Getting ready for a first date can be nerve-wracking, especially when it comes to picking the right outfit. You want to make a good impression, but you also want to feel comfortable and true to yourself.
In this guide, we’ll break down what to wear on a first date – men’s edition, covering everything from casual outings to more formal settings.
Whether you’re heading to a coffee shop or a fancy dinner, we’ve got you covered with tips and outfit ideas to help you shine.
Table of Contents
What To Wear on a Casual First Date
So, you’ve got a casual first date lined up. Awesome! But what does “casual” even mean when you’re trying to make a good impression?
It can be trickier than dressing up, honestly. You want to look like you put in effort, but not too much effort, you know?
Like you rolled out of bed looking effortlessly cool, even if it took you an hour to pick out the right t-shirt.
Casual First Date Outfit
Okay, let’s break down some options. Jeans are usually a safe bet, but make sure they fit well. No super baggy or super tight jeans.
A dark wash is always a good choice. Pair them with a nice t-shirt or a casual button-down shirt.
Think about adding a light jacket or sweater if the weather calls for it. Shoes? Clean sneakers, loafers, or even boots can work, depending on the vibe.
The goal is to look put-together without looking like you’re trying too hard.
What To Wear on a First Date for Drinks
Drinks can be a little dressier than a coffee date, but still pretty casual. You could still rock the jeans and button-down combo, but maybe choose a nicer button-down.
A polo shirt is another good option. A light jacket or blazer can also elevate the look. For shoes, think loafers, chukka boots, or dressier sneakers.
Basically, you want to look like you’re ready for a fun night out, but not like you’re heading to a business meeting.
Tips for Dressing Down
Sometimes, the hardest part is making an outfit look casual on purpose. Here are a few tips:
- Focus on fit: Clothes that fit well always look better, no matter how casual they are.
- Choose quality fabrics: A well-made t-shirt will always look better than a cheap one.
- Pay attention to details: Make sure your clothes are clean and wrinkle-free. Small details can make a big difference.
- Don’t over-accessorize: A simple watch or bracelet is fine, but avoid anything too flashy.
- Be yourself: The most important thing is to wear something that you feel comfortable and confident in. If you’re not comfortable, it will show.
Choosing the Right Colors
Color matters. Seriously, it can change how someone perceives you on a first date. It’s not just about grabbing your favorite shirt; it’s about understanding what different colors communicate and how they interact with your skin tone. Let’s get into it.
Understanding Color Psychology
Colors send signals, whether we realize it or not. Think about it: red is often associated with passion and confidence, while blue can project calmness and trustworthiness.
Black is classic and stylish, but too much might come off as intimidating. It’s all about finding the right balance. For example, lilac on first dates can be a surprising appeal.
Best Colors for First Dates
So, what colors work best? It really depends on your complexion. If you’ve got warm undertones (look at your veins – greenish?), earthy tones like mustard yellow or brown can look fantastic. Cooler undertones (bluish veins) might shine in purples, blues, and greens.
Darker skin tones can often pull off brighter, bolder colors like cobalt or bright red. When you want to come across as stylish, calm and classic, stick with either black or blue.
But if you want to try something riskier, try a red shirt, which will make you seem more bold and confident.
Here’s a quick rundown:
- Blue: Trustworthy, calm, reliable.
- Green: Approachable, fresh, easy-going.
- Red: Confident, bold, passionate.
- Black: Sophisticated, stylish, powerful.
- Gray: Neutral, balanced, understated.
Avoiding Overly Bright Colors
While a pop of color can be great, going overboard can be a bit much. Neon colors or overly loud patterns might distract from who you are.
You want your personality to shine, not just your shirt. It’s generally a good idea to avoid anything too flashy unless that’s genuinely your style. Instead, consider fitted joggers over ratty sweatpants and pick colors that complement your skin tone, hair, and height.
Dressing for Different Activities
No two dates are the same, right? You wouldn’t wear the same thing to a fancy restaurant as you would to a casual picnic. So, what you wear really depends on what you’re doing. Let’s break down some common date scenarios.
Outfits for Dinner Dates
Okay, so dinner dates can range from super fancy to pretty chill. If you’re going somewhere upscale, think about a proper suit. Make sure it fits well – a flattering fit makes a huge difference.
You can also add some personal touches with accessories, like a cool tie or a nice watch. For a more relaxed dinner spot, you could do a button-down shirt with chinos and some stylish shoes.
The key is to look put-together without seeming like you’re trying too hard.
Casual Outfits for Daytime Dates
Daytime dates are usually more laid-back. Think coffee, a walk in the park, or maybe checking out a museum. For these, comfort is key, but you still want to look good.
A good option is dark-wash jeans, a nice t-shirt or polo, and some clean sneakers. If it’s a bit cooler, throw on a light jacket or sweater.
Remember, it’s about looking effortlessly stylish. If you are going to be walking a lot, make sure you have comfortable ballet flats.
Sporty Looks for Active Dates
If you’re doing something active, like hiking or rock climbing, you obviously need to dress practically. But that doesn’t mean you can’t look good!
Fitted joggers or athletic pants are a good choice over baggy sweatpants.
Pick colors that look good on you. And make sure you’ve taken care of the basics – trimmed nails, deodorant, and neat hair.
Even on an active date, showing you care about your appearance is important.
Accessorizing Your Outfit
Okay, so you’ve got your outfit picked out. Now it’s time to think about the small stuff. Accessories can really make or break an outfit, so it’s worth putting in a little effort here.
You don’t want to look like you’re trying too hard, but a few well-chosen items can show off your personality and pull everything together. It’s all about finding that balance.
Read also: Men’s Style Guide for Every Age: 20s, 30s, 40s & Beyond
Choosing the Right Watch
A watch is a classic accessory for a reason. It’s functional, but it can also be a statement piece. A favorite watch can say a lot about you. If you’re going for a more formal look, a dress watch with a leather strap is a good choice. For something more casual, a sporty watch or even a simple minimalist watch can work. Just make sure it fits well and isn’t too flashy, unless that’s your thing.
Adding Subtle Jewelry
Jewelry can be tricky. You don’t want to overdo it, but a little bit can add some personality. A simple chain, a bracelet, or even a ring can be a nice touch. The key is to keep it subtle. Avoid anything too big or flashy. You want the jewelry to complement your outfit, not distract from it. Think about what suits you.
Footwear That Complements Your Look
Your shoes can really make or break an outfit. You want to make sure they’re clean and in good condition. If you’re going for a casual look, sneakers or loafers can work. For something more formal, dress shoes are a must.
The color of your shoes should also complement your outfit. Brown shoes go well with earth tones, while black shoes are better for darker colors. And please, no sandals on a first date unless you’re going to the beach. Fitted joggers are a good choice for a sporty look.
Understanding Dress Codes
Formal vs. Casual Attire
Okay, so figuring out what to wear can be tricky because it really depends on the situation. You wouldn’t wear the same thing to a fancy dinner as you would to a casual coffee date, right? Knowing the difference between formal and casual is key.
Formal usually means a suit, maybe even a tie, while casual could be jeans and a nice shirt. But even within those categories, there’s a lot of room for interpretation.
Slightly overdressing is better than underdressing, but you don’t want to show up in a tuxedo when everyone else is in jeans.
Business Casual Explained
Business casual is where things get interesting. It’s like a mix of professional and relaxed. Think chinos or dress pants, a button-down shirt, and maybe a blazer. You could even get away with dark jeans in some situations.
The goal is to look put-together without being too stuffy. It’s a good option if you’re not sure how formal the date will be. It’s versatile enough to work in a lot of different settings.
For example, a button-down, chinos, and sneakers could work for a casual afternoon coffee. Adding a blazer could work for a casual evening coffee.
Smart Casual Essentials
Smart casual is similar to business casual, but with a bit more flexibility. You can play around with different textures and patterns. A good example is a broken suit, but without a tie. It’s all about finding the right balance between looking stylish and feeling comfortable.
It allows for more individuality. You can express yourself while still looking presentable. It’s a safe bet for most first dates because it shows you put in effort without going overboard.
Layering for Style and Comfort
Layering isn’t just about staying warm; it’s a style move that can seriously up your first date game. It adds depth to your outfit and shows you’ve put thought into your appearance. Plus, it’s practical – you can adjust your layers depending on the temperature, keeping you comfortable no matter what.
Using Jackets and Blazers
Jackets and blazers are your best friends when it comes to layering. A well-fitted blazer can instantly smarten up a casual outfit, while a leather or denim jacket adds a touch of ruggedness.
The key is to choose a jacket that complements the rest of your outfit, not clashes with it. For example, if you’re wearing a button-down shirt and chinos, a blazer is a great choice.
If you’re going for a more relaxed vibe with a t-shirt and jeans, a denim jacket might be a better fit.
Choosing the Right Fabrics
The fabric of your layers matters just as much as the style. You want to choose fabrics that are comfortable and breathable, especially if you’re going to be wearing them for an extended period. Here are a few ideas:
- Cotton: A classic choice for its breathability and comfort.
- Linen: Perfect for warmer weather, as it’s lightweight and airy.
- Wool: Ideal for colder weather, providing warmth and insulation.
- Technical Fabrics: Great if you’re doing something active, as they wick away moisture and keep you dry.
When to Remove Layers
Knowing when to remove layers is just as important as knowing how to put them on. You don’t want to be sweating through your shirt halfway through the date. Pay attention to the temperature and your comfort level. If you start to feel too warm, don’t be afraid to take off a layer. It’s better to be comfortable than to suffer in silence. Plus, removing a layer can be a subtle way to show off another element of your outfit. For example, if you’re wearing a cool t-shirt under your jacket, taking off the jacket reveals a whole new look.
Personal Style and Confidence
Staying True to Yourself
It’s easy to get caught up in trends or trying to be someone you’re not, especially when you want to make a good impression. But on a first date, the most important thing is to be yourself. Seriously. Your date agreed to meet you, so they’re already interested in who you are.
Don’t try to morph into some fashion icon overnight. Wear clothes that reflect your personality and make you feel comfortable. If you’re a jeans-and-t-shirt kind of guy, don’t force yourself into a suit.
Instead, find a nice pair of jeans that fit well and a cool t-shirt that shows off your interests. Confidence comes from authenticity, and that’s way more attractive than any designer label.
Incorporating Personal Touches
Adding small personal touches to your outfit can make a big difference. Think about what makes you, you. Do you have a favorite band? Wear a subtle band t-shirt under a jacket. Are you into vintage stuff? Rock a cool vintage watch or a unique belt buckle.
These little details not only show off your personality but also give your date something to talk about. It’s a great way to start a conversation and show that you put thought into your appearance without looking like you’re trying too hard. Just remember, subtlety is key.
You want to add interest, not distract from the overall look.
Building Confidence Through Fashion
What you wear can actually impact how you feel. When you know you look good, you feel good, and that confidence shines through. It’s not about wearing expensive clothes; it’s about wearing clothes that fit well and make you feel comfortable and stylish.
Take some time to figure out what styles work best for your body type and what colors make you feel good. Experiment with different outfits until you find a few go-to looks that you can rely on. And remember, confidence is the best accessory.
Wear your clothes with pride, stand tall, and let your personality do the rest. Don’t be afraid to show a little personality and flair, but always keep it tasteful.
Wrap It Up: Just Be Yourself
So, when it comes to picking out what to wear on that first date, the biggest takeaway is to just be yourself. You want to show a polished version of who you are, not someone completely different.
If you’re not feeling good in your outfit, it’s tough to relax and be your best self. Keep it simple, don’t stress too much, and make sure you feel comfortable and confident in what you’re wearing.
Frequently Asked Questions
What should I wear on a first date?
For a first date, choose a neat outfit that shows your style and fits the occasion. If it’s casual, a well-fitted button-up shirt with jeans works well. For a fancy dinner, wear your best suit.
Is it okay to wear jeans on a first date?
Yes, you can wear jeans if the date is casual, like going for coffee. Just make sure they fit well and are in good condition.
What colors should I avoid on a first date?
Try to avoid very bright or flashy colors. Stick to more neutral or muted tones that look good and feel comfortable.
How important is my outfit for a first date?
Your outfit is important because it makes a first impression. Dressing well shows that you care about the date and respect the other person.
Can I wear a t-shirt on a first date?
Yes, you can wear a t-shirt, but make sure it’s clean and fits well. Pair it with nice jeans or chinos to look put-together.
What accessories are good for a first date?
A nice watch can enhance your outfit. Keep jewelry simple and choose shoes that match your clothing style.
