Black Sweater

One of my favorite fall date night outfits is pairing knee high boots with a mini skirt but this time I’m all about the boot-jean combo.

So, what should you wear with them to make sure your outfit looks its best?Sweaters with jeans are not only comfortable but are also easy to style, you can even throw on a leather jacket for the final touch. A perfect excuse to take your outfit to the next level in cold weather.

Now there’s something about knee-high boots that make you feel powerful and in control. Maybe it’s the way they elongate your legs or the fact that they keep your legs warm in those winter months.

Whatever the reason, wearing knee-high boots on a date night is always a great option. They can give you a boost of confidence within seconds and keep you warm and stylish all night long.

COLD SWEATER WEATHER

Dark Jeans + A Comfy-cozy Sweater Dress

I can’t help but feel wrapped up in a big, cozy blanket when I wear a knit dress. Believe it or not, this unconventional pairing can look flattering and pulled together. You might think it looks too much fabric, but the truth is that the dress-over-pants trend is making a comeback.

If you’re all about sweater-dresses and black tights, you might want to give dark jeans a try. What’s the perfect winter date night outfit?

Jeans, of course! A pair of black jeans can make you feel comfortable and classy, which is why they are such an important part of your wardrobe. Playing with layers, textures and shapes is key to achieve this look for winter weather.

READY FOR ANYTHING

Camisole + Cardigan + Blue Jeans + White Sneakers

With these four pieces in your arsenal, you’re good to go from wining and dining to bar-hopping or a breezy walk along the beach. A simple silk top paired with your favorite jeans are the perfect base layer for a romantic yet casual outfit.

One of the best things about a camisole is its simplicity. It pairs effortlessly with just about anything from a long skirt to a pair of straight-leg jeans. Plus, they offer endless possibilities for outfits.

Wearing white sneakers on your date is a surefire way to make for an enjoyable evening. Why? You won’t want to ruin the moment by wearing some uncomfortable shoes.

What I love about Cardigans is that they can be worn all year round. They are never too much for those cool rainy afternoons or when the temperature drops at night, and they will sure look good on weekend getaways.

ENTER: DENIM-ON-DENIM

You might think that too much denim is not appropriate for dressy occasions like a dinner date, but we found a style inspiration that proves otherwise.

Seriously! There’s nothing more versatile than this fabric- it can be worn in so many ways. The trick is to slouch your denim jacket just over your shoulders, almost as if it were an off-the-shoulder top and you can spice it up by choosing a denim style that’s got something extra, like studs or pearl embellishments.

Who would’ve thought that a whole look in denim could feel so formal? I Love the term “refined casual” to describe this style.

FUN AND FLIRTY

Lace Blouse with Long Sleeves + Dark Wash Jeans

Opt for a pretty lace blouse to show a little skin. A cute top like this appears romantic, feminine and maybe special for that one evening you want to feel like a total sweetheart.

Worn with raw-edge jeans and sexy ankle booties instantly becomes laid back and more approachable. Hands down a great date night look.

A CLEVER DUO

Blazer + A Pair of Shorts

We all know that shorts are super casual, made for the warmer months and blazers give a more 9-to-5 vibe, but the two are definitely a match worth trying. A blazer is simply the perfect way to dress up a pair of shorts for a classy, casual look. Just add some heeled sandals or keep it low-key with loafers, and you’re good to go!

Tweed Blazer + Jeans

Nothing says classic elegance with a bit of sexy on top than a tweed blazer and a pair of jeans. Light wash or dark denim will do this combination justice. We like the light wash denim pair with a Chanel-inspired tweed jacket. Nothing says classy more than the iconic tweed jacket that can make any outfit a step above the rest.

PRETTY IN FLORAL

Daytime dates tend to be more casual than evening dates, so it’s the perfect time to embrace bright colors. Get creative with print mixing and use your go-to denim as a base layer to make a head-turning statement.

For a fancier day date, put on a maxi dress! Matter of fact, I’m not a big fan of dresses that require us to pull things down or suck them in. And as much as I love a mini dress, maxi dresses are always a safe bet because they’re breezy, comfortable and you’ll look effortlessly chic while enjoying all that the day has to offer. Set the mood by going floral.

Floral patterns are a spring classic that portray a romantic attire, so a floral maxi dress is a great way to stand out on a sunny weekend brunch or an evening of gallery hopping. 

COFFEE DATE

Long Coat + Black Skinny Jeans

The perfect coffee shop environment calls for a casual yet cool look. What you need: A light colored trench coat paired with black skinny jeans to create contrast and maybe a cute white top.

Remember, your look should also complement the setting (especially on casual dates)! It’s more about having a great time than showcasing looks; so instead of going all out, try playing up its laid-back atmosphere.

STEAL MY HEART IN ALL BLACK TONIGHT

Faux Leather pants + A Strappy Top

If you’re looking for an outfit that will make you look stylish and confident, consider going monochrome black. This date night outfit idea is perfect for all body types.

Before starting to throw together all your favorite black pieces, think very carefully about how each piece will work together as part of an overall monochromatic look! After all, who doesn’t want to feel confident and glam when going out with their crush (or long-time partner)?

So, all you need is a simple tank top and some faux Leather pants, which are not only trendy but softer and warmer than cotton fabrics.

Plus, they make your legs look much longer than they actually are. Finish the look with a moto jacket and high heels for a flirty black look. Bonus point: Bold red lips can be the ultimate sexy combination.

But what happens when you finally find the perfect date night look, only to realize you don’t have any accessories to complete the look? Most importantly, are you choosing the right ones? Let’s make sure your date night look is perfect from head to toe:

There’s no question that accessories can take an outfit from 0 to 100. But what’s the right balance when it comes to dates? Here’s what the experts say.

There are two types of women: those who like to keep their look minimal, and those who love to pile on the jewelry. Pieces like chunky chains and statement earrings can instantly glam up a basic outfit. All you need is to find that one accessory that best complements or contrasts your current look.

If you’re not a fan of bold accessories, you can take your style up a notch with dainty jewelry. Start by adding a delicate chain, then accessorize with tiny hoop earrings and a simple necklace.

Minimalist jewelry is having a major moment right now, so there’s no better time to try out this trend – let your accessories do the talking! you’ll be able to create a look that is polished and elegant, without going overboard. So go ahead and add that extra layer of delicacy.

As with the rest of your outfit, your makeup should enhance who you are rather than distract from it. I would opt for the everyday look with one added touch to make you feel beautiful and special.

Same goes for hairstyle, your hair is perfect for a first date! Unless you’re one of those people who spends their whole life doing hair, in which case I think they have a special talent.

But if not- don’t spend too much time prepping and optimizing how it looks so that it will be easy to manage during the date; simpler styles work better when there’s no pressure involved.

Now as you get ready for your next date night, make sure you pay attention not only how an item shapes itself but also its silhouette so that all parts come together beautifully for balanced proportions.

A huge bag will take away from your look if you’re styling a voluminous piece, so don’t add anything too bulky or heavy duty like that! Instead, try dainty details like a mini bag. Remember not only do these things have significance when it comes down how our clothes fit but also what they reveal about ourselves.

Picking date night outfits can be a little intimidating, but if you focus on the important things, like having a good time with the person who’s already taking up your time and energy—you’ll be able to enjoy yourself without worrying about clothes!

Instead, keep in mind what you’ll be doing or where you’ll be going for the date while you choose what to wear. Whether you are dressing up for a romantic dinner date or just looking for some ideas for first date outfits, we hope these tips have inspired you. Keep it classy and comfortable!

Up Next: 7 White Dress Photo Shoot Ideas