What to Wear on a First Date for Guys 😎 Expert Style Guide

Planning what to wear on a first date can feel like a tough puzzle for many guys. You want to make a solid first impression without looking like you're trying too hard. Here's something interesting: A survey revealed that the right fit of your clothes is far more appealing than how expensive they are, with 90% of style issues being solved just by choosing well-fitted garments.

Our guide simplifies this puzzle, offering you essential tips and outfit ideas that match different types of dates - from casual coffee meetups to stylish nighttime adventures, making each occasion a perfect first date experience. With advice drawn from real women’s preferences and expert fashion insights, we ensure you'll step out feeling confident and looking sharp on your first date.

Ready for some pointers?

The Importance of Dressing Well for a First Date

Dressing well for a first date sets the tone for how you present yourself and leaves a lasting impression. Studies reveal that individuals form opinions within just 1/10th of a second, underscoring the power of clothing in making a positive initial impact.

This means choosing an outfit that not only reflects your style but also shows respect and consideration for your date. Opting for clothes that fit well can solve about 90% of style dilemmas, indicating that comfort and confidence in what one wears significantly influence perceptions.

Women particularly appreciate when their date shows up in attire that seems thoughtfully chosen rather than random or overly casual. A preference has been noted for men who choose classic pieces like leather jackets or button-up shirts over more relaxed options like hoodies or poorly fitted garments.

Such choices communicate effort and attentiveness to detail, which can make all the difference in creating attraction and interest from the start. Next up are essential style tips to keep in mind before stepping out on your first date.

Essential Style Tips for First Dates

Put effort into your outfit; it can make a lasting impression. Choose well-fitted clothes over expensive brands for a confident and comfortable look that will make you look and feel your best during the first date.

Effort Matters

Showing that you've put thought into your outfit sends a strong message. It tells your date that you value their time and the occasion. Surveys suggest that wearing clothes that fit well can resolve 90% of style issues, emphasizing the importance of effort over brand names.

A smart casual dress code strikes the perfect balance, combining elements like polo shirts, slim-fit jeans, and dress shoes to create an approachable yet polished look.

Choosing a leather jacket might be a good move as women have shown a preference for this piece over suits or hoodies. This choice points towards an understanding of fashion statements without going overboard.

Such decisions indicate that you care about how you present yourself and are keen on making a positive impression from the start.

Next up: let's delve into why fitting clothes should be chosen over expensive brands for making that first impression last.

Fitting Clothes Over Expensive Brands

Choosing clothes that fit well trumps the allure of expensive brands on a first date. Studies show that 90% of style issues vanish when one opts for attire that complements their body shape over chasing high-end labels.

A perfectly fitting shirt or pair of pants conveys effort and attention to detail, qualities highly admired in a potential partner. It's not about how much money you spend but how well the clothes align with your physique, enhancing your overall appearance without sacrificing comfort.

Men often make the mistake of equating price with attractiveness, yet women tend to favor men who showcase themselves in well-fitted garments regardless of the brand. Opting for a button-up collared shirt that sits nicely on your shoulders and tapers slightly at the waist can significantly elevate your look compared to wearing an ill-fitting designer piece.

The key lies in selecting outfits that flatter your build, projecting confidence and making a memorable impression without breaking the bank.

Consider a Button-Up Shirt Instead of a T-Shirt

Opting for a button-up shirt instead of a t-shirt can instantly elevate your style game on a first date. This choice strikes the perfect balance between casual and sophisticated, making it ideal for various settings, from coffee dates to dinner outings.

By unbuttoning the top 2-3 buttons, you add a touch of relaxed charm, creating an effortlessly sexy-casual vibe that's sure to impress.

To further refine this look, consider pairing the shirt with smart jeans or dress pants. Mixing menswear classics like bombers, blazers, or leather jackets with your button-up shirt results in a versatile outfit that speaks volumes about your sense of style without trying too hard.

Accessorizing with low-cut loafers or minimalist sneakers can complete the ensemble, ensuring you're dressed impressively but comfortably for any first-date scenario.

Leather Jackets: A Woman's Favorite

When considering what to wear on a first date, it's important to keep in mind that women have expressed a strong preference for men wearing nicely fitted leather jackets. Surprisingly, this preference outranked tailored suits and even stylish hoodies in a recent survey.

In fact, 90% of style problems can be solved simply by getting clothes that fit properly, emphasizing the importance of the right fit over expensive clothing brands.

Women have shown their admiration for men sporting leather jackets over other types of outerwear, proving that it is indeed a woman's favorite choice for men's attire on a first date or any casual setting.

What Not to Wear on a First Date

Avoid hoodies, sweatpants, and ties for a more polished look that's appropriate for a first date for men, aiming to strike a nice balance between casual and dressed up. first date outfit. Graphic t-shirts and sandals are also not recommended attire for the occasion.

Hoodies

A survey found that women expressed a strong preference for men wearing a nicely fitted leather jacket over a tailored suit or hoodies. Opting for a hoodie may not convey the desired impression on a first date, as it can come across as too casual or even lazy.

Instead, consider more polished options such as a well-fitted button-up shirt paired with a stylish jacket to make the right impression.

When choosing what to wear on your first date, keep in mind that the effort you put into your outfit matters and can significantly impact how you are perceived. Hence, being mindful of this choice is essential for leaving an excellent first impression.

Sweatpants

Avoid sweatpants on a first date at all costs. They are not considered appropriate for any first date scenario, including casual outings like a museum visit or a low-key dinner date.

Survey results show that women strongly recommend men to steer clear of sweatpants as they are not viewed favorably as part of a first date outfit. It's best to opt for more polished and put-together attire, such as well-fitted jeans or chinos, when planning your first date ensemble.

Graphic T-shirts

Avoid wearing graphic T-shirts on a first date. According to the survey, only 15% of women found them appealing. Opt for a button-up collared shirt to make a positive and stylish impression.

Dress to impress by choosing attire that shows you put thought into your appearance. Skip the graphic tees and choose something that reflects your effort in putting together a great outfit for your first date.

Ties

Ties can add a touch of sophistication to an outfit, but for a casual first date, it might be best to skip the tie. Opting for a more relaxed look without a tie can help to create a comfortable and approachable vibe.

However, if the first date is at an upscale or formal venue, wearing a tie may be appropriate to show respect for the occasion.

Consider your overall style and preferences when deciding whether to wear a tie on a first date. Ultimately, the goal is to feel confident and true to yourself, so choose an outfit that reflects your personality and makes you feel good.

Sandals

Avoid wearing sandals on a first date. Instead, opt for a more polished and put-together look with a solid pair of boots or casual shoes. Sandals can come across as too laid-back, and they may not be the best choice for creating that initial positive impression.

Choose footwear that complements your outfit and reflects the occasion, whether it's a coffee date or dinner.

When it comes to selecting your footwear for a first date, the right choice can make all the difference in how you are perceived by your date. Make sure to choose footwear that makes you feel confident and comfortable while also being suitable for the setting of your date.

Outfit Ideas for a Casual First Date

For a casual first date, opt for an Oxford Cloth Button Down (OCBD) Shirt paired with jeans. Try a polo shirt with chinos for a relaxed yet polished look that shows effort and thoughtfulness.

Oxford Cloth Button Down (OCBD) Shirt & Jeans

The classic combination of an Oxford Cloth Button Down (OCBD) shirt and jeans is a timeless choice for a casual first date. This outfit strikes the perfect balance between relaxed and put-together, making it suitable for a variety of settings, from coffee dates to casual dinners.

Pairing a well-fitted OCBD shirt with dark or medium-wash jeans not only exudes effortless style but also allows you to showcase your personal taste while staying comfortable and confident throughout the date.

Wearing an OCBD shirt with a slim fit can demonstrate attention to detail and shows that you're going to wear something special without looking overdressed. Additionally, opting for this ensemble over a plain t-shirt elevates your look while remaining approachable.

Polo Shirt & Chinos

Pairing a polo shirt with chinos creates a timeless and smart-casual look suitable for various types of dates. The combination offers a relaxed yet stylish appearance that exudes confidence and effort without being overdressed.

A clean, well-fitted polo shirt in a classic color, such as navy blue or white, can be effortlessly paired with slim-fit chinos in khaki or olive green for a versatile ensemble. This outfit idea provides an excellent option for a casual dinner date, especially when complemented with clean white sneakers or loafers to complete the refined yet laid-back appeal.

Utilizing the suggested outfit of a polo shirt and chinos allows individuals to present themselves as both polished and approachable on their first date. The combination effortlessly balances comfort with style, enabling wearers to feel at ease while showcasing their fashion sense in any dating scenario.

Layered Casual Outfits

Layer a neutral-colored t-shirt under a lightweight, textured cardigan for an effortlessly stylish and versatile outfit. This layered look can be paired with dark wash jeans and leather boots for a polished yet laid-back vibe.

Alternatively, try pairing a classic denim jacket over a simple crew neck sweater for a casual, rugged appeal. These layered casual outfits are timeless choices that strike the right balance between comfort and style.

For added flair, consider accessorizing with a stylish scarf or wristwatch to elevate your ensemble and make you look exceptionally dapper for date night. And remember, layering is not just about staying warm; it's also about adding depth and interest to your overall look.

What to Wear on a Nighttime First Date

For a nighttime first date, consider pairing a casual jacket with cotton or wool trousers for a relaxed yet put-together look. Opt for a blazer or sports jacket paired with minimalist sneakers, or pair a sweater with loafers, bluchers, or boots to create a stylish and versatile outfit.

Casual Jacket & Cotton or Wool Trousers

Consider pairing a casual jacket with cotton or wool trousers for a relaxed yet put-together look on a nighttime first date. Opt for a clean, wrinkle-free shirt and slim-fit dark-wash or black jeans to achieve an effortlessly stylish appearance.

Unbuttoning the top buttons of your shirt can add a touch of casual charm, while tailored trousers can elevate the ensemble for a dinner date, ensuring you look nice and suitable for the occasion. For a more sophisticated vibe, fitted trousers are recommended over jeans.

Blazer or Sports Jacket & Minimalist Sneakers

When choosing an outfit for a nighttime first date, consider pairing a blazer or sports jacket with minimalist sneakers for a smart casual look. This combination offers a stylish yet relaxed vibe that strikes the perfect balance between formal and casual attire.

The blazer or sports jacket adds a touch of sophistication to your ensemble, while the minimalist sneakers bring in a modern and laid-back element.

Adding minimalist sneakers to your blazer or sports jacket outfit creates an effortlessly cool and trendy appearance, making it ideal for various nighttime date settings. Whether you're heading to a low-key dinner or exploring the city at night, this outfit choice exudes confidence and style without being too overdressed for a perfect first date.

Sweater & Loafers, Bluchers or Boots

For a sophisticated yet relaxed look, pair a stylish sweater with loafers, bluchers, or boots for your first date, ensuring you look nice while still being comfortable. A well-fitted sweater will show off your physique and give you a polished appearance.

Loafers offer a classic touch to your outfit, while bluchers or boots can add a rugged edge. Opting for quality leather footwear can elevate your style instantly, making it clear that you put thought into your ensemble.

When preparing for the evening ahead with someone special, selecting the right shoes is just as crucial as choosing the perfect top. Whether it's elegant loafers or versatile boots, pairing them with an attractive sweater will set the tone for an exceptional first date experience involving comfort and confidence.

First Date Accessories

Complete your first date outfit with a wristwatch, bracelets, or a hat if it suits the occasion. Find out how accessories can elevate your style by reading on!

Wrist Watch

A wristwatch can be a stylish and practical accessory for a first date outfit. It not only adds a touch of sophistication but also shows that you pay attention to detail. Opt for a classic leather-strapped watch for a timeless look or choose a sleek metal band for modern elegance, both options can make you look stylish and prepared for any first date.

Whether it's casual or formal, the right wristwatch can elevate your overall appearance and leave a lasting impression.

Consider choosing a wristwatch that compliments your personal style while adding an interesting focal point to your ensemble. When used as part of your accessories, this small detail can speak volumes about your taste and attention to detail without overpowering your entire look.

Bracelets

Add a touch of personality to your outfit with bracelets. A tasteful bracelet can add a stylish and relaxed vibe to your look, whether you're going on a casual coffee date or a more formal dinner date.

It's an effortless way to showcase your individuality without overpowering your overall ensemble. Small details like bracelets can make a significant impact and leave a lasting impression.

Elevate your style with the right choice of wrist accessory that complements your personality and the occasion. Find inspiration in modern metal cuffs, leather bands, or beaded designs for an effortlessly cool addition to your first date look that showcases your unique sense of style.

Hats: Yes or No?

When considering what to wear on a first date, the question of whether to wear a hat may arise. The expert style guide advises against wearing hats unless they serve a specific function or purpose beyond covering up insecurity.

Over-accessorizing, including with hats, is discouraged as simplicity and confidence are key elements in making a positive impression.

Consideration should be given to the overall outfit and how it complements your personal style and the nature of the date. Hats can make a statement, but it's important to ensure that they enhance your look rather than distract from it.

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Key Points About What to Wear on a First Date

Is it okay to wear jeans on a first date? What color should you not wear on a first date? Is it okay to wear all black on a first date?

Is It Okay To Wear Jeans on a First Date?

Wearing jeans on a first date is absolutely okay, especially if it's a casual date where you want to look nice without appearing too formal. A well-fitted pair of jeans paired with a stylish button-up shirt can create a casual yet put-together look. This ensemble exudes confidence and shows that you've made an effort without being overly formal.

Jeans, when styled appropriately, can be the perfect first date outfit for men, offering a look nice balance between casual and put-together. Pair them with the right accessories and footwear to complete the look and make a great impression.

Continue reading for more style tips on nailing your first date outfit!

What Color Should You Not Wear on a First Date?

Avoid wearing bright, flashy colors like neon green or hot pink on a first date; instead, opting for a more subdued palette can make you look sophisticated and thoughtful. Stick to dark, neutral shades such as navy, black, or charcoal gray for a more sophisticated and polished look.

These colors exude confidence and are less likely to overpower your overall appearance.

Opting for darker hues can also help create an air of mystery and intrigue, which can be appealing on a first date. Additionally, dark colors are versatile and easy to pair with different clothing items, giving you more room for creativity in putting together your outfit.

Is It Okay To Wear All Black on a First Date?

Wearing all black on a first date can be a stylish choice as it gives off an air of confidence and sophistication. However, it's crucial to pay attention to the setting and context of the date.

A dinner date at a fancy restaurant or a nighttime event could be suitable for an all-black ensemble. On the other hand, wearing all black to a casual coffee date might come across as too formal or intense.

It's also important to note that black symbolizes power, elegance, and mystery according to color psychology, so wearing all black may convey these traits and make you look stunning on a first date.

Conclusion

First dates are crucial, and what a man wears plays a vital role. The tips provided are practical and easy to implement for anyone. Making an effort with well-fitted clothes, such as slim fit jeans, makes a significant impact and can help you look particularly sharp on a date night.

Additional resources can be explored for further style guidance. Take the first step in making that lasting impression!

FAQs

1. What should I wear on a coffee date?

For a coffee date, go for a relaxed yet stylish look with pullovers or sweaters paired with jeans, creating a casual date appearance that looks effortlessly nice. A bomber jacket can add an extra touch of style.

2. Is there a perfect dinner date outfit for guys?

Yes! For dinner dates, opt for a more formal look with a sportcoat, dress shirt (consider one with a tabbed collar for added flair), and nice pants to make the right impression.

3. How important are nonverbal cues like body language on a first date?

Nonverbal cues such as body language are very important as they communicate confidence and interest without saying a word. Make sure your outfit complements your desire to present yourself well.

4. Can I use items from my existing wardrobe for my first date outfit?

Absolutely! Mix and match pieces like sweaters, bomber jackets, or sportcoats with what you already own to create an outfit that feels new and expresses your personal style effectively.