Stylishly comfortable: what to wear on a first casual date

Table of contents:

1. Things to consider when choosing a look: Top recommendations
2. Main prohibitions: what not to wear on a first date
3. What can men wear on a casual/daytime first date?
4. How to surprise a girl: original casual first meeting outfit ideas
5. Creating romance: what to wear on a formal/nighttime first date
6. The look of the stylish man: formal first date outfit ideas

The first rendezvous is exciting for both women and gentlemen. Often the choice of appropriate attire for the more vigorous sex is no less complex than for girls. When you want to look stylish and elegant and, most importantly, match the type of event and win the chosen one at first sight, paying attention to every detail is essential.

Not only style plays a role here, but also appropriateness to the event. Agree; it's silly to come to a picnic in a jacket, pants, and tie. Or visit the restaurant in old jeans and a stretchy T-shirt. You cannot avoid an awkward situation, so it is essential to choose the right clothes, having thought over the image in advance. In any case, you shouldn't postpone the preparation until the last minute. You should think through every detail down to the smile and look at your lady. Only in this case will you look perfect and be able to conquer your lady. Women always pay attention to their partner's appearance and how neat and appropriately he is dressed and combed. In many cases, this is crucial. 

Things to consider when choosing a look: Top recommendations

Several valuable recommendations will help make the appearance more attractive and stylish. If you want to look good and win your date from the first meeting, follow the rules described below. 

The watch is a universal element

If there is one thing that will always be appropriate, it is a wristwatch. It is optional to choose the most expensive models. The main thing is that they fit into the overall look: products with a metal strap are suitable for dinner at a restaurant, and you can choose sports models for regular or daytime meetings. Other accessories and jewelry, such as a bracelet, pendant on a chain, or signet ring, are appropriate in some images. However, it is essential not to overdo it; everything must be in moderation.

No bright colors – only elegance and moderation

An understated dark or neutral clothing palette will make the image more stylish and sophisticated. Dark blue, gray, white, and black outfits look good. Bright ones will create a focus on your look, because of which the communication may need to be more comfortable. Think about your companion; your image should not distract her or cause discomfort because of the dullness in your background. Show your restraint because this is more important than colorful outfits. But if you're planning to attend an event where bright, flamboyant clothing is welcome, skip this recommendation. Remember the rule of appropriateness.

Underwear matters, too

Another important criterion that many people ignore is quality underwear. If your date turns into something more, you won't look your best in old, jammed boxers. Instead, wear new but understated (black, gray, navy) fitted pants. That way, you won't feel uncomfortable when going into the bedroom. Finally, remember that a moderately pleasant smell; affects the first impression no less than the outfit. Women choose men by their scent. Use your favorite cologne, but do not overdo it – too strong smells only spoil the first impression.

The main thing is not the price, but the compatibility

It's not the cost but the look on your body. Even the most expensive clothes that don't fit you in the cut will look sloppy. As a rule, a straight or fitted silhouette is the best choice. Suitably sit straight jeans, a thin shirt with buttons, and a jacket, sewn according to individual parameters. Do not chase high prices and brands, but think about quality and comfort. Pay special attention to the shoes; there are other things to look at.

Don't forget the details; they often play a crucial role

Sometimes, even the little things catch your eye, so before you leave the house, ensure everything is in order and the whole look looks coherent and harmonious. For example, check for creases and lint, and make sure your shoes are clean. You show yourself in a bad light if you come in wrinkled clothes or dirty shoes. The woman may be ashamed to be with you. And the second date may not take place. 

Time and place of the meeting

The date's place is of particular importance in the choice of clothing. Choosing a casual look is better if your date takes place during the day. As a rule, for evening meetings, choose a more elegant and strict look. On the other hand, for a casual walk or a visit to a creative venue, you can wear something in the "casual" style. Perhaps you should ask the woman what she is planning to wear – so you can find an appropriate outfit.

Main prohibitions: what not to wear on a first date

Several types of clothing are categorically inappropriate for meetings with a girl. And it can be seen as bad taste. The first is hoodies. They are appropriate for casual encounters and walks with the dog, but the romantic style will indicate your unwillingness to take the time to choose a look. Instead, opt for a bomber jacket if the weather is cold. It also applies to sports pants; choose "chinos" or classic jeans.

Do not wear T-shirts with graphic prints – they are suitable only for hanging out with friends. Flip-flops, complete with shorts and T-shirts – are also not the best for the first rendezvous. With such a look, you can go to the beach, but not for a walk with the lady. Few people like excessive conservatism and puritanism, so even if you wear a suit, refuse the tie and a strict white shirt. 

What can men wear on a casual/daytime first date?

If the date is casual or will take place in the daytime, it is worth considering shirts made of linen, cotton, or flannel. In hot weather, a solid-colored polo or a t-shirt in a primary straight-cut color would be appropriate. On cooler days, you can wear a sweater or sweatshirt.

As for the bottom, the best option would be chinos or jeans. You can pair them with almost any top. Breeches and chinos combined with stylish shoes: sneakers, loafers, or sandals will be topical in hot weather.

How to surprise a girl: original casual first meeting outfit ideas

Even a casual meeting requires careful image selection. In this case, you also need to look stylish. It is important to remember that a simple outfit should be as complete as possible. You can complement your clothes with a smart bracelet or watch. 

Harmonious would be a combination of a shirt and jeans or chinos. It is also essential to pay attention to color. Blue top and olive bottom or beige and blue complement each other well; all shades of brown are in fashion now to create a stunning monochrome look. You can complete the image with shoes and sneakers; even moccasins will do. But the boots should only stand out and attract a little attention. 

Pay special attention to the choice of model and cut of denim trousers. They should not be too tight or baggy. It is better to choose models with a straight cut. Also, avoid jeans with drawings, scuffs, and holes – they look inappropriate on the first rendezvous. 

Creating romance: what to wear on a formal/nighttime first date

For date nights, you need a particular approach to choosing clothes because they usually take place in rather stylish places: expensive restaurants, cinemas, etc. And here, it is essential to look accordingly.

For the cold season, you can choose stylish jackets. An option that is compatible with any image is Harrington jackets. Their essential advantage is the patterned lining. It is the best version of the top for an autumn or spring night out. Leather jackets also look good but are less versatile than Harrington models. 

A stylish and discreet sweater is the best option if you are going to a restaurant. You can pair it perfectly with an Oxford shirt. Another excellent option for a night out is a classic sweater, which you can wear over a monochrome shirt. And remember jackets; they are always in fashion. Some very stylish models can emphasize all the advantages of your figure.

As for bottoms, chinos, linen, wool pants, or jeans are great for a night out. Choose monochrome models in classic colors – black, blue, or gray. Do not wear sneakers; it's better to wear oxfords or other shoes. Loafers or dark shoes will also be appropriate. 

The look of the stylish man: formal first date outfit ideas

A stylish, self-confident man has one quality - he knows what to wear and what suits him. He is self-confident and wears clothes with elegant carelessness while always looking flawless. Any lady will want to go on the second, fifth, tenth, and many more dates with such a man.

The most successful combination is a set consisting of straight or tapered pants and a shirt. This option looks holistic, stylish, and harmonious in most situations. You will look informal, but at the same time, your look will show that the date is essential to you and you approached the preparation responsibly.  

Another good option is a sport coat of brown or gray color, complemented by a loose-cut sweater and dark jeans. Want to look stylish and understated? Opt for a shirt with a zipper and straight denim pants at the top of the collar. 

Remember that the main thing when choosing a look is to be guided by the situation. Therefore, looking stylish and appropriate in this or that situation is essential. Then your woman will want to continue to get acquainted and, perhaps, herself will propose another meeting.