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Skinny and straight-leg jeans tend to be the most flattering style to pair with ankle boots. They hug your curves and stay cuffed for a long time when you fold them. Skinny jeans tend to be the best option since they’re stretchy and don’t show many bumps when folded or cuffed. However, straight-leg jeans can help to create a more relaxed look. These jeans are fitted around the hips but flare out slightly below the knee, making them a great cut to wear with ankle boots. Instead of trying to tuck or cuff these jeans, allow them to fall directly over the top of each boot, covering the top portion. Try to stay away from cuts that have extremely flared hems. These tend to break up your leg and can make them look short. Look for a pair of cropped skinny or straight-leg jeans that leave around 1 inch (2.5 cm) of space in between the bottom of the jeans and the top of the ankle boots. This tiny strip of skin creates a professional and polished look, without the hassle of tucking or cuffing the jeans. If you have an older pair of skinny jeans, you can make your own cropped jeans by using a sharp pair of scissors to cut the jeans just above your ankle. Use a tape measure and pencil to mark off the section you'd like to remove. Try on your jeans without the boots first. Ideally, the lower hem of each leg should hit at about midpoint of your ankle. If the hem is touching the ground, your jeans are too long. If your jeans are too long, they can bunch around your ankles, making your legs look shorter than they are.
Opt for a pair of skinny or straight-leg jeans if you want to cuff them. Pick a pair of bootcut jeans to wear them untucked. Purchase a pair of cropped jeans to show off the tops of the boots. Make sure the hem is at least 1–1.5 in (2.5–3.8 cm) off of the ground.