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Casual-Cute Outfit Ideas for Every Type of Date Night

Post by Jenn Wang

Going on a date can be exciting and a bit nerve-wracking all at the same time. On top of all the date jitters is the inevitable panic of, “what the heck am I going to wear?!” Don’t worry, girl. I’ve got you covered with my top casual-cute date night outfit ideas so you can focus on having fun no matter where date night takes you.

date night outfit ideas: after-work drinks or dinner

Let’s Go Dutch

Weeknight happy hour and dinner dates are great for making the work week go faster. But who has time for a wardrobe change after work? Not you, you busy goal-crusher and champion multi-tasker. I know you’re already planning ahead in the morning for an outfit that can take you from work to your post-work date, so wear a fun, yet professional outfit by pairing a blazer and skirt with fun prints (like polka dots!) It’s appropriate for the office without being too drab for date night.

date night outfit ideas: sports event

Kiss Cam Ready

What’s a good sports event date outfit? Err on the casual side—nothing’s more awkward than trying to climb bleachers in heels and a dress. Try ripped denim and a plaid shirt for the ultimate casual-cool ensemble that’ll knock your date’s socks off. Choose a compact bag so you can keep your belongings handy without worrying about other spectators stepping on your purse as they climb over you to get more popcorn.

date night outfit ideas: movie

Movie Magic

You may be sitting in the dark for the majority of your movie date, but wearing a cute outfit will help give you a boost of confidence, whether it’s your first date or your 40th. Go for a sweater with a flirty tie or slouchy off-the-shoulder silhouette that will keep you comfy in the cool movie theater. Plus, a cozy outfit is always great for some theater seat snuggling! Wear it with jeans that stretch so you can sit for 2+ hours comfortably.

date night outfit ideas: concert

Rock the Night Away

If you have a concert date, you’ll want to ensure you’re wearing something breathable (gotta be comfortable while dancing and singing at the top of your lungs!), but that doesn’t mean you have to sacrifice style. Wear fun, detailed jeans with a casual flowy top and pair with a trendy crossbody so you can hold on to your essentials without worrying about your purse falling off your shoulder while fist pumping.


Dresses Night Out style Style Edit

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