What to Wear on a First Date: Stylish Outfit Ideas & Tips

By Closet Coach / In Closet Coaching, Fashion Tips, Get Inspiration, What to Wear / On 18 Oct 2021

It’s been a while since you’ve been on an IRL date but now is a perfect time. You want to know what to wear on a first date to make sure that you look your best.

Dating can be nerve-wracking. As you meet someone new, you don’t know what to expect, wondering if you will like each other and if it will go anywhere. But dating doesn’t have to be so scary!

Getting dressed for success on your first date is key. Your first date outfit should be comfortable, but stylish. It is important to look like you have made an effort, but without wearing too much or too little clothing.

Figure Out What You’ll Wear Before The Date

On a first date, it’s not a good idea to test out the latest trends, but trust your instincts if you want to. If you feel like wearing a dress and heels, don’t let what others think stop you. The evening is yours.

You should wear something that makes you feel good about yourself on your first date; if what you typically wear doesn’t do this for you, figure out what will. While you don’t need to be dressed up in what you consider your “best” clothing, you should feel confident.

Whenever you buy something new, try it on before your date. If what you plan to wear doesn’t fit right, don’t wait until the last minute to find something else; it’s better not to be in a hurry when choosing what will make you feel comfortable and attractive.

For women:

If you’re going to a movie or other indoor activity where it might get chilly, try wearing a cardigan. Keep it simple.

For men:

The first date dress code always calls for a nice button-down shirt and a pair of jeans. If the weather requires a jacket for outdoor activities or dinner at a restaurant, then put one on.

Avoid Wearing Too Much Or Too Little Clothing

First impressions are everything on a first date. How much is too much?

If you wear too much clothing, it can cause discomfort, overheating, or lugging around unnecessary items, which can distract you from the date. An insufficient amount of coverage could mean constant adjustments or revealing what might be viewed as too much.

In any case, go for what feels right to you. Wearing something that makes you uncomfortable will likely be picked up on by your date.

Be yourself! A first-date outfit should make you feel confident and ready to meet someone new.

Pick A Flattering Outfit For Your Body Type

The first thing to remember is your body type. A person with a pear-shaped body might want to draw attention away from their hips and thighs by emphasizing the top. Individuals with an apple shape may wish to emphasize their positive attributes like their bust, narrow hips, and full midsection.

Don’t panic if you don’t know what your body type is! A lot of articles offer advice on what kind of clothes you should wear based on your body shape.

Ultimately, it is up to you what you wear based on your body type. Dressing well for a first date should feel and look good, but it should also be comfortable for you so that it doesn’t impede what you’re trying to accomplish with the outfit. It’s time to rethink what you’re wearing, for example, if it’s giving you a wedgie.

For women:

Don’t wear your top if it doesn’t fit quite right in the bust. If what you want to wear isn’t flattering for your body type or shows too much skin (see above), choose something else that works well with what you already have on and makes a good impression when meeting someone new.

For men:

Clothing that is too tight around the chest could cause discomfort if there isn’t enough room for breathing! Stick to what flatters your body shape, even if that means going up a size so that everything fits well.

Remember, what you wear on a first date is important, but what is even more important is what makes you feel comfortable and confident.

Dress To Reflect Your Style – What To Wear On A First Date


As your style evolves over time, it will reflect your lifestyle, what you’re interested in, and how you feel. If you’re going on your first date, don’t be afraid to try something new.

Try not to wear the same thing every time because “that’s what works.” Instead, try incorporating things that make you feel like yourself rather than worrying about trends or trying too hard. It should reflect who YOU are as an individual, not who someone else is.

If you’re going on a first date, consider what you want to convey about yourself. What kind of impression do you want to make on your date? What is the best way for them to discover what makes you so unique or special?

It may seem like a lot, but it’s not. Here are some tips and tricks to help you.

  • Use accessories to your advantage. They can help pull an outfit together and improve what you’re wearing. Add some accessories to your first date outfit if what you have on works but maybe needs a little something extra.
Hand Accessories
Burzan Design
Neck Accessories

👉🏼 Burzan Design – Shop Etsy

  • You can tell a lot about yourself by the shoes you wear, so make sure they match what you wear with them. Wear what feels most comfortable for walking around all day, whether it’s flats or heels while putting together your first impression.
  • Colognes and perfumes can add a finishing touch to an outfit, but be careful not to go overboard. You’re not trying to make your first date outfit smell like it’s coming right from a bottle; instead, use one spray and make sure that it’s a scent that will be subtle enough and not overpower what will be around it.

On a first date, less is more when it comes to what you wear. Consider what will be the right thing for what you want to wear or what your date will see, choose wisely.

Comfortable Shoes Are A Must

When it comes to what shoes to wear on a first date, happy feet are what you want. Pick something comfortable for what you want to wear so you won’t end up with sore feet by the end of what would otherwise be an amazing night or day.

If you aren’t used to wearing high heels, try not to wear anything too high. Heels are out until they become more natural for you – which will also happen over time. Instead, opt for stylish flats or low-heeled dress shoes that still look great but won’t cause any discomfort during the date.

Plan to walk a lot and be on your feet on your first date. As new shoes take time to break in, avoid wearing one on the first date that looks amazing but will cause pain throughout the entire evening.

Consider The Venue And Dress Accordingly

Location is crucial when it comes to what to wear on a first date, but what’s even more important is what makes things easier for you.

Wear something that will not get damaged if you’re going to be dirty or sweaty. If your date plans to visit a place that might have dirt, no silk blouses. Choose clothing that can easily withstand whatever environment you find yourself in while still looking incredible.

Likewise, you don’t want your first impression to be about what outfit didn’t work as a result of what happened to it afterward. This means avoiding anything white (including denim) when determining what color(s) you should wear.

Movie Date Outfit:

Casual is the way to go to the movies. Don’t wear anything too formal or what you’d wear to work, and instead think about what would be comfortable to wear throughout the movie.

For women:

Wear a knee-length navy blue or black dress with flats. You can choose to add accessories like colorful tights and fun scarves (if it’s not too cold) to make what you’re wearing more interesting than just jeans and a shirt.

For men:

Try a nice pair of jeans and a t-shirt you think might work. Then wear slip-on shoes that will keep your feet feeling comfortable through the movie while sticking to a stylish look.

Online Fashion

Dinner Date:

A dinner date can include a home-cooked meal, a long drive, and dinner, or a comedy show. What you wear will depend on what type of food and/or presentation your date has planned.

A homemade meal:

Wear something comfortable and casual that won’t take much time to get ready but still looks great. In what would otherwise be an intimate atmosphere between the two of you, do not wear anything too formal or dressy. Instead of pants, choose a nice skirt paired with some flats or heels if that’s what you’re used to wearing every day (since comfort always wins over fashion).

For long drives and dinners:

Think about what outfit will be most appropriate for things like what type of vehicle you’ll be in, and what time of day it is. Summer shorts with sneakers may work for you; if it’s still chilly outside (or even rainy or snowy), try jeans and boots that will keep your feet warm.

For comedy shows:

Similar rules apply to comedy shows, however, dress more casually since comfort is key in such an energetic atmosphere. When you’re seated, skirts can often feel restrictive, especially if they’re very short, which is especially important to remember during an evening at the theater. Consider wearing pants/jeans that feel most comfortable on you, while keeping in mind how much walking might be involved at what time.

First Date Outfit

Beach Date:

If you’re planning a beach date, there are many things to keep in mind. On the first date, for instance, it’s best to avoid anything that will make you uncomfortable. A beach date can be a great way to find out what you’re both comfortable with. What to wear on a beach date includes these essentials.

For women:

Take only what you need (i.e. no purse). Show off your new swimsuit by pairing it with a pair of shorts and an oversized white shirt. It is also possible to go barefoot if that feels more natural to you.

For men:

Consider board shorts that are quick-drying (so your date won’t have to wait around while you dry off). You should bring an extra shirt and a pair of shorts so you can change into them afterward.

There is no wrong choice here unless your date wants something different, so be sure to give them what they want without worrying about feeling self-conscious.

Remember, First Impressions Count

There are a lot of factors that contribute to the success of a first date, but dressing for it can make a big difference. You would not want to wear something too formal or uncomfortable because then you won’t be able to enjoy your time with this person, and it will also put pressure on both of you, which isn’t fun.

It is best to wear comfortable clothes so that if everything goes well, you’ll enjoy your experience more! Clothing should not only fit physically but also make you feel mentally comfortable.

Find some outfit inspiration by researching style bloggers who have outfits that are perfect for dating nights out. Whatever you choose, make sure you wear what you want to wear.

Share