According to Harper's Bazaar, the best boots to wear with jeans are ankle boots and flat equestrian boots. Ankle boots can be worn under jeans without restricting legs, and equestrian boots offer a wide and straight leg opening perfect for tucking any jeans inside.
Ankle boots, also called booties, come in a variety of colors and heel sizes, such as stacked and stiletto. They can be dressed up or down and pair well with jeans or dressier outfits. Equestrian boots, also called riding boots, generally reach the knee, have a short stacked heel and are more casual. They are most often offered in brown. According to Harper's Bazaar, skinny jeans worn tucked into tall, closely fitting heeled boots are flattering only on slimmer figures.