Okay, so, riding boots. I’ve been seeing them everywhere lately, and I finally decided to give them a go. I gotta say, I was a little intimidated at first. They seemed like such a statement piece, and I wasn’t sure if I could pull them off. But I’m all about trying new things, so I went for it.

What to Wear with Riding Boots Outfit? Style Guide for You

My First Try

First off, I started by finding the right pair. I spent hours scrolling through pictures and reading reviews online. I wanted something classic, not too trendy, something that I can wear for a while. I ended up choosing a pair of knee-high, flat black leather boots. They looked pretty simple, but I figured they’d be versatile.

Styling Time

When they arrived, I tried them on with a bunch of different outfits. I paired them with my favorite skinny jeans and a chunky sweater. I tucked the jeans into the boots, and it looked… okay. Not amazing, but not terrible either. I felt like a basic fall girl, which isn’t necessarily a bad thing.

Then I experimented with a skirt. I threw on a short, A-line denim skirt and a tucked-in white tee. I slipped on the boots, and boom! This felt more like me. It was a little edgy but still casual. I liked the way the boots added some toughness to the otherwise girly look.

Mixing and Matching

  • Dresses: I tried them with a flowy midi dress. I was surprised by how much I liked this combo. It was comfortable and chic. The boots gave the dress a bit of a cooler vibe.
  • Leggings: Of course, I had to try them with leggings. I opted for a pair of black leggings and an oversized sweatshirt. This was super comfy, perfect for running errands or just lounging around.
  • Shorts: I even tried them with shorts. I know it sounds weird, but with a pair of high-waisted denim shorts and a loose blouse, it actually worked. This was more of a summer-to-fall transition look.

Accessorizing

To make the outfits more “me”, I played around with accessories. I added a wide-brimmed hat for a boho touch. I tried a scarf and it worked with sweater and jeans very well, made me look warm and cozy. I also tried a few different bags, and I found that a crossbody bag looked best with most of the outfits.

Final Thoughts

After a few days of wearing riding boots with different outfits, I’ve decided that I really like them. They’re surprisingly versatile, and they make me feel a little more put-together, even when I’m just wearing jeans and a t-shirt. It took some trial and error, but I found a few ways to style them that feel true to my personal style. I’m definitely going to keep them in my regular rotation. If you’re on the fence about riding boots, I say go for it! You might be surprised by how much you like them.

What to Wear with Riding Boots Outfit? Style Guide for You

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