How to Wear High Top Converse

I’ve got a confession: I’m a Converse addict. High tops, low tops, classic black, or bold colors – I love ’em all. But my absolute faves? High top Converse, baby. They’re the perfect blend of cool and comfy, and I’ve spent years perfecting the art of styling them for any occasion.

Want in on my secrets? Stick with me, and I’ll show you how to wear high top Converse like a pro. Trust me, once you’ve mastered these styling tips, you’ll never want to take your Chucks off. Let’s do this!

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How to Style High-Top Converse for Different Occasions

High-top Converse are a classic sneaker that have been around for over 100 years. They’re the perfect shoe for any casual occasion, but can you really wear them for anything other than running errands or hanging out with friends? The answer is a resounding yes. With a little bit of styling know-how, you can rock your high-top Converse for just about any occasion, from a laid-back weekend brunch to a dressier event. Here’s how to style your high-tops for different situations.

Casual Outfits with High-Top Converse

For a casual, everyday look, pair your high-top Converse with skinny jeans or shorts and a simple t-shirt or graphic tee. This is my go-to outfit when I’m running errands or meeting friends for coffee. It’s comfortable, effortless, and always looks good. If you want to elevate your casual look a bit, try adding a leather jacket or a denim jacket. This adds a bit of edge to your outfit and makes it feel more put-together.

Dressing Up High-Top Converse

Believe it or not, you can actually dress up your high-top Converse for slightly more formal occasions. The key is to balance the casualness of the sneakers with dressier pieces. For example, try pairing your high-tops with a slip dress and statement jewelry. The contrast between the feminine dress and the edgy sneakers creates a cool, unexpected look that’s perfect for a night out or a creative work environment. You can also wear your high-top Converse with a suit for a more casual take on formal wear. Just make sure the suit is well-tailored and the sneakers are clean and in good condition.

High-Top Converse for Work

Speaking of work, can you really wear high-top Converse to the office? It depends on your workplace dress code, but in more casual or creative industries, it’s definitely doable. Pair your high-tops with well-fitting trousers or chinos, a button-down shirt, and a blazer for a put-together look that’s still comfortable and stylish. Stick to neutral colors like white, black, or navy for a more professional vibe.

High-Top Converse for Special Events

If you’re attending a more laid-back wedding, party, or other special event, high-top Converse can be a great choice. They’re comfortable for dancing and add a playful touch to your outfit. Try wearing your high-tops with a midi dress or jumpsuit in a fun print or bright color. Add some statement earrings and a clutch, and you’re good to go. Just make sure to check the dress code beforehand – some events may be too formal for sneakers, no matter how you style them.

Outfit Ideas for Wearing High-Top Converse

Now that you know how to style high-top Converse for different occasions, let’s dive into some specific outfit ideas. These are some of my favorite ways to wear my high-tops.

High-Top Converse with Jeans

You can’t go wrong with the classic combination of high-top Converse and jeans. For a casual, everyday look, pair your sneakers with skinny jeans or mom jeans and a simple t-shirt or crop top. If you want to dress it up a bit, try wearing your high-tops with straight-leg jeans, a blouse or nice top, and a leather jacket. This is a great outfit for a date or a night out with friends.

High-Top Converse with Dresses

I love the unexpected combination of high-top Converse with feminine dresses. It’s a cool, edgy look that’s perfect for summer. Try pairing your high-tops with a floral sundress or a slip dress in a solid color. Add a denim jacket or leather jacket for a bit of edge. For a dressier look, wear your high-tops with a midi dress and statement jewelry. This is a great outfit for a wedding or a nice dinner out.

High-Top Converse with Shorts

High-top Converse look great with shorts of all kinds, from denim cutoffs to tailored shorts. For a classic summer look, pair your high-tops with denim shorts and a white tee or tank top. If you want to dress it up a bit, try wearing your high-tops with tailored shorts, a button-down shirt, and a blazer. This is a great outfit for a summer wedding or a nice brunch.

High-Top Converse with Skirts

Skirts and high-top Converse are another unexpected combination that I love. For a casual, laid-back look, pair your high-tops with a denim skirt and a graphic tee. If you want to dress it up, try wearing your high-tops with a mini skirt in a fun print or bright color. Add a blouse or nice top and some statement jewelry for a put-together look. You can also wear your high-tops with a longer, flowy skirt for a bohemian vibe. Just make sure to balance the volume of the skirt with a fitted top.

Tips for Wearing High-Top Converse

Now that you have some outfit ideas for your high-top Converse, here are a few tips to keep in mind when styling them.

Choosing the Right Socks

The socks you wear with your high-top Converse can make a big difference in the overall look of your outfit. For a classic, preppy vibe, wear your high-tops with long socks in a complementary color. If you want a more laid-back, casual look, opt for no-show socks or ankle socks in a neutral color like white or black. This is my go-to choice for summer outfits.

Finding the Perfect Fit

When buying high-top Converse, make sure to get the right size for a comfortable, slim fit. They should feel snug but not tight, with a bit of room in the toe. If you’re between sizes, I recommend sizing down, as Converse tend to stretch out over time. You can always wear thicker socks or add an insole for a better fit.

Experimenting with Different Colors

While classic white and black high-top Converse are a staple in my wardrobe, I also love experimenting with different colors. Platform high-top Converse in a fun color like pink or yellow can add a playful touch to any outfit. For a more neutral look, try cream Converse or black high tops. These colors go with everything and add a cool, edgy vibe to your look.

Caring for Your High-Top Converse

To keep your high-top Converse looking their best, it’s important to take care of them properly. Clean them regularly with a soft brush and mild soap, and let them air dry. If your sneakers start to smell, sprinkle some baking soda inside them and let them sit overnight. This will absorb any odors and keep your shoes fresh.

Celebrities Who Rock High-Top Converse

If you need some more inspiration for how to style your high-top Converse, just look to the celebrities who love them. Stars like Kristen Stewart, Rihanna, and Gigi Hadid have all been spotted rocking high-tops on the red carpet and in their street style looks. These celebs prove that high-top Converse can be dressed up or down and incorporated into any personal style. Whether you’re a Converse girl through and through or just looking to add a cool, casual touch to your wardrobe, these sneakers are a must-have.

Key Takeaway: 

Rock your high-top Converse for any occasion with these tips. Pair them with jeans or dresses for a casual look, dress them up with suits or slip dresses, and even wear them to work or special events. Remember to choose the right socks, find the perfect fit, experiment with colors, and keep them clean for the best style impact.


See? Wearing high top Converse isn’t rocket science, but it does take a little know-how to nail that effortlessly cool vibe. Whether you’re dressing ’em up with a sundress or keeping it casual with jeans and a tee, the key is to let your personal style shine through.

So go ahead, lace up those Chucks and strut your stuff with confidence. Because when you’ve got a killer pair of high tops on your feet, there’s no outfit you can’t conquer. Now get out there and show the world how it’s done, you stylish Converse-wearing machine, you!

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