This post may contain affiliate links, which means we may receive a commission, at no cost to you, if you make a purchase through a link. Please see our full disclosure for further information. If not otherwise stated, all prices are intended in US$.
It’s your first date! He’s finally asked you out! Yeeaahh! You did it! Fist bump! Have you broken the news to your bestie yet? Hurray, she is jumping with you! Well done!
OK, enough with the celebrations, it’s time to go into panic mode… you need the perfect first date outfit!
Yes, that’s right my friend, you should panic. I’m not going to tell you “Don’t worry, he likes your personality, he doesn’t care if you are pretty” and this kind of bullshit, I’m going to tell you the truth. And the truth, my dear, is that you must “dress to impress”.
So, dress up, show your legs, your boobs and put on kilos of makeup! WRONG!
Choosing the perfect first date outfit requires certain abilities, and I’m here to help. I’ll share my experience and knowledge, and then we’ll find some really great outfits!
Breathe deeply and let’s get started.
Your outfit doesn’t only say how beautiful, hot, confident and stylish you are but it also sends a message to your date. Choose something that says “I like you, but I can also live without you”.
Table of Contents
Think about last time you saw him
You don’t want to overturn your appearance, he asked Candy Candy out, you can’t show up as Jessica Rabbit. I know you’re thinking that Jessica Rabbit is much better than Candy Candy but, even if I agree with you, not all men do, and this guy has already proved he likes Candy Candy.
Same thing, if when you last saw him you were done up don’t show up at your first date dressed for a Zumba lesson.
Make sure you understand what kind of date it is
This is a basic rule that you should use any time you pick your outfit. Are you going for a romantic walk on the beach? No stiletto, please. I know you’ve read everywhere that heels are sexy, and it’s true, but you don’t want to walk around like an hominid.
On the other hand, you don’t want to end up in the fanciest restaurant in the city in your sneakers.
Mr Google here can definitely help: go on Google and check the location beforehand.
Check the weather
I know this sounds obvious but how many times have you planned your outfit only to realise too late that it was wrong for the weather? Learn from your mistakes and plan in advance. If you have to (i.e. if you live in Melbourne), plan two different outfits. You don’t want to be dripping with sweat because it’s too hot for your fantastic turtleneck sweater or freeze to death in your brand-new strapless dress.
Focus on your strong point
Beautiful legs = mini skirt
If you have got a great bum but not so beautiful legs choose fitted pants. If you have a wonderful strapless dress but your arms aren’t the best, maybe wear a wrap around your shoulders.
You know yourself, try to highlight your best part.
This is what you were waiting to hear. Now it’s one of the few times you can take out your credit card and spend with no regrets. You know what? You aren’t spending money for the sake of it, you are investing in yourself. A new dress makes you feel happier and more confident. So, go for it!
It’s not something that I made up to make you feel better. Believe me, multiple studies have shown that what you wear affects your performance.
And what we want for our first date surely is a great performance.
Comfort is everything
If you want to be comfortable, stay home. Here we have a mission, and the mission is to look fantastic. No one looks fantastic in comfortable clothes.
Anyway, don’t take me wrong, I’m not saying that you should be spending your night worrying about your outfit. Don’t wear heels that are too high if you aren’t used to wearing them. Don’t wear dresses that slip down or make you unable to breathe.
But, please, please, DO NOT WEAR completely flat shoes and pyjama style pants.
Dress to feel confident
Dress up! What better excuse to dress up than a first date?
But be true to yourself.
A dress is probably more feminine than a pair of jeans. But if you aren’t used to wearing dresses probably you’ll look uneasy. The key here is to show you know who you are. So, stick to your favourite jeans if that’s you.
Try to wear a color or a style that you are often complimented on.
Leave something for later
Don’t show too much skin. We all know that men are turned on by sexy outfits, but that doesn’t mean that you should go out almost naked.
Try to balance, if you want to accentuate your chest put on a low-neck line top but then remember to cover up your legs with a maxi skirt or a pair of pants.
It’s up to you, bet on your best item, but show only that, men like to discover the rest by themselves.
Style your outfit with great accessories. You can use them strategically to highlight your strengths.
Be careful not to overdo it, they could be distracting or make you look a little tacky.
Check if the outfit that you plan to wear is ready to go. The worst is when you go to put on your favourite dress only to find out it needs ironing.
Now, the most exciting part: let’s go shopping together.
Perfect outfit if your first date is a romantic walk on the beach
26 AUD – topshop.com
14 AUD – boohoo.com
32 AUD – boohoo.com
38 AUD – topshop.com
29 AUD – amazon.com
13 AUD – amazon.com
49 AUD – amazon.com
For a date on the beach, the best option is to dress comfortable but with style. I think a good idea could be a maxi skirt, that lets you sit comfortably without showing more than needed.
Since you are covering your legs, you can be more audacious on showing your upper-body.
As for the shoes, we have already said no stilettos, the last thing you want is to sink into the sand. But gaining a few centimeters is not a bad idea so a good pair of wedges will do the trick.
Don’t forget to bring your sunnies. And, also, something to cover your shoulder if you are planning on having a late one.
Perfect outfit if your first date is an afternoon coffee
15 AUD – boohoo.com
110 AUD – amazon.com
36 AUD – boohoo.com
For a chilled date like an afternoon coffee, I recommend a simple but sophisticated style. I know it may sound contradictory but, in other words, our message here should be “I grabbed the first thing I found in my closet. Yes, all the pieces in my wardrobe are really fashionable”.
So, a fitted short it’s a pretty simple item but in the right color, it becomes a statement.
You can show your fantastic legs and stay simple on your upper-body.
The trick here is accessorising without going overboard.
The look in the photo it’s a look for a confident woman who likes to play around with style.
Perfect outfit if your first date is an afternoon walk
24 AUD – boohoo.com
28 AUD – boohoo.com
120 AUD – amazon.com
18 AUD – boohoo.com
41 AUD – boohoo.com
14 AUD – amazon.com
An afternoon walk requires simplicity.
But a sophisticated simplicity. A dress that shows your shoulders, on a warm afternoon, is the best choice.
Make it special with the right accessory.
As you can see in the photo the dress is pretty simple but has been enhanced by the accessories.
So, yes, definitely go for hats and statement necklaces.
Choose shoes comfortable to walk in but that bring out your femininity like the pair in the picture, squared heels for comfort without losing in sex-appeal.
Perfect outfit if your first date is a drink after work
28 AUD – mango.com
46 AUD – oasap.com
91 AUD – amazon.com
91 AUD – amazon.com
8.62 AUD – mango.com
43 AUD – sephora.com
46 AUD – barneys.com
OK, this is a tricky one, you don’t want to look dull but at the same time, you don’t want to show you care so much to take the time to get changed. You are a busy woman, but this doesn’t mean that you are a woman with no style.
So, what should you do? Wear a stylish outfit that would be good for work and that you can still wear for a drink after work.
The outfit in the picture it’s professional, yet it shows your style.
Make it right for after work with a nice lipstick and the perfect piece of jewelry.
Perfect outfit for a date at a wine bar
32 AUD – boohoo.com
37 AUD – zaful.com
42 AUD – amazon.com
22 AUD – mango.com
38 AUD – sephora.com
This is a chilled date, so you don’t want to overdo it. Put on a pair of skinny jeans and a nice top and let your shoes talk.
Play with jewelry, choose a statement piece (the earring in the photo are perfect) and show who you are.
Perfect outfit for a dinner date
26 AUD – amazon.com
70 AUD – nordstrom.com
70 AUD – nordstrom.com
59 AUD – amazon.com
100 AUD – swarovski.com
53 AUD – amazon.com
37 AUD – amazon.com
34 AUD – amazon.com
45 AUD – sephora.com
The timeless tube-dress is always a glamorous choice. It’s versatile and elegant, great for every occasion.
Stay simple with the dress so you can play with the accessories, pick an important piece of jewelry like these wonderful earrings by Swarovski.
Lipstick strictly red!
Don’t forget that the key is to be confident. If you would like further tips on how to be your most beautiful self, get your FREE cheat sheet to being attractive.
I hope you can find these tips helpful. Now, get ready and have a fantastic first date!
Let us know how your first date went and what outfit you were wearing in the comments below.