Preppy style has gotten a little pretentious over the years. So Sperry recently launched a campaign to redefine preppy style. I actually mentioned it in a previous post you can read here. It’s awesome that Sperry is rolling out shoes that are still timeless. But they’re less stuffy than you’d associate with
I am a huge boot guy, especially Chelsea boots. Instead of wearing tennis shoes, I’ll throw on a pair of boots. You’ll look like you tried even if you rolled out of bed and literally slipped the boots on. I love Chelsea boots because they’re sleek enough to wear with a suit but can also dress up your toughest jeans. Plus they’re lighter than most boots. So they’re a shoe that you’ll wear year-round.
If you’ve never worn Chelsea boots before, I’d recommend testing the waters with a suede pair. But the best Chelsea boots to wear with everything would be a black leather Chelsea boot. Sperry sent me a pair of their Gold Cup Exeter Chelsea boots to style. Because the shoes are such a classic, I wanted to pair them with pieces that were as timeless. People associate Sperry with preppy styles. That’s why I wanted to style an outfit that was a little more rebellious. There’s nothing more classic than a button-down, leather jacket, and Chelsea boots.
I already own a pair of Chelsea boots. I’m not going to lie, they’re little uncomfortable. When I slipped on this pair, they were super comfortable right out of the box. They’re lined with lambskin so these are a pair of shoes you can stay in all day long. Click the links below to shop the post!