Stylish and Trendy Date Night Outfit Ideas — Neutrally Nicole (2024)

Fashion

Written By Nicole

My husband Dan and I typically like to spend our date nights making dinner at home, cozying up on the couch for a movie night/TV show binge, or soaking in the hot tub to help us relax after a long day of work. Just spending quality time together is what matters most, so we don't mind staying home, but we do love to spice things up every week or so by planning a fun date night out!

Planning a date night with your significant other? Or maybe you have a first date coming up? Don’t stress, I’ll help you find the perfect look for your date outfit!

I'm sharing some cute date night outfit ideas that are the perfect staple looks you can feel confident mixing, matching, and re-wearing again! Whether you're getting dressed up for a dinner date, heading to a co*cktail lounge, or have a casual Friday night bowling date planned, neutral basics are all you need! From a sexy black dress to chic faux leather leggings, neutral knits, and jeans, I'm sharing the best go-to staples to help you create your perfect date night outfit for any occasion in any season!

Neutrals - The perfect date night outfit color palette

Wondering what to wear for date night? Whether it's your first date or not, and no matter what your plans are; coffee date, formal date, casual dinner, happy hour dates, movie night, mini golf, or a concert venue, neutral basics will help you make easy date night outfits that you can mix and match effortlessly!

Don't forget to pair your cute date outfit with simple accessories like dainty gold jewelry and a chic clutch; these are great ways to add interest to any date outfit!

From spring and summer to winter and fall, I'm sharing neutral date night outfit inspiration that will help you look your best no matter the season!

Spring date night outfits

When it comes to spring, date nights can be a little chilly, so try styling your spring date outfit around some cute outerwear options like denim/leather jackets, or a chic blazer. Check out these spring date night outfit ideas below!

Stylish and Trendy Date Night Outfit Ideas — Neutrally Nicole (5)

Stylish and Trendy Date Night Outfit Ideas — Neutrally Nicole (6)

Stylish and Trendy Date Night Outfit Ideas — Neutrally Nicole (7)

Dressy date night outfits for spring

Want to get dressed up and wondering what to wear for a spring date night? Try a sexy crop top or bodysuit (this is my fave date night bodysuit), with leather pants (this is my fave pair of faux leather pants), a chic blazer, and heels — you'll be sure to impress on a first date in this look! Want to dress it down? Swap the leather pants for skinny jeans!

If you’re not feeling a pants outfit, try out a curve-hugging bodycon dress! This white mini dress is perfect for spring dinner dates or a co*cktail lounge. It has a sexy front cutout design that shows just enough skin without being too revealing for a first date. Finish up the look with a pair of nude heels (shop) and dainty gold jewelry.

Stylish and Trendy Date Night Outfit Ideas — Neutrally Nicole (8)

Stylish and Trendy Date Night Outfit Ideas — Neutrally Nicole (9)

Stylish and Trendy Date Night Outfit Ideas — Neutrally Nicole (10)

Stylish and Trendy Date Night Outfit Ideas — Neutrally Nicole (11)

Casual date night outfits for spring

Wondering what to wear on a casual spring date? A basic t-shirt, jeans (this is my fave pair of straight leg jeans), leather jacket (this is my fave vegan leather jacket), and sneakers is the perfect casual outfit for a fun date activity like mini golf or bowling!

Need some white sneakers to style with your casual date outfit? Check out this post: Four Pairs Of White Sneakers You Need In Your Closet

For a dressy casual outfit, swap the jeans and tee for a dress (like this long sleeve drawstring mini dress); it looks so effortless and chic styled with a leather jacket — cute outfit for a coffee date!

Not feeling the leather jacket look? Try denim instead! Denim jackets (this is my fave denim jacket) are a perfect spring wardrobe staple that can be worn all season long! If you’d rather skip the jacket altogether, a long sleeve cutout top (like this one) is super chic and can be styled with jeans for a casual look, or dressed up with a skirt or dress pants.

Looking for jacket options to complete your spring date outfit? Check out this post: Chic and Trendy Spring Jackets

Summer date night outfits

During the summer months, temperatures can be quite warm, so you can skip the jacket! Think light and flowy pieces for your summer date outfit to keep you cool during hot summer nights. Need date night outfit inspiration for summer? Check out these summer date night outfit ideas below!

Stylish and Trendy Date Night Outfit Ideas — Neutrally Nicole (12)

Stylish and Trendy Date Night Outfit Ideas — Neutrally Nicole (13)

Dressy date night outfits for summer

Trying to decide what to wear for a summer date night? A classic flowy white dress will glow against your sun-tanned skin! Pair it will some cute strappy sandal heels (like these) for a summer dinner date at an outdoor beach restaurant! If dresses and/or skirts aren’t your thing, a cute crop top with wide leg pants, romper, tailored jumpsuit, or a chic matching set are all great date outfit options for summer!

Don’t forget a stylish summer bag to complete your look! Check out this post: Chic and Trendy Spring / Summer Handbags

Stylish and Trendy Date Night Outfit Ideas — Neutrally Nicole (14)

Stylish and Trendy Date Night Outfit Ideas — Neutrally Nicole (15)

Casual date night outfits for summer

Looking for ideas on what to wear on a casual summer date? Denim shorts (these are my favorite pair of denim shorts) or skinny jeans (these are my favorite pair of skinny jeans) paired with a simple top and sandals would be perfect for a casual dinner! When keeping your look casual, simplicity and comfort are key. If denim isn’t your thing, try linen pants, cotton romper, or a loose jumpsuit!

Need some cute sandal options? Check out this post: Sandals From Target

Fall date night outfits

With fall comes cooler temperatures and brisk nights, so you'll want to wear something cute that will keep you warm too. When it comes to the perfect fall date outfit, you can’t go wrong with sweaters and boots! Need outfit inspiration for a fall date night? Check out these fall date night outfit ideas below!

Stylish and Trendy Date Night Outfit Ideas — Neutrally Nicole (16)

Stylish and Trendy Date Night Outfit Ideas — Neutrally Nicole (17)

Dressy date night outfits for fall

Wondering what to wear for a fall date night? A sweater dress is a perfect option if you want to dress up but still want to keep warm. Style with a classic peacoat and over-the-knee boots (these otk boots are super trendy for fall) for a cozy but chic fall date outfit. Throw on a chunky scarf to complete your look and for some added warmth!

If you want a little more leg coverage you can try a sweater and midi skirt combo with ankle boots (these are my favorite pair), a sexy crop top with tailored pants, or even a stylish wide-leg jumpsuit (this jumpsuit has a figure-flattering silhouette and a sexy open back) with heels!

Stylish and Trendy Date Night Outfit Ideas — Neutrally Nicole (18)

Stylish and Trendy Date Night Outfit Ideas — Neutrally Nicole (19)

Casual date night outfits for fall

Trying to figure out what to wear on a casual date in the fall? A sweater and skinny jeans with a pair of boots is a great staple date outfit! Not feeling a sweater? Try a basic bodysuit with jeans and knee-high boots, or a classic t-shirt styled with an oversized cardigan, leggings, and over-the-knee boots.

Winter date night outfits

When it comes to winter dates, you want to look like the best version of yourself, but you want to feel comfortable and stay warm too. While it might seem hard to find the perfect balance, these winter date night outfits ideas should help!

Stylish and Trendy Date Night Outfit Ideas — Neutrally Nicole (20)

Dressy date night outfits for winter

Need something to wear for winter date night? A knit sweater dress, oversized shearling coat, and boots should keep you plenty warm while still looking stylish and sexy for a dinner date or co*cktail lounge. Not feeling a dress? Try a cozy sweater and skirt combo (try these skin tone fleeced-lined tights to keep your legs warm), a sweater with tailored wide legs pants, or a long sleeve jumpsuit!

Casual date night outfits for winter

Wondering what to wear on a casual winter date? A turtleneck top with an oversized coat, black jeans, and ankle boots (these boots are waterproof) should do the trick. If you’re not feeling jeans you can opt for leggings, an oversized knit sweater, moto jacket and knee-high boots — pair with a chunky knit scarf for extra warmth!

Finding the perfect date night outfit can sometimes feel like a challenge, but these neutral outfit ideas should have you dressed to impress all night long, no matter the season! Whether you're planning on wearing something dressy for a dinner date with your significant other or looking to wear a more casual option for your first date, use this post as your guideline and you'll never have to worry about finding the perfect outfit to wear on your date! Just remember, wear whatever makes you feel most comfortable and confident, be yourself, and have fun!

Looking for more date night outfit inspo? Check out my date night looks on LTK!

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Stylish and Trendy Date Night Outfit Ideas — Neutrally Nicole (2024)

FAQs

What is the perfect date outfit? ›

Cute and casual date night outfits can be as basic as jeans and a graphic t-shirt to dresses and flirty sandals for the ladies. For men, jeans are most common and are easy to elevate with a crisp button-down shirt or a sport coat over a tee.

How to dress for a date night? ›

You want your outfit to feel as laid-back as the date. "Opt for a casual, easy vibe," Priyanka says. "Keeping it low-key is the main focus." As jeans are practically the definition of casual, they're an ideal choice. "Light-wash, high-waist denim with a T-shirt is a great look and also very classic," Priyanka notes.

How do you look classy on a date? ›

If you are going to a fancy restaurant, wear a nice dress or a nice pair of pants and some respectable shoes. If you are just going for a walk in the park, wear something nice but casual, such as a top, pants and a belt. Since this is the ultimate non-gendered look, it's a perfect solution for all events really.

What do girls wear on dates? ›

For women, go with a little black dress or a casual blouse and jeans finished with feminine accessories and a natural makeup look. Stick to solid colors or small-scale prints and avoid anything with loud patterns and obnoxious colors that may distract your date.

What is the best color to wear on a date? ›

Wearing red might help you feel more attractive.

Red is always a powerful wardrobe choice and "obviously a great choice on a first date," Lewis said.

What should a 50 year old woman wear on a date? ›

A silk blouse or a V-neck sweater with low heels or pointy flats looks feminine and polished; a simple white T-shirt or crisp white shirt with sleeves turned up and rolled with leather ankle boots looks classy and classic. White jeans with a black blouse or sweater and your black belt are always memorable.

What should date night look like? ›

A date night is an occasion where a couple dedicates time to be spent together, usually alone, with the purpose of reconnecting and bonding. A date night usually consists of a main activity, such as a dinner and/or a movie, or a few activities planned one after the other.

How do you make a perfect date night? ›

Planning Your Perfect Night
  1. Coordinate Schedules. First and foremost, you and your date need to find a time that works for both of you. ...
  2. Create an Itinerary. ...
  3. Build the Evening Around an Event. ...
  4. Avoid Busy Times. ...
  5. Remind Your Date. ...
  6. Record Your Favorites. ...
  7. Update Your Budget. ...
  8. Think Through Transportation.
Aug 28, 2021

What are the rules for date night? ›

Six Rules For A Great Date Night
  • Give both yourself and your partner permission to try new things, feel a little silly, and just have fun!
  • Focus on being the listener for the evening. ...
  • Honor your date's perspective without assuming what they think or trying to convince them to think the same way you do. ...
  • Own the evening.
Aug 31, 2015

What makes a woman look classy? ›

If you're trying to be elegant, start by wearing classic styles of clothing, like knee-length skirts and tailored button-down shirts, and choosing clothes made from high-quality fabrics, like silk and satin. Never too baggy, never too tight; the clothing of an elegant woman looks like it was made to fit just her.

How to be flirty but classy? ›

These Tips Will Up Your Flirting Game – In A Classy Way!
  1. A little mindset reset.
  2. It isn't about you.
  3. It helps to open with a question.
  4. Flirt before you see them.
  5. If all else fails, smile.
  6. Know when it's time to end the conversation.
  7. Be confident.

How to look rich and classy? ›

Look for clothing or accessories crafted from luxurious natural materials. Opt for simple yet classic designs with earth tones and neutrals like black, white, beige, and navy. Make your style exude sophistication and class. Make sure your clothes are always well-pressed and clean.

How to dress well as a lady? ›

One of the most important parts of dressing like a lady is showing skin sparingly. You don't have to only wear pants and shirts with high necklines, but try not to expose too much cleavage or wear skirts and shorts that are super short. It's also a good idea to avoid wearing excessively tight clothing to stay classy.

How should I wear my hair on a date? ›

You can opt for a face-framing ponytail to enhance your face. Tie your hair in a ponytail but leave a few strands of loose hair on the sides of your face. These loose hair will help frame your face and will surely make your date's eyes lock on you. Another great way to wear a ponytail is to tie them high.

How can I look pretty on a date? ›

  1. Say No to Workout Clothes. ...
  2. Avoid skin-tight, figure-hugging clothes and stretchy fabric. ...
  3. Avoid Looking Overly Trendy or Unapproachable. ...
  4. Stop dressing lazy! ...
  5. Never Show Too Much Skin on a Date. ...
  6. Wear comfortable dress shoes. ...
  7. Don't dress too conservatively; aim for that effortlessly chic look. ...
  8. Makeup is important!
May 25, 2023

What not to wear on the first date? ›

While some of us tend to look overly sexy on a first date, others tend to be way underdressed. Even if you have a bikini-ready body, do not wear leggings, a hoodie, or your worn-out sneakers on your first date. You'll give the impression that you have no interest in putting forth the effort to look nice.

Which dress is best for date? ›

Your Favorite Dress

Just as classic as a skirt and heels, a dress and boots create the perfect date night outfit for any time of year. If you're heading out to dinner, layer a sweater or cardigan on top and consider a pair of tights, depending on the weather.

What bra to wear on a date? ›

Wondering what bra to wear with it? Go for a strapless bra and stay care-free. Your eyes should be on him and not on your bra straps.

What should a guy wear on a first date? ›

“Definitely button-ups and chinos are good for a first date,” Gibbons says. Don't pretend to be someone else. “That's especially important for a date because they're there to get to know you.” Taelor allows you to try out new colors, prints, and styles to experiment with what fits best.

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