couple having picnic in a field
Photo: Ron Lach

Whether you have a casual meeting with your friends, an official business conference, or a romantic date night with your partner, the degree of success of such a gathering largely depends on how confident you feel. The level of confidence, in turn, depends a lot on what you will be wearing. As Yves Saint Laurent once said: “I have always believed that fashion was not only to make women more beautiful but also to reassure them, give them confidence." 

The fashion maestro was right, as he always was! But, how to make yourself more comfortable and confident in an outfit? There are a bunch of fashion essentials and other little tips and secrets that will help you to feel (and look) your best on a romantic date. From an everlasting little black dress to fashion don'ts: here are a few ideas that will help you get ready for the date.

#1. Little Black Dress

No matter how trite it may sound, a little black dress is always a win-win piece. It is highly fashionable, very feminine, and suits absolutely everyone. The only thing you need is to choose a cut and model that will suit you well, emphasizing the beauty of your figure.

Style your little black dress for a romantic date with a denim jacket or cardigan in the cold time of the year, or with a see-through blouse and a pair of sandals in the summer. If you feel that your dress looks a bit dull, go ahead and add some statement jewelry.

#2. Romantic Look with a Skirt

An outfit with a skirt is another timeless look you should consider. It may be time-consuming to gather up a whole look, but who doesn't like a little fashion challenge? This fashion season pleated skirts and skirts with other trendy prints are in style. For a bolder and more seductive look, go with a leather pencil skirt – it will sit beautifully on the hips, creating a feminine silhouette. 

close-up of two legs in heels with pompons
Photo: Apostolos Vamvouras

#3. Heels, Heels, Heels!

When it comes to a pair of date shoes, two letters “H and Q” reign here – heels and quality. The former drives men crazy (proven by numerous surveys!), the latter is visible from afar and is the key to comfort when walking (or while dancing), so wear your best pair of black high heels. They are universally flattering and go with anything in the wardrobe.

#4. Another Everlasting Piece – Jeans

For some reason, you decided that the dress is not your variant for tonight's date? Then feel free to put on a pair of your most flattering denim jeans. They are a great option if you're going on a date after work from the office. The dress often wrinkles and is not always comfortable to wear at work, when jeans are always comfy.

Also, jeans are considered quite democratic clothing. Today we can rock them even on an official occasion, opera, or theater. On top of that, jeans can be chosen completely diverse – it can be either a classic shirt or a crop top with a twist.

Beyond just the outfit, the choice of venue significantly shapes how your carefully selected look will be received and appreciated. Whether you're wearing that perfect pair of jeans with a classic blouse or opting for something more daring with a crop top, the right setting allows your style choices to shine. When you've put thought into creating a look that balances comfort with sophistication, choosing a restaurant known for exceptional quality, like finding the top steak in Soho, ensures the entire experience matches the effort you've invested in your appearance. A venue with both culinary excellence and the right atmosphere becomes the perfect complement to an outfit you feel confident wearing.

stulish woman with red hair in a green mini dress
Photo: Rikki Matsumoto

#5. Fashion Don'ts

If this is your first date, it is better to say no to the: miniskirts – they are not as comfortable, as appealing as they look. It will be hard to relax for both you and your partner; strict attire – a pencil skirt with a silk blouse is a very beautiful look, but you don't want to look too harsh during a romantic dinner; sportswear and shoes – no matter what kind of date you are on, the exception is hiking in the mountains.

#6. Don't Forget to Accessorize

“First decide who you are, then decorate yourself accordingly,” said the ancient Greek philosopher Epictetus many centuries ago. Today, this epic remark stays just as relevant. Choose jewelry and accessories based on your personal preferences and your outfit for the day. Remember that it is always easy to go overboard with accessories, so less is more.

beautiful woman in a printed dress with a rose in her hand
Photo: Michelle Leman

#7. Surprises are Always Welcomed

Have you been together for some time? Then surprise him, and he will remember this date! For instance, you are a fan of pants and shorts, and never wear dresses. On this romantic date night, go for it and put on a dress. A fan of alternative styles and dark colors? Dress up a little brighter than usual and add some fun prints to the ensemble. Don't wear makeup? Maybe tonight you can try putting on some lipstick and mascara. And do not be afraid of experiments, let him be surprised! 

#8. Comfort Goes First

Comfort is one of the most important feelings that precedes confidence. It is very important to feel comfortable in your clothes. Therefore, never sacrifice your comfort for looks. It is best to choose clothes and accessories that make you feel good. The fabric of the clothing should be pleasant to the skin. It should be breathable and lightweight.

Wrapping Up...

Now that you're armed with these 8 essential fashion strategies, it's time to put them into practice! Head to your closet and start planning that perfect outfit. Don't overthink it – focus on comfort, fit, and those small, memorable details we discussed. A little preparation goes a long way. Ready for more date night advice? Check out my article on Cupid-Approved Makeup Looks!

Lots of love,
Liz