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Petite Dressing

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ClassyTrendy · June 27, 2024

Don’t Know What to Wear to a Casual Date? These are the 25 Best Outfits

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If you are going on a casual date, it is important to find the right styles that make you feel relaxed but also confident. If you are looking for inspiration, here we have 25 best outfit ideas you must try!

Table of Contents

  • Leather Jacket
  • Knit Pullover
  • Bodysuit
  • White Wide Leg Pants
  • Denim Jacket
  • Black Cardigan
  • Ankle Boots
  • White Jumpsuit
  • Ankle Length Jeggings
  • Off-the-shoulder Top
  • Satin Cami Top
  • Fitted Camisole
  • Cropped Polo Shirt
  • Zip Up Sweatshirt
  • Utility Jacket
  • Mom Jeans
  • Cropped Hoodie
  • Corduroy Pants
  • Long Cardigan
  • White Sneakers

Leather Jacket

Casual date outfits- leather jacket white crop top and shorts

Prepping for your casual date? You can definitely flaunt an effortlessly casual attire while still making it look very stylish by going for an edgy leather jacket paired with a basic tank top and laid-back denim shorts.

Knit Pullover

Casual date outfits- jeggings with pullover and boots

If you want to cozy up for when the days get a bit chillier, a knit pullover should be perfect for those casual dates with your lover! Pair your cozy knit pullover with basic skinny jeans and ankle boots for more warmth, while still maintaining a flattering fashion style that showcases your natural figure.

Bodysuit

Casual date outfits- flare jeans and bodysuit

Flaunt that gorgeous body shape of yours without wearing something that’s too revealing on your casual date! Go for a bodysuit and pair it with something that has some flattering volume such as flared jeans to achieve a balanced look.

White Wide Leg Pants

Casual date outfits- denim jacket and wide leg pants

White wide leg pants are super versatile and they’re something you can wear both on casual and formal dates. For an impromptu casual date, wear your white wide-leg pants with a matching white crop top and denim jacket to get that comfy, laid-back feel.

Denim Jacket

Casual date outfits- denim jacket and inspo-cord pants

As we all know, a denim jacket is a casualwear staple, which also makes it perfect for a casual date because of how effortlessly stylish it is! It gives you that chic aesthetic without trying too hard at all!

Black Cardigan

Casual date outfits- black cardigan with corduroy pants and ankle boots

It’s easy to make something so basic such as a shirt and jeans ensemble look more stylish – just throw on a nice black cardigan to give it a more layered look! I suggest opting for a cozy knitted fabric that can easily warm you up when it gets chilly.

Ankle Boots

Casual date outfits- ankle boots, jeans and turtle neck sweater

Wearing a pair of ankle boots can elevate your casual date outfit while keeping you stylish and comfy. They’re perfect for a relaxed yet fashionable look and they can also look good with a wide variety of outfit mixes.

White Jumpsuit

Casual date outfits-white jumpsuit

Planning a casual date on a bright summer day? This airy white jumpsuit should give you that much-needed comfort and visual radiance. Slip into a pair of vibrant red heels to bring some color to your outfit!

Ankle Length Jeggings

Casual date outfits-white crop top black ankle-length jegging

Jeggings are known for their super comfy nature, a hybrid between stretchy leggings and the casual style of denim jeans. Wear your ankle-length jeggings with a fitted crop top and a pair of white sneakers if you feel like going for a modern athleisure look for your next casual date with your babe!

Off-the-shoulder Top

Casual date outfits-Crop top with high-waisted mom jeans and a statement belt, finished with sandals.

The off-the-shoulder neckline is one of the best ways to show off a bit of skin and showcase your gorgeous decolletage without looking too provocative. You know, just the right amount of “flirty”! Pair it with jeans and you’re ready for your casual date!

Satin Cami Top

Casual date outfits-cami top, black jeans and sneakers

If you’re thinking of something easy to pull off but looks elegant, go for a satin cami top! It is a great choice for a casual date for it gives a touch of luxury to your outfit and drapes beautifully over your figure.

Fitted Camisole

Casual date outfits- wide-leg jeans with camisole

Another top that has the same figure-flattering features such as the cami top and bodysuit is a fitted camisole. Its breathable fabric and carefree silhouette should be great on your next casual date, all you need is to pair it with your favorite jeans!

Cropped Polo Shirt

Casual date outfits- white jeans with cropped polo

Polo shirts have this casual yet upscale vibe that’s super easy to pull off. Having it in crop length should give it a more youthful and trendy vibe aesthetic, especially when you pair it with high-waisted wide leg pants.

Zip Up Sweatshirt

Casual date outfits- sweatshirt with denim shorts

Don’t you just love how effortlessly chic this zip up sweatshirt and denim shorts outfit is? The carefree look and vibe of this ensemble should be an easy casual date outfit option for you to put together.

Utility Jacket

Casual date outfits- mom jeans with utility jacket

A basic white tee and a pair of jeans should be a super chill casual outfit, but maybe not too stylish enough for a date, right? To level up your casual outfit, wear a stylish utility jacket for added depth and style!

Mom Jeans

Casual date outfits- leather jacket with mom jeans and sneakers

Mom jeans are perfect for spontaneous casual dates because of how relaxed the fit is, plus the leg shape also gives that retro vintage charm. Wear them with a moto jacket for a touch of edge and white sneakers for that comfy balance.

Cropped Hoodie

Casual date outfits- high waisted jeans, crop top, and cropped hoodie

If you think a cropped hoodie is nothing more than something you can wear on a morning jog, well, with the right pairing, it can also be a fab pick for a casual date! Wear it with high-waisted jeans and a crop top for that playful twist, showing off just the right amount of skin for a laid-back yet stylish overall vibe!

Corduroy Pants

Casual date outfits- corduroy pants, black top and beige jacket

Corduroy pants have that distinct vintage charm that makes them a stylish choice for a cozy casual date with your sweetheart. Pairing them with a sleek black turtleneck top adds sophistication, while an edgy bomber jacket should give you that elevated modernity.

Long Cardigan

Casual date outfits-Cardigan with jeans

Thinking of going on a casual date right at the spur of the moment without spending hours and hours on an outfit? Take this casual date outfit pairing a long cardigan with a black V-neck top layered underneath, styled with the classic straight-leg jeans!

This outfit is super comfy and casual, but still very chic for a nice casual date. It can also help cozy you up a bit during transitioning seasons.

White Sneakers

Casual date outfits- white blouse and jeans with sneakers

I know how the idea of enduring walking in high heels when you’re on a date can be absolutely nerve-wracking! Well, white sneakers will always be a stylish and versatile choice to offer your casual outfit a fresh and modern look.

Whether you choose to get a nice lunch or just stroll around during your casual date, white sneakers should be your comfy style confidante.

Posted In: ClassyTrendy

Hello there! My name is Chi Li, 5'2", founder of PETITE DRESSING, the clothing line for women 5'4" & under. Are you petite and have you been frustrated with what to wear?
This is an issue few truly understand and even fewer brands truly address.
Being petite myself, I have been writing about fashion for short women since 2016 and my brand petitedressing.com has touched the lives of millions.
My styling concepts for petite women not only focus on the perfect fit but also on flattering & elongating the petite frame for a lean silhouette, optimizing the proportions.
Shop my clothing line here.

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