How to Pick Your First Date Outfit as a Man

In this article, we will dive into the art of dressing for a first date, covering everything from head to toe, and providing valuable insights into what a guy should wear on this special occasion.

Man Navy Blue Suit White Sneaker Outfit


The anticipation of a first date often stirs emotions – you feel happy yet nervous, excited yet scared. It’s an opportunity to embark on a new chapter, start a new relationship, and potentially begin a journey that could last a lifetime. But amid the excitement, one crucial element can be easily overlooked: what to pick as your first date outfit.

Your choice of attire significantly influences the first impression you make, shaping the tone and outcome of the date and your perception.

Why It Matters?

First Date Outfit for Men

Your wardrobe is more than just a collection of clothes; it’s a reflection of who you are and your preferences. Your attire serves as a non-verbal introduction, offering glimpses into your personality and values. 

Choosing the right outfit shows thoughtfulness and consideration, leaving a lasting impression on your date. Moreover, dressing well can boost your confidence, making you feel more self-assured and capable of remaining composed and light-hearted in nerve-wracking or stressful situations.

A Man Wearing White Jeans with Blue Denim Shirts
A Man Wearing White Jeans with Blue Denim Shirts

Confidence is often considered one of the most attractive qualities, making it essential to dress in a manner that aligns with the person you aspire to be.

You shouldn’t underestimate the impact of your outfit on a first date. Dressing well gives you a head start in setting the mood and tone for the date, influencing your future interactions.

When both parties put effort into their appearance, it signals the value of the occasion and mutual respect. This mutual respect can set a positive tone for the date, leading to a healthy relationship and making both individuals feel special and appreciated.

Additionally, dressing well can enhance your self-esteem. When you feel comfortable in what you’re wearing, you’re more likely to be at ease and self-assured during the date, enabling you to be your authentic self.

On the other hand, ill-fitting, or inappropriate clothing can make you feel uncomfortable and self-conscious, potentially hindering your ability to connect with your date on a deeper level and projecting an image of carelessness.

What to Wear for a First Date as a Man

Opt for a well-fitted, stylish outfit that suits the place and activity. A smart-casual look with well-maintained shoes is a safe choice. Cleanliness and personal grooming are essential when it comes to your appearance. Ultimately, choose an outfit that reflects your personality and makes you feel confident.

Suit Jackets on Hangers

Now that you’ve got this info, go ahead and choose your outfit. Just remember, be yourself but keep some style tips in mind. Here are some outfit ideas you can choose for your first date:

The Best First Date Outfit for a Man

For a Casual Coffee Date

Consider wearing raw denim jeans, a well-fitted t-shirt, and clean sneakers, loafers, or some boots, depending on the weather and your style.

Adding a watch or stylish sunglasses can complete a calm and put-together look without being overly flashy. Also by accessorizing, you can start a nice conversation. From personal experience, there are dozens of conversations I started by complimenting the other person’s necklace, bracelet, or watch.

First Date Outfit for Men: Dark Washed Jeans and T-shirt

At a Fancy Restaurant

Opt for a tailored suit, a crisp dress shirt, and dress shoes. This classic look signals respect for the occasion and your date. Always take the extra step and get your suits tailored for your body, so you can look flawless on your first date and make the right first impression.

First Date Outfit for Men: Gray Suit with White Shirt

The value you will receive will outweigh the cost. If a full suit with a tie and dress shoes doesn’t align with your personality, you can experiment by skipping certain parts, such as the tie or jacket. Alternatively, classic loafers can replace traditional dress shoes.

First Date Outfit for Men: Old Money Aesthetic

For an Outdoor Adventure

If you plan on engaging in physical activities outdoors, choose appropriate clothing. Sporty yet comfortable attire, like jeans, a breathable T-shirt and flannel, and a pair of sturdy sneakers or boots, is the way to go. 

However, remember that even comfortable attire looks significantly better when it fits well.

First Date Outfit for Men: Red Flannel Shirt

You should keep in mind that clothes like this should only be worn when necessary for the occasion. When you are just taking a walk or taking the bike somewhere near you can lean more into the style aspect of your outfit. Well-fitting clothes made from tougher materials like denim and leather can provide a sturdy yet stylish option.

Tips For Your First Date Outfit

Prioritize cleanliness, grooming, and well-maintained attire. Select a few carefully coordinated colors. Consider weather-appropriate clothing. Add a light jacket or hat for practicality and to showcase your inner qualities.

1. Wear Subtle Colors

As you prepare, keep several essential considerations in mind. First and foremost, ensure that your chosen outfit is clean, well-maintained, and free from wrinkles. Additionally, it should consist of only a few carefully chosen colors.

First Date Outfit for Men: Navy Pants White Polo Shirt

2. Keep Your Appearance Well Polished

Every detail can be important to your date, so don’t forget to trim your nails, polish your shoes, and groom yourself meticulously. A clean and well-groomed appearance sets the baseline for attractiveness.

Man Doing Wet Shaving

3. Consider the Weather

Pay attention to the weather and dress accordingly. Adding a light jacket or a hat can be practical to keep you and your date comfortable while showcasing your gentlemanly qualities.

First Date Outfit for Men: Camel Hair Coat and Jeans

What to Take Away from This Article?

Remember that confidence is the ultimate accessory. Regardless of what you wear, carry it with self-assurance. Be authentic, stay true to yourself, and focus on getting to know your date. Clothes can make a statement, but it’s your personality and connection that will ultimately determine the success of the date.

When it comes to first dates, dressing appropriately will get you to a positive start and you will make a great first impression as your attire can reflect your personality and demonstrate respect for the occasion and your date.

First Date Outfit for Men

From a casual coffee date to an elegant dinner, there are attire choices for every type of first date. For the best look, pick your outfit for the occasion while staying true to your style.

Remember to pay attention to details such as your grooming, and always show confidence. Ultimately, the right clothing sets the stage, but it’s your genuine self that will create a memorable and meaningful first date experience.

Keep on reading: How to Dress Your Age as a Man

How to Pick Your First Date Outfit as a Man
Article Name
How to Pick Your First Date Outfit as a Man
Discover essential tips for choosing the perfect first date outfit for men. From grooming to style, craft a confident look that leaves a lasting impression.
Publisher Name
Midway Gentleman
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