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Last Updated on February 2, 2024 by Jella Erhard

Not sure how to dress for date night? Then explore some of the most elegant, hot, and casual date night outfit ideas to wear on a first date, Valentine’s day, and beyond. As well as fun and comfy clothes for date nights at home and for every style and occasion that will help you look great while also feeling comfortable.

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date night outfit ideas

Sexy & Casual Date Night Outfit Ideas

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Since finding the perfect date night outfits can be difficult we decided to put together a fine selection of fun, cozy, sexy, and elegant date night outfit ideas that are just as perfect for your first date as they’re for feel-good at-home date nights.

You’ll find a bit of help here and some great ideas if you’re not sure what to wear on your at-home date night or are nervous about your first date. We collected some great outfits for date nights no matter if you’re looking for clothes during winter, summer, spring, or fall.

RELATED: At-Home Date Night Ideas For Couples

These gorgeous date night outfit ideas are all gorgeous and hand-made and you can find her elegant maxi dresses as well as hot date night outfits that will surely turn some heads.

Many of these date night dresses are not only of high quality but also budget-friendly and are also great options for Valentine’s Day date nights. We also included a few special date night lingerie ideas to make sure you have something special to wear at all times.

How to dress for date night?

Not sure how to choose the perfect date night outfit? While there are plenty of amazing options there are really two things that you should consider, one is comfort and two is that you show off your amazing personality.

No matter if you decide to go with a comfy and casual date night outfit or if you want to wear a cheeky and sexy mini the most important part is that you feel comfortable in your dress. You can even choose two or three different outfits before your date night to make sure that you have the perfect date night outfit ready no matter what mood you’re in.

You should also make sure that you think about what you like and what makes you feel and look good and don’t think about what your date might want you to look like.

Where to buy date night dresses? clothes

We love to buy date night clothes on Etsy and NewChic. Both sites have great customer service and an excellent selection of clothes that are perfect for date nights no matter if you’re looking for a cozy at-home date night outfit or a fancy and elegant dress.

Another great thing about both these sites is that they offer a fine selection of hand-made dresses that are excellent quality and are also on a budget, since you can easily find beautiful and one-of-a-kind dresses under $50 and in some cases even $20 so it’s always worth checking out the SALE section, especially on NewChic.

Are you looking for the perfect outfit for Christmas, New Year’s Eve, or perhaps something sensual for Valentine’s Day? Then check out some of our favorites from chic and sexy to quirky and comfy.

50s/60s Vintage Cocktail Party Date Night Outfit

50s 60s Vintage Coctail Party Date Night Outfit

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Looking for that perfect holiday dress with a dash of old-school charm? The Dressever Women’s 50s 60s Vintage Dress has got you covered!

Picture this: you’re rocking up to your Christmas party in this beauty. It’s got this elegant boatneck (or a flirty V-neck if that’s more your jam) and hits just right at the knee – talk about classic style with a twist! And let me tell you, this dress isn’t just about looks.

Its fabric is all about comfort with a bit of stretch, so you can totally bust a move on New Year’s Eve or get all cozy for a romantic Valentine’s dinner.

Sizes? No sweat, they’ve got everything from XS to 3XL, so everyone gets to join the party. Whether you’re hitting the theatre in high style or just chilling for movie night, this dress is like that best friend who’s always up for anything – chic, comfy, and totally essential for your festive shenanigans.

It’s a fantastic choice especially if you’re looking for a chic and comfy date night outfit under $40.

Comfy & Sexy Cocktail Batwing Long Sleeve Backless Mock Wrap Knit Sweater Mini Dress

Sexy Cocktail Batwing Long Sleeve Backless Mock Wrap Knit Sweater Mini Date night outfit


Looking for that perfect dress that screams cozy yet drop-dead gorgeous? Enter the Sexy Cocktail Batwing Long Sleeve Backless Mock Wrap Knit Sweater Mini Dress (phew, that’s a mouthful!). It’s like your favorite thick, warm sweater decided to go all out and turn into a stunning dress.

Perfect for when you want to be the star of your Christmas party without shivering all night. And hey, it’s stretchy too, making it a fab pick for all the moms-to-be out there.

But wait, there’s more! This little number comes with a flirty off-shoulder design and a self-tie waist – you get to decide how much wow you want to bring. Those batwing sleeves? They’re not just for show – they’re your ticket to making heads turn, whether it’s a Valentine’s date or a birthday bash. Plus, this dress isn’t shy about showing up at semi-formal gigs, like rocking the role of a bridesmaid or guest at a wedding.

The best part? It’s low maintenance. A quick hand wash or a trip to the dry cleaner, and you’re good to go. So, if you’re all about feeling comfy and looking like a total knockout for any special occasion, this dress is your new best friend. Did we mention that it’s also under $40?

1950s Retro Vintage Cocktail Party Swing Dress

1950s Retro Vintage Cocktail Party Swing Dresses


Are you a fan of throwback style with a modern twist? Say hello to the 1950s Retro Vintage Cocktail Party Swing Dress that you can get under just $40! It’s like stepping into a time machine, but in the best way possible. Picture yourself at a Christmas party or ringing in the New Year, all eyes on you in this number with its cute cap sleeves and a sweetheart neckline that screams vintage chic.

And let’s talk about that empire waist and knee-length cut – they’re like the fairy godmother of flattering fits, working wonders for all body types. Plus, there’s a back center zipper, because who has time for fussy dressing?

Now, the fabric – we’re talking 98% Cotton and 2% Spandex. That means you get the comfort of your favorite tee and just enough stretch to survive a wedding, bridal shower, or even a fancy tea party without feeling like you’re in a straightjacket.

Versatility? Check. You can rock it as a bridesmaid, at a semi-formal event, or even to prom if you’re feeling that retro prom queen vibe.

And if you really want to go full ’50s, throw on a petticoat underneath for that extra oomph. The best part? This beauty is machine-washable. So, if you’re all about that blend of old-school charm and modern-day ease.

Quirky Retro Rockabilly Dresses

Quirky Retro Rockabilly Date night outfit


Looking for a dress that’s as unique as you are? Check out these Quirky Retro Rockabilly Dresses – they’re a total blast from the past with a fun twist! Imagine rocking a deep green dress decked out with the cutest reindeer and snowman prints. It’s like Christmas cheer and vintage vibes had a fashion baby and you can get it under $40.

The fabric? Oh, it’s top-notch! Made from quality cotton that’s stretchy, lightweight, and feels like a dream on your skin. The design is all about that classic A-line style, cap sleeves, and a full circle flared skirt that’ll make you feel like Audrey Hepburn’s long-lost, cooler cousin.

But wait, there’s a catch (the good kind) – make sure to peek at the size chart in the product images before you hit ‘buy.’ You want this gem to fit you just right.

Now, get this: pair it with an underskirt or petticoat, and bam! You’ve elevated your elegance game. Where to wear it? Anywhere you want to make a statement! Cocktail parties, theme parties, birthdays, or even when you’re feeling fancy on a regular day.

It’s perfect for rockabilly pinup weddings, proms, 40s 50s punk swing polka events, lolita costume cosplay, or just a fun night out. Get ready to turn heads and own your quirky style!

Oversized Pullover Sweater Casual Date Night Outfit

Oversized Pullover Sweater Casual Date Night Outfit


Got a date night planned or just looking for something cozy and chic? This Oversized Pullover Sweater is just the ticket! It’s like wrapping yourself in a hug – made from a super soft and cozy cotton-wool blend, it keeps you warm without making you feel like you’re wearing a bulky blanket.

Here’s the fun part: it’s decked out with cute Santa Claus designs, perfect for spreading some Christmas cheer. Whether you’re rocking it at office parties or on Christmas Day itself, this sweater is a fab pick both for wearing and gifting.

But let’s talk style. This sweater is generously sized in the arms and hips, giving you that comfy, relaxed fit without looking sloppy. It drapes gracefully, making it a fantastic match with leggings or skinny jeans.

And get this – it’s under $40 and you can layer it over a tee for those chilly days, or just drape it over your shoulders for a stylish look when it gets warmer. The multicolor design means it can jazz up any plain shirt underneath.

It’s not just for Christmas either! This tunic sweater is a winner for any cold day, date night, school, vacation, work, club, party… you name it. And for those lazy days at home? It’s like a cozy blanket that’s socially acceptable to wear all day.

Care is a breeze, too – hand wash or soft machine wash, then line dry. Don’t soak it, and a low temp iron does the trick if needed. So, if you’re on the hunt for that perfect blend of comfort and style, this sweater’s calling your name.

Matching Holiday Jumpsuits with Convenient Pockets

Matching Holiday Jumpsuits date night outfit


Ready to amp up your holiday loungewear game on a budget? Check out these Christmas Onesies for Adults – they’re not just for kids anymore and you can get them for under $50! These Tipsy Elves Adult Christmas Onesies are the ultimate cozy outfit for those at-home date nights or just lounging around during the festive season.

First off, these onesies come with a full front zipper. We’re talking head-to-toe coziness to keep you snug as a bug all winter long. It’s like being in a warm hug – but with a zipper!

And let’s talk pockets – because who doesn’t love pockets? These bad boys have zippered side pockets that are just perfect for stashing an unreasonable amount of Christmas candy (we won’t judge). Plus, they keep your sweet treats safe from, well, anyone who might want to sneak a piece.

Comfort? Oh, we’ve got you covered. These matching Christmas couples onesies are made with what we call ‘Hyper-comfy fabric.’ It’s smooth, lightweight, and feels like a dream. Imagine cuddling up in one of these – holiday movie marathons just got a whole lot cozier!

Durability is key too. Crafted with a durable fabric blend, these onesies are built to last. You’ll be rocking these for many Christmases and family cards to come.

And the best part? Tipsy Elves is all about creating the world’s most outrageous holiday apparel. They believe in fun and unforgettable moments, and these onesies are designed just for that. So, whether you’re looking for a quirky addition to your holiday wardrobe or just want to chill in style, these Christmas onesies are your ticket to festive fun.

Casual Date Night Outfits

Linen Sun Dress

linen sun dress - date night outfits

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If you’re looking for a charming sun dress for your next date night then you should definitely check out this beautiful piece. It’s a hand-made linen dress that’s a great choice for those who love minimalist but romantic date night outfits in which they can feel comfortable yet beautiful.

Velvet Little Black Dress – Hot Date Night Outfit Ideas

Little Black Dress - date night outfit ideas



Looking for hot date night outfit ideas? Then this stunning hand-made velvet slit contour velvet dress is the right choice for you. It’s cheeky yet classy and you will surely make many heads turn while wearing it. You can also choose from different colors.

Mary Anne Mini Dress

Mary Anne Mini Dress - date night outfit ideas

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This lovely vintage-inspired dress is made with 100% pre-wash cotton linen and has charming tie up straps and beautiful seam bust detailing. It’s a great choice if you’re looking for sexy date night outfits that are also cute and elegant.

Solid Pocket Button Lapel Long Sleeve Maxi Dress

Solid Pocket Button Lapel Long Sleeve Maxi Shirt Casual Dress - date night outfits

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This stunning dress is a great choice for those who are looking for elegant date night outfit ideas and want to look great without showing too much skin. It’s also a great choice for those who are looking for plus-size date night outfits.

RELATED: Gorgeous Cork Leather Bags

Floral Print Straps Loose Vintage Maxi Dress

Floral Print Straps Loose Vintage Maxi Dress For Women - date night outfits

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This super cute and casual date night outfit is a perfect choice for not only at-home date nights but for any date during which you want to wear something comfy and memorable.






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