It doesn’t matter if you’re a dude or a lady, first-date attire is always a nail-biting affair. You want to look put together and fashionable, but not too deliberate. You want the person across from you to see your best assets, but not get distracted by your outfit.
There’s no right or wrong answer, but you want to make sure your outfit makes you feel sexy and confident. You want to look like yourself, but also stand out. You want to present an attractive, clean, and put-together version of yourself that best reflects your personality so that you can focus on having a good time.
Here are our recommendations.
Table of Contents
- 1. POLO SHIRT
- 2. T-SHIRT
- 3. SHORT SLEEVE DRESS SHIRT
- 4. DENIM SHIRT
- 5. Suits
- 6. Chino Shorts
- 7. Rolled Jeans
- 8. Sneakers
- 9. Loafers
- 10. Chelsea Boots
- 11. Dress Shoes
- 12. Dressy Watch
- 13.Long Sleeve Button-Down Shirt , Jeans
- 14.Polo Shirt and Slacks
- 15.Button-Down Shirt and Khakis
- 16. Casual Tee, Skinny Jeans, Boots
- 17. A Loose Tee, Joggers And White Sneakers
- 18. Suit and Dress Shoes
- 19. Hoodie Topped Off With A Blue Suit
- 20. Sweater, Skinny Chinos, Dress Shoes
- 21. Sweater, Shirt Underneath
- 22. Blazer With A T-Shirt Or A Plain Shirt, Jeans
- 22. Blazer, White Tee And Tailored Trouser
1. POLO SHIRT
Polo shirts are the most versatile piece of clothing a man can wear. A polo shirt is a must have item in any man’s closet because it can be worn with any type of pants and shoes no matter what the occasion is. So if you want to be trendy, or want your date to remember you for the rest of their life , go with polo shirts.
2. T-SHIRT
My pick for men is a nice T-shirt. It’s reasonably priced, it’s sophisticated, and it’s great for the beach or the park. If you want to dress up when you go out but still want to look casual, the t-shirt is the perfect choice.
3. SHORT SLEEVE DRESS SHIRT
You might be tempted to go with something like a button down, but I actually think the short sleeve dress shirt is more versatile and will allow you to create more outfits than a solid color button down. Plus, you might not realize how many different ways there are to wear them.”
4. DENIM SHIRT
A denim shirt is the perfect way to class up your casual look. They’re also very forgiving if you don’t have great style as they can be dressed up or down with jeans or chinos.They’re pretty versatile since most people already have a few in their closet; it’s just about experimenting with the details and accessories that go with them. Wear a shirt with a tie or not.
5. Suits
The great thing about suits is that they can be dressed up or down depending on the occasion. A nice suit with a little shirt and tie is a great first-date outfit, but if you want to go casual with it, you can wear it to the beach or a picnic with shorts.
6. Chino Shorts
Chino shorts are the perfect solution—you can wear them with a casual short-sleeve or button down dress shirt and make sure your legs are covered, but they’re not a full-on suit.
7. Rolled Jeans
Rolled jeans look cool and casual, which is what a lot of guys are going for on the first date. If you don’t want to wear a full suit, rolled jeans allow you to walk along that line without looking too sloppy. However, you’re going for casual and classic, so make sure the jeans fit well. They should be clean and not too baggy.”
8. Sneakers
Sneakers are a great looking shoe for the first date, especially if you’ve got a nice casual outfit. However, when picking sneakers, color matters more than style because of what it says about your personality. Stay away from black: it’s formal and too boring. Wearing sneakers can definitely be the right choice if they are comfortable and fit well. But make sure they’re not too chunky or bulky (like runners or high tops) that they take away from the outfit you’ve put together.
9. Loafers
Loafers look great with jeans or dress pants and can be dressed up or down at any time. A pair of suede loafers are a great choice because they can go with almost every outfit. If you’re trying to impress or have the date-of-a-lifetime, try breaking out the bowling shoes. Dress them up with a button down shirt, loafers and bangs you can get away with!
10. Chelsea Boots
Chelsea boots are perfect for a first date because they don’t fall off your feet like other boots that have laces but still look stylish and casual. These give you more support than sneakers and can go with almost any outfit!
11. Dress Shoes
If you’re going somewhere fancy for your first date, then it’s best to wear dress shoes and keep the rest of your outfit casual . Don’t wear sneakers or flip flops and instead wear something like this pair of shoes:
12. Dressy Watch
Watches are a great way to accessorize with outfits because they are easy to put on and take off. It also helps you stand out on your date and make a great impression.
A dress watch is perfect for a date because it can be worn with any outfit and season. Try it out!
Here are some combinations that you can try to style your outfits.
A simple long sleeve button-down shirt goes a long way. Pair it with a fancy pair of jeans and loafers and you’ll look like you stepped right out of the pages of a magazine!
14.Polo Shirt and Slacks
If you prefer something more casual, go for slacks, a polo shirt and loafers! They’re simple enough that they won’t distract from what’s really important but also stylish enough to make other people think twice about their outfit choices as long as they’re not too casual!
Khakis and a button down shirt is perfect for any formal occasion. Whether you’re attending the Quinceañera or going to your cousin’s wedding, a simple outfit will always be in style because of its simplicity. Just make sure that it’s not too casual, and make sure that the shirt has some nice color to it!
16. Casual Tee, Skinny Jeans, Boots
A casual tee, a pair of black skinny jeans, boots and a light-washed denim jacket will make your first date look perfect. You don’t have to be afraid of matching your outfit with shades because it is very fashionable to do so. You want to make sure you can see the details in each item for a more flattering and eye catching look.
17. A Loose Tee, Joggers And White Sneakers
A loose tee with a pair of joggers and white leather sneakers is a great casual ensemble. Adding a splash of color (or two) to this look by either wearing bright red or green shoes can really make this outfit stand out. Not only is it super cute but also versatile since you can dress it up or down to fit any occasion!
18. Suit and Dress Shoes
If you want to look a little more put together, try a suit with dress shoes. You can’t go wrong with classy attire! It’s perfect for any formal occasion and there’s no better way to describe your style than “stylish”!
19. Hoodie Topped Off With A Blue Suit
This outfit requires two key things: color coordination and layering. Consulting the color wheel will help you choose colors that are complementary to each other, which definitely make an outfit pop! Layering is always fun because you can mix different textures or thin layers to create different looks for any season or occasion.
20. Sweater, Skinny Chinos, Dress Shoes
Pair a cozy sweater with your best-fitting pair of pants. Dress it up with dress shoes and you’re set for any date. If this is your first time dating the person you’re going out with, try to avoid too many patterns or colors that are too bright or overwhelming. You want to exude confidence not overwhelm them!
21. Sweater, Shirt Underneath
A sweater is a classic men’s item. Pull it out a few times throughout the week and you’ll see that it’s perfect for any occasion. A sweater can be worn with jeans and boots or it can be dressy with slacks and a dress shirt underneath. If you’re going out for the first time, wear a sweater with skinny pants so your legs won’t stick out too much.
22. Blazer With A T-Shirt Or A Plain Shirt, Jeans
A blazer is so versatile, it can truly be worn with anything! Switch up your look by switching out the bottom half of this outfit from pants to jeans and a t-shirt or a plain shirt. To make it simple, go for one neutral color on top and pair it with another neutral color on the bottom.
22. Blazer, White Tee And Tailored Trouser
If you’re looking to have a formal date, this is a great outfit to wear! It’s always nice to be dressed up in professional attire. To include your favorite pair of sneakers, choose shoes that match with your outfit but aren’t overbearing – like this classic white sneaker.
Make sure your shoes are clean, your accessories are put together, and your hair is looking great. The first date is a chance to show your date the real you. You can be the best dressed person at any event and still not be accepted by someone you’re dating. The most important thing to do is just be yourself, express who you are and if that person isn’t willing to accept you for who you are, then it’s time to move on. There’s no need to make compromises with someone who isn’t willing to do the same.