The photo with a ruler is lined up with the back of the heel and shows the approximate length of the shoe from the top view. Bottoms have heel wear
Timberland Boots Mens 7 City Roam Cupsole Chukka A26MF Black Leather Lace Up
Timberland CityRoam Cupsole Chukka Trainers, Men's Fashion
Men's Timberland PRO® Disruptor Alloy-Toe Chukka Boots
Timberland Cityroam Cupesole Beige Leather Lace Up Mens Chukka
Timberland M Cityroam GTX Chukka Black, Men's Gore-Tex Casual Shoe
TIMBERLAND Cityroam Cupsole Chukka Shoes High Tops - Black
TRENDY TRAINERS Timberland CITYROAM CUPSOLE F/L CHK - Shoes
Timberland Mens CityRoam TB0A2FTCV13 Dark Brown Nubuck Chukka
Timberland CITYROAM CUPSOLE CHUKKA men's Shoes High-top Trainers
Men's Watkins Canvas Riding Shoes
Timberland MEN'S CITYROAM CUPSOLE Leather CHUKKA SHOES 8.0 M
Timberland Cityroam Cupsole Chukka Trainers
Timberland Adventure 2.0 Cupsole Chukka, Men's
Timberland Cityroam Cupsole Chukka Trainers Black
Leather high trainers Timberland Brown size 44 EU in Leather