I’ve always been more of a white sneaker girl. They’ve been my go-to for years until I bought my first pair of black high tops earlier this year. And let me tell ya: I’ve haven’t looked back. I love how they add a touch of casual-cool to any look, and they’re just as versatile as my fav white sneakers! Wondering how to wear ’em? Let’s get into a few black high top Converse outfits for spring and summer!

Black High Top Converse Outfits

After a lot of internet browsing, I ended up ordering the Chuck 70 Vintage Canvas sneaker. I love the retro vibe of them, inspired by the original 1970 Chuck Taylor All Star high top! The sole is a bit thicker than the current Chuck Taylor All Star, but it’s also not a full-on platform version! Plus, they have a cushioned insole, keeping them more comfortable!

Sizing-wise, they do run a little bit large. I’m in between shoe sizes, so I ended up ordering my larger size and find them to be perfect. I am also super-impressed with the comfort level. I wore them all day at Disney World without complaint!

Straight Leg Jeans and High Tops

It doesn’t get any more classic than this! I absolutely love how high tops pair with straight leg jeans. It’s such a classic-cool vibe. For a casual everyday look, I went with a slight twist on a classic with my cropped banded muscle tee. Want a slightly dressier look? Try a floral print blouse for an effortless, I-just-threw-this-on look.

Mini Dress Outfit

Dresses and sneakers were just made for each other, especially when you have a flirty babydoll cut dress! There is something youthful and fun about this pairing. Any swingy mini dress would be a perfect match for high tops!

Tee Dress and High Tops

For a more sporty-casual vibe, a t-shirt dress is the perfect option. To keep with the athletic look, I added my belt bag and kept accessories minimal. A short t-shirt dress or even this athletic dress that I wore to Disney would be great other options!

Tank and Short Outfit

A flirty feminine tank paired with shorts and high tops is another fun playful combination! Don’t be afraid to pair feminine details like floral prints, bows, and ruffles with your high tops. It creates a fun contrast!

Olive Shorts and High Tops Outfit

In the summer, I love a good denim short alternative. And these elastic waistband olive shorts are the perfect wardrobe addition! For a full-neutral look (one of my favs), I paired them with a white tank, woven headband, and black belt bag. This look would also be adorable with a skirt!

See more sneaker outfits here! Or check out my entire style session series, where I style one item multiple ways each week!