What to Wear on a Date (Since They’re a Thing Again)

There’s one thing I’m truly looking forward to as the world slowly but surely returns to normal: dates. One thing I’m not looking forward to is having to decide what to wear on a date. Choosing the perfect date outfit can feel like more of a daunting task than actually going on the date.

The best outfit for a date depends largely on where you’re going and what you’re planning to do. While you’ll certainly want to look your best, you’ll also want to pick something practical for the setting and activity. You’d much rather spend the date getting lost in your potential BF’s eyes than getting distracted by slipping bra straps and impractical footwear.

But deciphering what outfit you should wear on a date can be easier said than done. That’s why I’ve broken down the perfect outfit for every date invite below.

Not sure what to wear on a date? Below, I’ve got a date outfit idea for every invite.


“Let’s grab coffee.”

Coffee equals day date. And day date equals jeans.

The worst wardrobe mistake you can make on a casual day date is being overdressed. In today’s world of stretch pants and sweatshirt-filled WFH wardrobes, it’s best to skip heels and fancy blouses that can make it feel like you’re trying too hard. Instead, stick with fashionable sneakers and timeless wardrobe staples that look effortlessly chic and put together.

Citizens of Humanity Sabine Stretch High-Rise Straight-Leg Jeans

Citizens of Humanity Sabine Stretch High-Rise Straight-Leg Jeans ($228)

Skip the skinny jeans and go with a pair of figure-flattering straight-leg jeans instead, like these Citizens of Humanity Sabine Stretch High-Rise Straight Leg Jeans. Unlike other pairs of rigid jeans, they’re cut from stretch-cotton denim for a comfortable, curve-skimming fit. The timeless medium wash and vintage-inspired silhouette feel effortlessly cool paired with a simple white tee and sneakers.


“Let’s get drinks.”

When it comes to date night outfits, nothing beats silk. The quintessentially feminine fabric automatically feels elegant and sexy.  Avoid overtly lingerie-inspired pieces in favor of minimalist basics that have an effortless Parisian sexiness about them.

Date Night Outfit Ideas Ciao Lucia Gianna Satin Camisole Top

Ciao Lucia Gianna Satin Camisole Top ($350)

Cia Lucia’s Gianna Satin Camisole Top offers the perfect balance of sexiness and sophistication. Style it with a pair of dark wash jeans, a leather jacket, and your favorite heels for an effortless last-minute date night outfit.


“Let’s catch a movie.”

Casual date outfits should offer your date a taste of your everyday style. Regardless of where you’re headed, you should wear something that feels true to who you are and accurately reflects your personal style. For a movie theater date, you can’t go wrong with a conversation-starting graphic tee and comfortable boyfriend jeans.

Sporty & Rich Be Nice Cotton T-Shirt Casual Date Outfit Ideas

Sporty & Rich Be Nice Cotton T-Shirt ($60)

If you plan on wearing a graphic tee on a date, you’ll need to be intentional about it. Don’t just toss on any graphic tee in your closet. Choose one that says something about who you are and what you love. A band, movie, fashion brand, or witty graphic (like the wellness-focused one on this Sporty & Rich Be Nice Cotton T-Shirt) makes for easy conversation when you grab a bite to eat after the movie.


“Let’s get dinner.”

Dressing up feels like a rare luxury these days, so don’t be afraid to go all out when the occasion is right. Getting all dolled up shows your potential BF you’re intentional about the time you spend together and serious about exploring the relationship.

Anna October Dasha Low-Back Satin Slip Dress What to wear on a date

Anna October Dasha Low-Back Satin Slip Dress ($595)

A dinner date is a perfect opportunity to throw on that dress you haven’t had an excuse to wear in a while. But instead of showing off your cleavage, pick a dress that exposes the skin along your neck and shoulders. The criss-cross straps and drapey low back on this Anna October Dasha Low-Back Satin Slip Dress feel just as sexy as any plunging neckline.

2021-09-03T13:26:02-04:00Fashion, Uncategorized|

Leave A Comment