
Dressing appropriately for the occasion is key.
A first date that isn’t too much too soon is the right approach.
A coffee date, ice cream, brunch, lunch, a walk, a smoothie, juice, frozen yogurt, etc., are all appropriate first dates.
The first date is about determining compatibility.
It isn’t about showing off and doing too much.
Keeping a first date simple makes it easier for you to not overthink what you wear.
A classic polo or casual button-down shirt with rolled-up sleeves, khaki or jean slacks, and casual but classy shoes such as loafers, chukka boots, or high-end sneakers is appropriate for a low-key first date.
Whether it be a coffee shop, ice cream, or the like, you can’t go wrong wearing an outfit in this vein.
The goal shouldn’t be to go overboard with what you wear on a first date.
If anything, overdressing for a first date could make your date feel awkward.
When you are out on a coffee date, wearing an expensive fitted suit makes you look out of place.
The intention is to impress your date, but it does the opposite.
It makes her feel uneasy, and instead of focusing on the conversation at hand, she is wondering why you are so overdressed.
After all, she came to the coffee shop appropriately dressed for the occasion.
A floral V-neck blouse with high-waisted wide-legged or straight-legged jeans and easy slip-ons, versatile loafers, or flats.
Be sure to dress appropriately for the occasion so that neither one of you is left feeling uneasy.
Rather than a casual first date, there are men who set up more elaborate first dates.
This isn’t advisable with someone you are meeting for the first time.
Notwithstanding, there are some men who want to go out of their way to impress a woman on a first date.
This is where they are setting up elaborate dinner dates at high-end restaurants and buying tickets to concerts, operas, and professional sports events.
If you choose to do this, be sure to wear clothing that is appropriate for the occasion.
A personal closet deficient of an outfit that would fit the aesthetic of a high-end dining restaurant requires an outfit update.
Yes, that means you need to go clothes shopping before the date.
The right outfits to wear for a dinner date are a slim- or regular-fit button-down dress shirt, wool-blend or tailored chino trousers, and leather dress shoes such as oxfords, wingtips, and derbies.
Use colors in your overall outfit that complement each other while showing contrast at the same time.
If you wear a lighter dress shirt, match that with pants that are a little darker and even darker shoes.
This provides a nice blend of colors with no one color overshadowing the other.
In the event you choose to take her to a concert on the first date, do your research on the location beforehand.
Find out whether the concert is indoors or outdoors.
When a concert is outdoors, wear an outfit that breathes.
Material that is lighter, such as linen, wool, and cotton, allows your skin to breathe.
Since you are certain to be in a crowd, you shouldn’t wear heavy clothing and dark colors.
These retain heat, which will make you uncomfortable and sweaty throughout the outdoor concert.
When what you wear is making you uncomfortable, it is that much harder to be yourself.
Your body language becomes anxious, which could rub off on your date, making her feel stressed.
Should the concert be indoors, you have the latitude to be dressier.
The internal air conditioning offsets the worry of wearing an outfit that overheats.
Wear a versatile, lightweight navy or charcoal blazer with a slim-fit dress shirt and loose-fit tailored pants with Chelsea boots or minimalist leather sneakers.
The key to wearing the right outfit on a first date is to wear one that fits the occasion and is comfortable on you.
