What to Wear on a Date

Laura Tolentino

Updated on:

First impressions can be formed within seven seconds, so taking extra care when selecting your clothes and makeup will ensure a great first impression on your date. Spending some extra minutes planning an outfit will leave them with a memorable memory of you!

On a casual coffee date, women may opt to wear jeans paired with an eye-catching top and blouse, complete with handbag and drop earrings for the finishing touches.


First impressions can be formed within 7 seconds, so make sure your outfit makes an impressive first impression. This is why it is important to know what to wear at a date. From casual lunch dates and dinner dates to pub nights and more formal occasions like cocktail receptions and gala events, wearing appropriate attire will help ensure you look your best and feel confident.

An evening date requires something formal; therefore a beautiful print midi dress paired with strappy heels makes an excellent statement. Conversely, for something more relaxed try pairing box-fresh sneakers with skirt or dress for an easygoing style.

If dresses aren’t your style, try pairing dark washed jeans with an elegant blouse to achieve an effortlessly put-together casual look. Accent this ensemble with statement earrings and an eye-catching shoulder bag; your sure to turn heads.


Evening dates require something dressier than jeans and a T-shirt. A wrap or shirt dress that cinches in at the waist can be especially flattering and comfortable; pair it with ankle boots or low heels for an elegant look, or choose flats for greater walking comfort.

Casual dates call for jeans; select those free from excessive wear, ripped details and distressing for an unfussy appearance. Pair your denim jeans with either a classic sweater in an eye-catching color, or something dressier like an eye-catching tailored wool coat featuring fun patterns for maximum effect.

At any event – happy hour, dinner or otherwise – this outfit exudes nonchalant elegance. Accessorize with sneakers and crossbody bag for daytime dates or switch things up by switching out for heels and jewelry at nighttime events.

Polo Shirts

A polo shirt and jeans is an iconic ensemble for casual dates, often complete with dressy shoes, dressy watch and feminine accessories like necklace or bracelet. Add an air of sophistication by applying light makeup and infusing natural scent into your look.

A nice polo shirt sends the message that you care about your appearance. Select a fitted style that’s comfortable without being tight; roll your sleeves if it gets warm but leave them below the elbow; this looks polished while emphasizing your biceps and adding mystique.

Stay away from cotton sweatpants that are too casual and sloppy for first dates; opt instead for performance chinos or high-quality jeans, layering your look appropriately with an opposite tone cardigan that matches your polo color and an appropriate cardigan to create the ultimate casual date look, such as visiting museums or taking in live music performances. This outfit makes an impressionful first impression.


Skirts are your go-to solution when formal occasions require formal wear. Pair a mini or midi skirt with a fitted top (pear-shaped women will benefit greatly from a fitted blouse), add a leather belt for added flair, and complete your ensemble by pairing the outfit with heels to complete it all.

When it comes to skirts, opt for neutral colors that exude confidence and suit the occasion. If your date enjoys trendier pieces, something like a puff sleeve may add an eye-catching element – while open back or carefully placed cutouts work great during summer dates. In fall dates consider soft pastel hues while spring dates might call for florals that complement your skin tone.


If you’re meeting up with your date for an formal occasion such as dining at an expensive restaurant or attending an exclusive club, wear something that fits well and flatters your figure. Avoid dresses with frills or features that could distract them from what you have to say.

For casual first dates, wear a skirt that falls just past your knees – this length suits apple-shaped figures while it works just as well on pear-shaped ones.

As an alternative, jeans, cigarette pants or roomy joggers paired with a polo shirt or tee can make for an appropriate casual date outfit. Blazers can add another element, though try avoiding ones with too much branding or too much skin showing; instead opt for more elegant and professional-looking options such as pique knit polo shirts instead.