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Whether you’re meeting your boyfriend for a weekend coffee date or hanging with a few friends at your local coffee shop, dressing for the occasion is something to be talked about. Coffee dates are primarily casual meet-ups, so comfy and casual outfits are the perfect go-to. As much as we would elan to wear leggings and a sweatshirt most days, finding cute ways to style an outfit while still making it comfortable is the goal.
Don’t worry! We aren’t going to ditch the sweatshirt and leggings completely. We’re just going to elevate these pieces to create a more sophisticated, put-together look. Doing this can be a bit challenging, so we’ve assembled 6 easy, comfortable outfits that are perfect for your next coffee date.
Keep scrolling to read more and shop each of the outfit ideas.
Want more outfit ideas? Check out these articles:
- Traveling Soon? Here Are 6 Comfortable & Stylish Outfits to Wear
- Bubble Skirts Are Back – Here’s How to Wear Summer’s Hottest Trend
Comfy Closet Staples to Keep on Hand
Oversized Sweatshirt: When the weather is chilly outside, opting for a cute, oversized sweatshirt is a casual option that you can make stylish. Pair it with jeans, a belt, and some cute flats for a more elevated look.
Cozy Sweater or Cardigan: In the colder months, a cardigan is perfect for styling on a coffee date, and in the warmer months, a light cardigan is great for layering and creating a more put-together outfit.
Comfortable Jeans: One thing about us is that we could live in jeans for the rest of our lives, but finding comfortable and cute jeans has taken us years to narrow down our favorite brands.
Lifestyle Sneakers: Having two or more lifestyle sneakers in your wardrobe is a must. They can be dressed up or down for any occasion. Plus, they are super comfortable to wear all day long.
Flats: The past couple of years, our love for simple ballet flats has grown. The most comfortable flats we’ve found are these Dolce Vita flats and these Rothy ballet flats. You can’t go wrong with either one.
6 Comfy Coffee Date Outfits
1. Graphic Sweatshirt + Dark Wash Jeans + Ballet Flats & Socks
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This is our go-to look for a coffee date when it’s chilly outside. It’s the ultimate comfier outfit, and perfect for casual date days. Pair your favorite dark ash jeans with an oversized graphic sweatshirt. Throw on some cute ballet flats for a more elevated look and accessorize with your favorite layered jewelry and mini bag.
2. Comfy Jeans + Matching Cardigan-Tank Set + Cute Sneakers
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Finding the perfect pair of “comfy jeans” can be challenging. We’ve found that FRAME jeans are the butter soft jeans and are equally as cute worn with any kind of top. There are so many ways to style them.
For this fit, we opted for a matching cardigan and tank set to create a more put-together look. Wear some of your favorite white-tone lifestyle sneakers, gold jewelry, and a fun bag to complete the look.
3. Maxi Skirt + White Tee + Bead Belt + Mesh Flats
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All the New York girlies are wearing this outfit this spring and summer, and we’re slightly obsessed with how cute, comfortable, and easy it is to put together.
Start with a cute maxi skirt and fitted white tee. Then, layer a braided belt for a unique touch. To finish off the look, throw on some black, mesh ballet flats, pull your hair back in a cute clip, and toss a red bag over your shoulder.
4. Capri Jeans + White Top + Bean Belt + Flip Flop Sandals
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A trend we’ve been seeing emerge all year long is Capri jeans. It’s been since the ‘90s that we’ve seen this trend come around, but we’re 100% here for it.
To create a comfy coffee date outfit with capri jeans, style them with a flow top (like the white one above), a loose beaded belt for personal style, and some bright red flip-flop sandals. Add some more personality with a fun handbag and jewelry.
5. Relaxed Cargo Pants + Ruffle Tank + Cream Mesh Flats
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We absolutely adore this coffee date outfit. It’s simple, but so stylish. Plus, it’s something you can wear around town to run errands afterwards. Start with some relaxed cargo pants. We love how these have a patch on the knee for character. Then, pair it with a light ruffle tank, some mesh ballet flats, and your favorite accessories.
6. Casual Maxi Dress + Strap Sandals + Gold Accessories
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Surprise! We even added a comfortable dress look that you’re going to love. The gorgeous ribbed maxi dress is perfect for a casual coffee date. Pair it with some adorable stripy sandals (like these from Dolce Vita) and some fun accessories (like these shell hair clips and adorable charm bracelet).
