15 Casual Date Outfit Ideas

Did you know that Americans spent an average of $697 to go on dates in 2019?

Dating and looking for love is a costly and nerve-wracking experience, but it doesn’t have to be. Feel comfortable and confident in your clothes can help you feel more at ease, which only leaves the cost to cover!

If you’re wanting to drop the nerves and only pick up the bill, then have a look at our favorite casual date outfit ideas.

15 Casual Date Outfit Ideas

Whether it’s your first date or you’re committing to date night with your long-term partner, it can be stressful knowing what to wear.

Often it’s best to dress for the occasion. After all, you wouldn’t wear a gorgeous evening dress complete with heels for an activity-based date such as horse riding or kayaking. That’s why if you’re looking for cute casual date night outfit ideas, we’ve got you covered.

1. Oversized Tee

For those who love comfort and who are always trying to incorporate it into their outfits, why not try out an oversized tee complete with a blazer and a pair of knee-high boots. Not only will you play it cool with this outfit, but you’ll also look fierce. 

2. Animal Prints

Did someone say fierce? Step it up a notch on the fierce scale and embrace your wild side with some animal prints. Date night outfit ideas don’t get much better than a leopard print skirt matched with a gold, sparkly top and hoop earrings.

3. Black Skinny Jeans

If you’re meeting for the first time, you’ll want to keep it casual. And what better way is there to keep it casual and look amazing than wearing black skinny jeans. 

Pair the jeans with a white lacy top, black ankle boots, and some red lipstick to really make your look pop.

4. Blue Jeans and White Tee

Going on a coffee date? Everyone knows you don’t need to dress up for this, but what clothes are casual for a coffee date?

We recommend you stick with the classic blue jeans and a white t-shirt combination. Don’t forget to couple the look off with a stylish handmade leather belt and brown leather boots.

5. Leather Jacket

One of our all-time favorite date outfit ideas is to wear a leather jacket and look like a badass. Does anything look quite as cool as a black leather jacket?

The best news is you can add a leather jacket to any outfit. So if it’s cold outside you can just chuck on this jacket and it’ll complete your look (especially if you were going for a rock chic look). 

6. Leather Pants

Don’t own a leather jacket? Not to worry leather pants can also make you look super cool and yet very casual. Pair your leather pants with a casual, plain t-shirt or a sexy blouse and slip on your favorite small heels.

7. Maxi Dress

Feeling summery and wanting to wear a cute outfit? Then why not choose a long, floaty maxi dress? This outfit will keep you looking casual and keep you cool. 

Pair it with a double-layered necklace and remember to accessorize with plenty of jewelry. That’s right, find all your rings and bracelets and put them on.

8. Jumpsuit

If your casual date is going for drinks in a wine or cocktail bar then you want to keep it classy, casual, and cute. So, why not wear a block-colored jumpsuit? 

Block-colored jumpsuits are a great outfit choice for combining all the three c’s! Make sure you wear a jumpsuit that complements your skin’s complexion, whether that’s a red, black, or pastel pink one.

9. Floral Midi Dress

Dig out your floral midi dress to really impress your date. This simple, girly and floaty dress is a great outfit to choose for chilled kind of dates. Couple this outfit with a pair of comfortable sneakers, especially if your date involves a lot of walking.

10. Floral Mini Dress 

Look even more playful and cute in a floral mini dress. Accessorize it with a pair of biker boots and a denim or leather jacket for a grunge look. Alternatively, accessorize your floral mini with a colorful open cardigan and a pair of matching court shoes.

11. Slip Dress

Want to play it casual and still look super sexy? Then you need to slip into a slinky slip dress. What says sexy more than a satin slip dress?

Top off the look with some large hoop earrings and a pair of sandals. However, this option might be a little too daring for a blind first date or a first date if you don’t know the person very well. In this case, add a fitted t-shirt to make it more casual than sexy.

12. Knitted Sweater and Pastel Skirt

If you’re dating in the colder months, then you might need an outfit that is practical and warm. Choose an oversized knitted sweater (in a grey, black, or brown color) and match it with a pastel skirt (pink, yellow, or blue). With this outfit, you’ll look casual and cool, but still be warm.

13. Crop Tee and Denim Skirt

If you’re dating in the warmer months, you’ll want an outfit that looks casual but keeps you cool. With a cropped tee and a denim skirt, you’ll be able to stay cool (temperature-wise) while looking cool (style-wise). Oh, and you’ll also get to show your date a bit of skin too.

14. Black Dress

If you want to feel confident during your date, it’s best to go with an outfit that you enjoy wearing. That’s why you should pull out your favorite little black dress. Pair your black dress with some white sneakers to keep the look casual and add a denim jacket or colorful blazer.

15. Stripey Tee and Shorts

If you’re heading to the beach on your date, keep it casual with a stripey tee and a pair of denim shorts. Complete the look with a large sun hat, some large bracelets, and a beach bag.

Choose the Right Casual Dress to Impress

Dates can be nerve-wracking but stop pulling out clothes from your wardrobe and panicking that you have nothing to wear. And instead, find an outfit that suits you from our 15 casual date outfit ideas. Remember when it comes to finding the right outfit for you, make sure you feel comfortable and sexy in it. 

If you enjoyed reading this article, make sure you check out some of our other ones for the latest fashion tips and tricks.