My first ever pair of Tim's. I gotta say after two days of wearing them it's painful asf on the inside of my ankles. Does it normally hurt to wear them in? :
Timberland PRO Hypercharge Men's 6 inch Composite Toe Waterproof Black Leather Work Hiker, A1RU5
Men's Timberland PRO Resistor 200G Composite Toe Waterproof Boots | Work Boots Superstore | WorkBoots.com
Champion Timberland Boy's Size 1.5 Tan and Black Lace Up Boots With Fur Inside | eBay