Best Fashion Looks for a First Date

Is there a certain someone you have your eye on? 

First dates are a unique opportunity. You only get one shot at making a first impression, and you really want to make a good one. Did you know that your personal style is one of the most important factors that plays into the success of meeting someone? 

The personal style includes everything from the way you carry yourself to how you speak. However, the most undeniably prominent part of personal style is your fashion sense. The majority of your unique character will be portrayed through your first date outfit, so you best make sure that it’s a good one that honestly represents who you really are!

The best fashion looks for dating are those that you actually like wearing. Above anything, you should feel comfortable in your clothes and beautiful in your own skin. This will make you feel confident, and everyone knows how sexy confidence is on a woman!

Below is a fashion guide that will help you dress your best for a good first impression. If you use these tips wisely, you’re bound to end up with the best clothing you’ve ever worn!

Dressing Tips

Read through the following questions and tips to help you understand your personal style:

  •       Do you consider yourself someone who prefers pants or skirts? Ask yourself which option you usually gravitate towards when you want to feel your prettiest.
  •       Do you want to wear heavy makeup, light makeup, or no makeup? 
  •       What kind of shoes make you feel like a million bucks? Do pumps and flats work best with your personal style, or are you more of a heels girl? 
  •       Where and when are you two meeting? Location and time are two extremely important elements to consider when dressing up for dating.

Allow yourself time to think about the answers to these questions. They will give you valuable insight into making the best decision for your upcoming date outfit. 

How to Pick Your Clothes

Your clothes take up the most space when dressing up, so it makes sense that you’d want to use them to channel out your personal style. However, before choosing your clothes, you’ll need to consider the location and time.

Are you meeting for a morning coffee? If so, you may want to opt for something more casual, like your most flattering jeans and a pretty top. While this may sound basic, remember that there are many different jeans styles to choose from, and even more when it comes to shirts! Here is a list of options to consider for a morning date:

  •       Skinny jeans with a light-colored peplum top
  •       Boyfriend jeans and a t-shirt that glides right over your skin
  •       If you’d like to wear a skirt instead, why not try a long and flowy one to suit the morning hours?
  •       Alternatively, you can even try a summer dress and throw on a cardigan if it’s chilly. 

If you’re going to a fancy restaurant in the evening, you can try one of the following outfits:

  •       A knee-length skirt to show off your calves while maintaining a healthy degree of modesty. You can pair this with an appropriate top, perhaps in silk or taffeta. 
  •       Semi-formal pants with a statement top in a luxurious material

Remember, though, that clothes mean nothing if you’re not feeling your absolute best in them. So, try to go for something that makes you feel amazing and comfortable. Too often, people opt for ill-fitting dresses in an attempt to look like a fashion magazine model; but you need to remember that your date is not expecting a model (unless you are one), nor do they want a model. They just want you, so dress like yourself!

Psychologists on note that there is no value if you do not like your own look, so dress for yourself first. That way, you’re bound to exude powerful confidence, which can transform any first date outfit into an awesome one!


Footwear can make or break your look. Go through your closet and find a pair that matches your current clothing. Alternatively, you could begin with your favorite pair of shoes and dress accordingly. Choose whichever option feels best to you-it’s your date, anyways! 

Above all, your shoes should make you feel comfortable. You’re going to have to walk in them, so opt for a pair that lets you walk your best walk. Whether this means high heels, flats, sneakers, or combat boots, if it compliments your clothes and makes you feel like a queen, go for it!

 Jewelry, Makeup, and Other Accessories

Are you fond of jewelry? Is it generally a staple in your daily style? If yes, then go ahead and wear some on your first meeting. However, if you’re the type to generally make do with a statement watch, then you can go for that, too.

While representing your personal style is excellent, it is still important to remember that you’re dressing up to meet someone (potentially special) for the first time, so do consider wearing some jewelry. However, if you’re 100% sure it isn’t your personal style, then feel free to skip it.

Makeup is another area that comes with no rules. Contrary to popular belief, men do not expect women to wear makeup on occasions like this, nor do they feel that women look awful without it. If you’re someone who likes makeup, though, go for it! 

You might prefer to focus on skincare or perfume instead of makeup. This is also an excellent option. Do whatever works for you best. 

Final Thoughts

Dressing for a first date can be daunting, but if you follow the tips in this guide, you’re bound to end up with a classic outfit. The most important thing to remember is that you should feel your best self when you’re dressed up, so follow your heart when picking out an outfit. The person you’re meeting will love to see you stay true to your personal fashion style.