Make sure your clips aren’t rubbing against your ankle bones. That will get uncomfortable very quickly. The band should be close to the middle of your foot.

After you’ve put your boots on, make sure to walk around a bit at home before venturing out of the house. You’ll want to make sure the clips are comfortable and positioned correctly!

Sometimes, perfectly and pristinely tucked jeans aren’t what your boots call for. Jeans that are loosely bunched up around the tops of casual boots will make your outfit look relaxed and trendy.

If you’re wearing knee-high boots, it’s typically best to wear skinny jeans that are really tight along the bottom half of your leg. [9] X Expert Source Paul Julch, MAPersonal Wardrobe Stylist & Speaker Expert Interview. 17 September 2020. If you’re wearing ankle booties, cuff your jeans so they just graze the top of the boot, rather than trying to tuck them into the ankle boots. [10] X Expert Source Paul Julch, MAPersonal Wardrobe Stylist & Speaker Expert Interview. 17 September 2020.