what shoes to wear on a date

If you are looking for What Shoes To Wear On A Date, then look no further than this article. It includes what to wear on a summer date for guys, and what to wear on a dinner date for guys. Perhaps you are interested in first date outfits guys love, then reading this article may help you.

In my experience, first dates are kind of like pilot episodes of TV shows. Sometimes you get a Stranger Things and you immediately know you’re gonna be binge-watching; sometimes you get more of a slow-build Mindhunter that takes a few episodes (read: dates) to really get into; most times, though, you get something like I Want to Marry Harry and you know within 30 seconds that, no, this is not going to work. As someone who recently re-entered the dating world, it is what I would classify as a lot.

But, unfortunately, first dates are kind of inevitable if you’re looking for a relationship (even a casual one). Deciding what to wear on said first date is a particularly stressful sartorial challenge. Through a bit of trial-and-error, I’ve concluded that no matter your outfit, sneakers are the perfect footwear choice.

first date outfits guys love

What Shoes To Wear On A Date

Thumbnail for Why I Always Wear Sneakers on a First Date
Photo: Getty Images/Maria Dorota

I came upon this realization—nay, epiphany—earlier in the year while prepping for one of my very first Bumble dates. Here’s a little mise en scene for the date: We were going to a cool, dimly lit bar in Venice. I picked out a flirty little dress that was both comfortable and flattering. But every shoe I paired with it just felt off. Not to be dramatic (but definitely to be dramatic), I would rather give up cheese for six months than wear heels on a first date. I think making awkward small talk while being strapped into painful shoes is actually one of Dante’s circles of hell. Neither sandals nor boots felt right either.

I think making awkward small talk while being strapped into painful shoes is actually one of Dante’s circles of hell.

And then, I saw them: my Vans, inconspicuously sitting by the front door where I had kicked them off earlier in the day. I put them on, looked in the mirror, and heaved a sigh of relief and wonder. I imagine it was similar to how Michelangelo felt after finishing the Sistine Chapel. I looked like myself in sneakers. All the other shoes made me feel like I was trying to be someone I wasn’t.

You can wear sneakers with anything, and on basically any first date-night occurrence. I’m partial to a uniform of sneakers and a dress—sneakers help tone down its fanciness without looking sloppy. They say, I’m cool, I’m chill, I definitely didn’t stalk your Instagram right before this. (Related: It’s just called due diligence.) Sneakers and well-fitting jeans is also a no-brainer—just throw on a slinky sweater, camisole, or button up and you’re at once put-together and low-key. An iteration of these outfits works for drink dates, dinner dates, coffee dates, and everything in between. Plus, I think there’s something kind of sexy about the juxtaposition of feminine clothing and sporty sneakers.

And the best part about all of this: Sneakers are so freaking comfortable. Right now, I fluctuate between my classic Vans, these black APL beauties, and, if I’m feeling a little bold, these Reebok Aztreks. Without fail, I get compliments on my outfit every time. The real beauty, though, is that I feel confident in myself and my appearance. (And, again, my feet are super comfy. Have I mentioned that?)

what to wear on a dinner date for guys

Trending Outfit Ideas on What to Wear on a First Date:

1. Wearing Vintage Tee with High Waisted Jeans

How about a vintage tee on first date? After all, Who doesn’t own a cool vintage tee? Even if you didn’t, you could always steal one from your brother’s wardrobe. Pair it up with high waisted jeans, make sure you tuck it well and wear a nice pair of block heels. This comfy outfit looks great on everyone. 

Do you own a cool vintage tee? Even if you don’t, you could always steal one from your brother’s wardrobe. Pair it up with high waisted jeans and some killer boots. Or just heels. This comfy outfit looks great on everyone, and definitely the one that guys love.

Vintage Tee- High Waisted Jeans- Date Dress Idea
 Source – marieclaire.com.au

(Choose your favorite shirt girl, yes, the one which everybody complimented you on )

2. Simple Skirt with Camisole for a Teenage Girl

A simple skirt that fits your body nicely with a matching camisole can create a chic look. You can also use some edgy shoes to spice up this look. Remember one thing. You don’t want to look overdone in your first date. So try sticking with a minimal yet cute outfit as much as you can.


Image source: etsy.com

3. Midi Dress with Sneakers for a Date

This first date outfit is the lowest maintenance on this list. Despite being simple, this outfit will win you plenty of compliments. Pick a fun, bright midi dress with a subtle print on it. Pair it up with your favorite sneakers, and you are good to go. This is totally dope if you are petite.


Image source: whowhatwear.co.uk

4. Dressy Blouse with Relaxed Jeans

Wear jeans that you feel most comfortable in and pair them with a silk or velvet top. You can add a touch of elegance to the outfit with a pair of low heels. This is both a laid back and a chic look. It will help you create a heart-stealing first impression. 7 ways to look more attractive

Dressy Blouse with Relaxed Jeans- Date dress idea girls
 Source: amazon.com

5. Wearing Jeans Shorts with Silk Cami on a Date

If it’s too hot to wear jeans, then opt for denim shorts or maybe a skirt. Pair it up with a silk cami to add some elegance to the look on your first date. A pair of low heeled mules work perfectly for this outfit for first date. This chic summer-y outfit loved by teenagers will make you feel at ease throughout your date.

Wearing Jeans Shorts with Silk Cami on a Date-
Source: terumah.ca

6. Full sleeved high-necked solid black top.

You would kill with this top when it is paired with dark blue or black jeans. It gives you comfort and fashion in the same place. It is perfect as it does not show you are trying too hard or trying to be too easy.

You will look impressive and perfect with this look especially in your night date.

Personally, I love this dress.

Full sleeved high-necked solid black top- Date Dress Idea girls
Source: amazon.com

7. White sneakers with rose white watch.

This is an interesting combination which is the perfect casual touch which many celebs and models go after. If preferred, you can go for a salmon pink wristwatch.

Going for a low heeled printed sandals or favorite sandal is equally recommended.

Date Dress Shoes- Sneakers
Source: jetsetter.com

8. Our accessories, Our expression.

Your favorite ring or purse may bring all about you. Our accessories play a vital role about us. Most guys won’t notice but those little things get the deep confidence to shine out of us. Prefer favoritism over anything on the first dinner date.

Date Dress Idea- Accessories
Source: valentimatchmaking.com


9. Hair Rules Your Look; Builds the Impression.

Subconsciously, the first thing that a guy notices about a girl is her hair. They may say otherwise but that is the truth. Playing with layers and messy buns for curly hair are great options to try if you’re not a short hair person. Take your time and get the best hairstyle for the first date night.

Hair Rules Your Look

Related:  4 Hair Care Tips You Must Know

Hair Color - Dress Date Idea
Source: femina.in

 Choose awesome hair color which people have complimented you on.

10. Makeup and Natural Look on the First Date.

Let not your makeup hide you but make you comfortable and still look gorgeous keeping it simple for your first date. I do facials and little hair coloring before hand. It is recommended to go for a shade lighter than your skin tone, it will really open up your eye. 

Little blush and a shade of your preferred lipstick to get your perfect texture. You can totally add more to it.  

Date Dress Idea- Makeup
Source: femina.in

11. Fashion up your Jewelry.

Necklace, earrings, etc.  that match with the date clothes you choose can complete you and will be the icing on the cake. Simple yet elegant jewels which are not showy are recommended.

You can go for something special to you or which has some sentimental value. Little trendy, little shiny and little personal to you.

Date Dress Idea- Jewels
Source: aliexpress.com

12. Body Shape and Dress Go hand-in-hand.

There are over a dozen different body shapes for women. 

Each body shape is beautifully unique and defines you. Once you know your body shape, you will be able to understand your perfect fit of clothes.

And those who think they are fat, remember there is nobody shape as fat, it’s a chubby diamond body shape. Learn more about Female Body Shapes

 Prefer darker pants over lighter ones as darker pants makes you look attractive and sexy. By statistics.

13. Alter the Dress, If Necessary.

Many girls lose a lot of opportunities on the table as they are missing out a lot as part of their date outfit ideas. Your ready-made clothes are awesome but designers make one size fit all kinds of clothes.

Going to a tailor to get clothes altered according to our size was the best thing that happened to me.

Date Dress idea- Tailoring
Source: fashiongonerogue.com

All women tend to go through the stress of looking perfect on a first date. Whatever date outfit you choose, never forget to be true to yourself and stay confident.

Bonus First Date Outfits Ideas To Try.

Don’t have a meltdown yet! Stay calm and avoid panicking. The stress you take before your date doesn’t help you. It’s essential to dress in a way that makes you feel confident and attractive at the same time. 

One of the most simple and basic rules to choose perfect first date outfits, is to know what kind of place is it whether it’s a nice candlelight dinner or a fine dining restaurant, sassy bar, or a cute café. Then, go through our 15 ideas on what to wear on a first date to find the perfect first date outfit guys love.

14. Jumpsuit


An elegant jumpsuit that fits your body nicely with a matching silver or golden pair of loops whichever goes with it. You can also use some metallic stilettos and light curls to spice up this look. Remember one thing You don’t want to overdo your look. So, try sticking with a minimal yet cute date outfit ideas as much as you can, especially when it’s your first one.

15. Skater Dress with Sneakers

Skater Dress With Sneakers

Image source: wearandwhenblog.com

This outfit is the lowest maintenance on this list of “first date outfit women”. Despite being simple, this date outfit will win you plenty of compliments from guy. Pick a fun, bright skater dress with a subtle print on it or no print. Pair it up with your favorite sneakers and some minimal jewelry, criss-cross headband and you are good to go.

16. Sassy Shirt With Bell Bottoms

Sassy Shirt With Bell Bottoms

source: i.pinimg.com

Wear a bell that you feel most comfortable in and pair them with a nice shirt if you don’t want to experiment, choose a white shirt and blue bell-bottom jeans You can add a touch of elegance to the outfit with a pair of high heels and a ponytail or straighten hair. This is both a laid back and a sassy look. It will help you create a heart-stealing yet a bold personality first impression, with your feeling-confident first date outfit.

17. Satin Maxi Dress

Satin Maxi Dress

source: i.pinimg.com

If you are going for a delightful nice candlelight dinner, then opt for a pretty satin maxi dress. Pair it up with a nice pair of earrings or studs to add some elegance to the look. A pair of high heeled pumps or stilettos work perfectly for this outfit. Dark lipstick and a messy bun would add a pinch of sophistication to your style. This classy summer outfit will make you feel an elegant lady throughout your casual first date.

18. Rompers With Gladiators

Rompers With Gladiators

source: unsplash.com

If you like hippy styles and dressing, you can go for some boho or floral print rompers and pair them with a nice pair of gladiators. This style would be perfect if you are going for some fiesta sort of place for your first-time date.

19. Pleated Skirt With Top 

Pleated Skirt With Top

source: unsplash.com

Carrying a nice accordion-pleated skirt with a ruffle top becomes a style statement, it gives a European touch to your style. Usually, people choose pastel shades with a solid color top. You can also choose a floral pleated skirt with a solid top and pair up with mules.

20. Co-ords

Co Ords

source: wasabi-files.lbstatic.nu

co-ords are yet another trendy first date outfits for women to choose for the night date if you are choosing a lively location. In co-ords, loose ruffle pants with a shirt or crop top, shorts with a shirt is an anytime option. You can wear a nice pair of pencil heels which can make your style on fleek.

21. Kurta or Suit


Image source: ebay.com

Wearing something western isn’t compulsory wearing Indian can be different and a nice option for the first date. 

You can wear a simple indigo kurta with denim and pair it up with strappy sandals, oxidized earrings, and a black bindi. This will give you a very beautiful look. You can also carry a nice chikankari Kurti with palazzo or churidar and pair it with wedges.

22. Shirt dress with belt always works on the first date

Image source: prettydesigns.com

The next outfit idea,is an easy-breezy option for everyone, we all have shirt dresses in our wardrobes and belts, Isn’t it?. For the first date, you can style them with a pair of loop and heel or knee-length boots. You can also carry a nice bag. Apart from casual date outfits, you can carry this style from concert to café everywhere.

23. Sweater dress for first date? Go for it!

Image source: wheretoget.it

Winters are here and of course, camisole tops aren’t a good option either. Choose a good short dress that makes you feel better, especially when you’re going on the first date, and pair it up with knee-length boots. You can also use a wide strap belt to enhance your figure and make it more stylish.

24. Skirt with a long coat will definitely charm your date

Large_Fustany Fashion Style_Ideas Street_Style Looks Outfits Pleated_Skirts 10

Image source: fustany.com

This outfit combination is one of the favorite looks in Europe. Pleated skirt, plain top, and a long overcoat, and you are ready to shine on the first date. You can pair it with a beret cap and look Classy, which makes perfect winter first date outfits for women.

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