Cropped sweatshirts can also be intimidating because, in case you couldn’t tell, they are very Cool (with a capital c). They’re worn by supermodels like Gigi Hadid and badass celebrities like Zendaya. They are an Instagram “Thing” and everyone wearing them in the outfits below make me feel much less cool than I am. But! The good news is that you can wear whatever you want, and anyone can look good in one of these little hoodies, whether you think you can or not. Just pull it off and be confident! Take some inspiration from the outfits below, and you’re already halfway there. Check out these style tips on how to wear a cropped sweatshirt this winter:
1. The most popular way to wear cropped sweatshirts is in an athleisure inspired outfit. Pair yours with sweats or leggings and a baseball cap. A luxe bag and cute sneakers make this look like the trendiest outfit ever:
2. Keep things a little less casual by wearing your cropped hoodie with high-waist jeans and cute sneakers.
3. You can dress up that same style with an all-black outfit complete with heels.
4. Wear your cropped hoodie with a skater skirt, tights, and either ankle boots or sneakers and socks.
5. Take one you already have and knot it in the front, as high as you’d like. This looks surprisingly chic with skinny jeans and a pair of heeled booties.
6. If you’re all about showing off a little midriff, wear your cropped sweatshirt with jeans that fall below your belly button.
7. You can try that same look, and add a plaid shirt tied around your waist for some ’90s grunge vibes.
8. If you’re feeling bold, try this trend: a cropped hoodie with bright jogger sweatpants and a pair of heels. It will definitely make you stand out.
9. Not about that exposed stomach life? Layer your cropped sweatshirt over another tank or tee.
10. Make a cropped sweatshirt look more professional by wearing it with a pencil skirt and heels, then adding a small scarf tied around your neck.
11. Or, try a slightly less trendy take on that look: your hoodie with a pencil skirt and some layered necklaces.
12. Some cropped sweatshirts are just a little bit longer. Keep it simple by wearing these with skinny jeans and a cool pair of sneakers. The accessories here are what makes this look less boring.
13. Want to be super comfortable? Wear your hoodie with sweatpants and a pair of sneakers. That’s literally it.
14. Make your cropped sweatshirt super fancy with luxe additions, like a leather skirt, gold necklace, and stylish heels.
15. Or stay casual and comfy in leggings and a baseball cap.
16. Opt for a more embellished cropped sweatshirt, like this one with arm cut-outs.
17. Make a tight bodycon dress work for winter by layering it under a cropped sweatshirt.
18. Do something unexpected, like wearing your sweatshirt over a long button-down shirt or shirtdress.
19. Go for a street cool vibe with jogger pants, heels, and a beanie.
20. A cropped sweatshirt and a denim mini skirt just look right together. Add tights if you’re cold.
