We have the complete guide to date night outfit ideas that will make you feel like a baddie. The saying dress for success isn’t just a lie! Dressing up can make you feel hot, confident, and sexy. Whether you’re meeting someone for the first time or going on a tenth anniversary date, these outfits will have you looking your best.
Sometimes it can be tricky figuring out what to wear. If you’re like me, you wear the same five things over and over because it’s “safe.” Here’s the thing; sometimes, we need to step outside of that comfort zone and take risks!
These outfits take into consideration time of year, occasion, and place. Follow this guide to help determine what outfit works best for the event. At the end of the day, whatever you wear, your date will love it!
Find similar outfit guides in the Fashion section of this blog!
Date Night Outfit Ideas:
Meeting someone for the first time is SO nerve-wracking! People make initial impressions on you within seconds of seeing you. Coming in through the door with a fire outfit is pertinent to making an excellent first impression. Not only that but the confidence you get by walking into a room is boosted significantly when you feel good about yourself and what you’re wearing.
Outfit 1: Here, we have a gorgeous midi skirt with a leather jacket. This look is a little edgy and grungy. You will for sure look like the “cool, confident girl” when you walk in wearing this. The T-shirt helps to dress down the outfit making it perfect ff the date is during the daytime.
Outfit 2: This is another more casual option for a first date. A light-colored oversized blazer paired with light wash jeans offers a good choice for an early dinner or lunch date. You can dress this look up or down with jewelry and a nice mule shoe.
Outfit 3: For something a bit more formal but still comfortable, try a black mid-length dress. Make this more dressy with a heel instead of a chunky boot. Add an oversized blazer if it’s going to be a bit cold outside. Don’t forget gold jewelry accents to put the complete look together.
For any date that’s at night, you can’t go wrong with the color black. Black is so sophisticated looking, and it just goes with everything. Find pieces that look sleek and clean. Pieces that hug your body are the best way to show off body confidence! Here are our favorite date night outfit ideas for a dinner date.
Outfit 1: We are dying over this all-black fit. The sophisticated slacks with the square neck and long sleeve top are serving looks. Add a small purse and some jewelry for a little added bling. Complete the look with a chunky mule shoe.
Outfit 2: We love a good oversized blazer. Here’s a perfect summer night outfit to wear to dinner. You can pair this type of blazer with a black skirt or shorts. Always include the accessories such as chunky jewelry! A boot is an excellent shoe choice for this outfit.
Outfit 3: For a fancier evening look, this slouchy black satin dress is stunning. You will be sure to turn heads if you walk into the room wearing this!
Whether on a first date or a 100th date, you want to be comfortable when going to the movies! Besides, you’re sitting in a dark theater, and your outfit won’t matter THAT much. This is why we’ve picked trendy outfits that still offer a lot of comfort. Here are our best date night outfit ideas for the movies!
Outfit 1: The first outfit is great for dinner and a movie. You can still dress nice, but be comfortable with a wide-leg pant option and flats. Add a belt and a hat to accessorize the look a little bit, and you have a super trendy and straightforward movie night outfit!
Outfit 2: Here, we have a casual jogger, but elevated. Of course, if you’re going to the movies, you’ll want to wear sweats! Here is how to make wearing sweats on a date acceptable. Grab a black turtleneck and a black blazer to add some sophistication. I love the jewelry detail here to tie the look together.
Outfit 3: This outfit shows another sneaky way to mix comfort with style. Black leggings are super easy to style with anything. Grab a long sleeve shirt and put your hair into a cute messy updo.
We love a good picnic date. There’s nothing like wearing light pastels, sipping wine, and watching the sunset with your partner! Picnic outfits bring out those cottage-core vibes in all the best ways. A picnic date is a perfect idea for a first date, too!
Outfit 1: If you’re not into wearing dresses, don’t worry! We have options for you. Try a light color wide-leg trouser with a pastel top and some sandals. Add some jewelry for accessories, and this comfortable look will have you feeling your best and beautiful.
Outfit 2: We are obsessing over this summery look. A midi dress like this one is perfect for wearing to a picnic! Rumor has it boys go crazy over sundresses! Pair this dress with a sneaker for maximum comfort.
Outfit 3: A co-ord set is a great in-between option. This light linen set is super breathable and comfortable to wear. The most important thing about being on a date is making sure you feel comfortable and confident! Add a small shoulder bag to this look.
For a hiking date, it’s perfectly acceptable to wear something super casual! Hiking is a trendy first-date idea because it’s dynamic! You can both enjoy each other’s company, but you won’t have to stare face to face and come up with things to say the whole time.
As for what to wear, here are our best date night outfit ideas for a sunset hike that will have you looking sporty but cute.
Outfit 1: Here is a suitable outfit for hiking in the fall to early winter. Try some light leggings with a soft fleece to match. Add a neutral or matching baseball cap for an extra sporty look and some added sun protection!
Outfit 2: This outfit is the perfect one to wear during the hot summer months. A little matching set is so adorable and flattering on any body type! For some added cuteness, wear some jewelry.
Outfit 3: This hiking look is excellent for the springtime. It can still be a little chilly when the sun goes down. Grab an oversized cozy jacket and some biker shorts for a sporty but trendy look.
When planning your outfit for the best beach date, bright whites and light linens will be your best friend! These outfits are all super comfortable and breathable so that you won’t be sweating profusely from the heat or nerves on your date!
Outfit 1: Perfect for a day on the boat, this tie shirt, and tank top creates a super simple but clean look. Accessorize with a rattan bag, a hat, and some sunnies to complete this look! Shoes… are optional!
Outfit 2: We are obsessing over these linen pants! Talk about breathable. This outfit is great for a sunset beach date, so you won’t get too cold when the sun goes down. Long sleeves also offer a lot of sun protection! Protect your skin, ladies!
Outfit 3: What can we say? We love a gorgeous two-piece set. These are so flattering for all body types! A wrap skirt is one of the best ways to accentuate your waist. Show off a little bit of midriff with a cropped tank.
These outfits are sending us far out of our comfort zone! Look how stunning each of these looks is. These are elevated styles for fancier dates. Maybe it’s a dinner at a high-class restaurant. Perhaps you’re someone’s wedding date! Whatever the fancy event, any of these outfits are sure to make you feel your best.
Outfit 1: Oh my, look at this stunning jumpsuit. If you’re naturally tall, consider a jumpsuit for your next fancy date. This is a sophisticated and unique look. The best part is, the jumpsuit pretty much makes up the whole outfit. Just accessorize with some jewelry and a bag!
Outfit 2: This look is similar to the jumpsuit and gives off just as many boss babe vibes. Try something like a pantsuit to feel like the strong, confident woman you are!
Outfit 3: How stunning is this slip dress? It’s so dainty and elegant you will be sure to turn heads in a dress like this. This type of satin slip is perfect for a fancy event or dinner in the summertime. Your date will be blown away if you show up in something like this.