Low ankle boots with a side V-cut are out. They worked with skinny jeans, but now they look dated. Here are 4 styles to wear instead: 1. Elongated Toe Booties – These low-heel ankle boots from @jcrewfactory add a sleek look to anything you wear them with. They have an elongated toe box and a low two-inch heel that’s sturdy, easy to walk in, and very comfortable. 2. Black Suede Pointy Toe Boots – On a whim I tried these, expecting them to be uncomfortable, but I was so surprised. The low kitten heel and pointy toe feels very wearable. Perfect for dressing up jeans or long skirts through the holidays. Mine are old from Talbots. I linked a similar pair from @jcrewfactory. 3. Black Lug Sole Chelsea Boots – These are the boots you want for casual weekends and all your jeans outfits. Wear them to the football game, the ballfield, and to run around town. They’re water resistant and the flat lug sole gives nice traction. They’re easy to walk in. 4. Suede Block Heel Ankle Boots – If you prefer a block heel, there are a ton of comfortable suede options. Wear these for day or night. Mine are old from Blondo. I linked this year’s pair from them. ankleboots LTKOver40 LTKShoeCrush LTKMidsize